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Chemistry

Prof. Paul Murphy

B.Sc.,Ph.D.

Contact Details

Prof. of Chemistry
School of Chemistry
Room 236
Arts/Science Building
NUI Galway

T: Ext. 2465
E: paul.v.murphy@nuigalway.ie
Established Professor of Chemistry
Chemistry

 
researcher

Biography

Education BSc & PhD, Organic Chemistry, University College Galway (NUI Galway)  
Experience 1994-96 Chiroscience Postdoctoral Fellow, University of York, UK
1996-2004  Lecturer in Chemistry, University College Dublin
1997, 1998  Visiting Researcher, Chemistry Department, University of Pennsylvania, US
2003  Visiting Researcher, Universität Mainz, Germany (Horst Kunz)
Jan 2005-June 2006   Senior Lecturer in Chemistry, University College Dublin. July
2006-8  Associate Professor in Bioorganic Chemistry, University College Dublin
2007-8  Head of Organic Chemistry, UCD
2007-8  Director of Postgraduate Studies in UCD School of Chemistry and Chemical Biology and Deputy Director of Dublin Chemistry Graduate School
2008-current                      Established Professor of Chemistry, NUI Galway 2008-13 and 2014-currently Head of School of Chemistry, NUI Galway
2015  Research Scholar Beth Israel Deaconess Medical Centre, Harvard Medical School
2015     Visiting Research Scholar, Beth Israel Deaconess Medical Centre, Harvard Medical School, Boston, USA



Research Interests

Synthesis of bioactive compounds: The design, synthesis and evaluation of bioactive molecules, including natural products is being undertaken  and compounds are evaluated through collaboration.  Successes have recently included stereoselective synthesis of iminosugars, identification of compounds that bind to G-protein coupled receptors and synthesis of analogues of migrastatin which inhibit tumour cell migration.

Anomerisation, glycoside and glycomimetic synthesis  We are interested in the study and development of anomerisation reactions with a view to synthesis of important carbohydrates such as glycolipids, oligosaccharides and glycomimetics.  Successes in this area include glycolipid and glycomimetic synthesis and more recently disaccharides and glycosides of migrastatin analogues by anomerisation.  Useful building blocks have been prepared.  In addition we are interested in gaining insights into the factors which influence reactivity to anomerisation. 

For a short presentation on Lewis acid promoted anomerisation and its application

click here:  https://www.youtube.com/watch?v=d8hYKZ9XZhE&feature=youtu.be

Design and synthesis of spatially defined glycoclusters The presentation of carbohydrates on cell surfaces is implicated in many important biological processes such as inflammation, infection and tumour growth and metastasis.  We are working on the design and synthesis of carbohydrates that have well defined spatial properties for study of the relevance of this property in biological systems.  Recent successes include the identification of potent inhibitors of macrophage galactose C-type lectin and galectins, with these targets being important in infection, fibrosis and cancer.

Peer Reviewed Journals

  Year Publication
(2015) 'Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C-Glycosyl Iminosugars'
Moynihan, L,Chadda, R,McArdle, P,Murphy, PV (2015) 'Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C-Glycosyl Iminosugars'. Organic Letters, 17 :6226-6229 [DOI] [Details]
(2015) 'Synthesis of Migrastatin Analogues as Inhibitors of Tumour Cell Migration: Exploring Structural Change in and on the Macrocyclic Ring'
Lo Re, D,Zhou, Y,Mucha, J,Jones, LF,Leahy, L,Santocanale, C,Krol, M,Murphy, PV (2015) 'Synthesis of Migrastatin Analogues as Inhibitors of Tumour Cell Migration: Exploring Structural Change in and on the Macrocyclic Ring'. Chemistry-A European Journal, 21 :18109-18121 [DOI] [Details]
(2016) 'Lewis Acid Induced Anomerization of Se-Glycosides. Application to Synthesis of alpha-Se-GalCer'
McDonagh, AW,Mahon, MF,Murphy, PV (2016) 'Lewis Acid Induced Anomerization of Se-Glycosides. Application to Synthesis of alpha-Se-GalCer'. Organic Letters, 18 :552-555 [DOI] [Details]
(2016) 'Coiled coil type neoglycoproteins presenting three lactose residues'
Sweeney, SM,Bullen, GA,Gillis, RB,Adams, GG,Rowe, AJ,Harding, SE,Tucker, JHR,Peacock, AFA,Murphy, PV (2016) 'Coiled coil type neoglycoproteins presenting three lactose residues'. Tetrahedron Letters, 57 :1414-1417 [DOI] [Details]
(2014) 'Ultrasonic Energy Promoted Allylation to Generate 1-C-(2,3,4,6-Tetra-O-Benzyl-alpha-D-Glucopyranosyl)prop-2-ene'
Farrell, M,O'Reilly, C,Jarikote, DV,Murphy, PV,Rahkila, J,VanDerMarel, G,Codee, J (2014) 'Ultrasonic Energy Promoted Allylation to Generate 1-C-(2,3,4,6-Tetra-O-Benzyl-alpha-D-Glucopyranosyl)prop-2-ene'. Carbohydrate Chemistry: Proven Synthetic Methods, Vol 2, 2 :33-37 [Details]
(2015) 'Merging carbohydrate chemistry with lectin histochemistry to study inhibition of lectin binding by glycoclusters in the natural tissue context'
Andr¿¿ S, Kaltner H;Kayser K;Murphy PV;Gabius HJ (2015) 'Merging carbohydrate chemistry with lectin histochemistry to study inhibition of lectin binding by glycoclusters in the natural tissue context'. Histochemistry and cell biology, [DOI] [Details]
(2015) 'Synthesis of Migrastatin Analogues as Inhibitors of Tumour Cell Migration: Exploring Structural Change in and on the Macrocyclic Ring'
Lo Re D, Zhou Y;Mucha J;Jones LF;Leahy L;Santocanale C;Krol M;Murphy PV (2015) 'Synthesis of Migrastatin Analogues as Inhibitors of Tumour Cell Migration: Exploring Structural Change in and on the Macrocyclic Ring'. Chemistry (Weinheim an der Bergstrasse, Germany), [DOI] [ARAN Link] [Details]
(2015) 'Engineering a Therapeutic Lectin by Uncoupling Mitogenicity from Antiviral Activity'
Swanson MD, Boudreaux DM;Salmon L;Chugh J;Winter HC;Meagher JL;Andr¿¿ S;Murphy PV;Oscarson S;Roy R;King S;Kaplan MH;Goldstein IJ;Tarbet EB;Hurst BL;Smee DF;de la Fuente C;Hoffmann HH;Xue Y;Rice CM;Schols D;Garcia JV;Stuckey JA;Gabius HJ;Al-Hashimi HM;Markovitz DM (2015) 'Engineering a Therapeutic Lectin by Uncoupling Mitogenicity from Antiviral Activity'. Cell, 163 (3):746-758 [DOI] [Details]
(2015) 'Lectins: Getting Familiar with Translators of the Sugar Code'
Andre, S,Kaltner, H,Manning, JC,Murphy, PV,Gabius, HJ (2015) 'Lectins: Getting Familiar with Translators of the Sugar Code'. Molecules (Basel, Switzerland), 20 :1788-1823 [DOI] [ARAN Link] [Details]
(2015) 'Glycoclusters as lectin inhibitors: comparative analysis on two plant agglutinins with different folding as a step towards rules for selectivity'
Andre, S,O'Sullivan, S,Gabius, HJ,Murphy, PV (2015) 'Glycoclusters as lectin inhibitors: comparative analysis on two plant agglutinins with different folding as a step towards rules for selectivity'. Tetrahedron, 71 :6867-6880 [DOI] [Details]
(2015) 'Bi- to tetravalent glycoclusters presenting GlcNAc/GalNAc as inhibitors: from plant agglutinins to human macrophage galactose-type lectin (CD301) and galectins'
Andre, S,O'Sullivan, S,Koller, C,Murphy, PV,Gabius, HJ (2015) 'Bi- to tetravalent glycoclusters presenting GlcNAc/GalNAc as inhibitors: from plant agglutinins to human macrophage galactose-type lectin (CD301) and galectins'. Organic & Biomolecular Chemistry, 13 :4190-4203 [DOI] [Details]
(2015) 'Decorated Macrocycles via Ring-Closing Double-Reductive Amination. Identification of an Apoptosis Inducer of Leukemic Cells That at Least Partially Antagonizes a 5-HT2 Receptor'
Zhou, J,Reidy, M,O'Reilly, C,Jarikote, DV,Negi, A,Samali, A,Szegezdi, E,Murphy, PV (2015) 'Decorated Macrocycles via Ring-Closing Double-Reductive Amination. Identification of an Apoptosis Inducer of Leukemic Cells That at Least Partially Antagonizes a 5-HT2 Receptor'. Organic Letters, 17 :1672-1675 [DOI] [Details]
(2014) 'Synthesis of iminosugar derivatives presenting naphthyl and alkyl amine interacting groups and binding to somatostatin receptors'
Barron, S,Murphy, PV (2014) 'Synthesis of iminosugar derivatives presenting naphthyl and alkyl amine interacting groups and binding to somatostatin receptors'. Medchemcomm, 5 :1150-1158 [DOI] [ARAN Link] [Details]
(2014) 'Combining glycocluster synthesis with protein engineering: an approach to probe into the significance of linker length in a tandem-repeat-type lectin (galectin-4)'
Andre, S,Wang, GN,Gabius, HJ,Murphy, PV (2014) 'Combining glycocluster synthesis with protein engineering: an approach to probe into the significance of linker length in a tandem-repeat-type lectin (galectin-4)'. Carbohydrate Research, 389 :25-38 [DOI] [Details]
(2014) 'Synthesis of alpha-galactosyl ceramide analogues with an a-triazole at the anomeric carbon'
McDonagh, AW,Murphy, PV (2014) 'Synthesis of alpha-galactosyl ceramide analogues with an a-triazole at the anomeric carbon'. Tetrahedron, 70 :3191-3196 [DOI] [ARAN Link] [Details]
(2014) 'Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E-Cadherin Dynamics'
Lo Re, D,Zhou, Y,Nobis, M,Anderson, KI,Murphy, PV (2014) 'Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E-Cadherin Dynamics'. Chembiochem, 15 :1459-1464 [DOI] [ARAN Link] [Details]
(2013) 'Regiospecific Anomerisation of Acylated Glycosyl Azides and Benzoylated Disaccharides by Using TiCl4'
Farrell, M,Zhou, J,Murphy, PV (2013) 'Regiospecific Anomerisation of Acylated Glycosyl Azides and Benzoylated Disaccharides by Using TiCl4'. Chemistry-A European Journal, 19 :14836-14851 [DOI] [Details]
(2013) 'Synthesis of α-O- and α-S-glycosphingolipids related to Sphingomonous cell wall antigens using anomerisation'
Pilgrim W, O'Reilly C, Murphy PV (2013) 'Synthesis of α-O- and α-S-glycosphingolipids related to Sphingomonous cell wall antigens using anomerisation'. Molecules (Basel, Switzerland), 18 (9):11198-11218 [DOI] [ARAN Link] [Details]
(2013) 'Migrastatin analogues inhibit canine mammary cancer cell migration and invasion'
Majchrzak K, Lo Re D, Gajewska M, Bulkowska M, Homa A, Pawłowski K, Motyl T, Murphy PV, Król M (2013) 'Migrastatin analogues inhibit canine mammary cancer cell migration and invasion'. Plos One, 8 (10) [DOI] [ARAN Link] [Details]
(2013) 'Regiospecific Anomerisation of Acylated Glycosyl Azides and Benzoylated Disaccharides by Using TiCl4'
Farrell M, Zhou J, Murphy PV (2013) 'Regiospecific Anomerisation of Acylated Glycosyl Azides and Benzoylated Disaccharides by Using TiCl4'. Chemistry (Weinheim an der Bergstrasse, Germany), 19 (44):14836-14851 [DOI] [ARAN Link] [Details]
(2013) 'Lack of activation of UCP1 in isolated brown adipose tissue mitochondria by glucose-O-ω-modified saturated fatty acids of various chain lengths'
Breen EP, Pilgrim W, Clarke KJ, Yssel C, Farrell M, Zhou J, Murphy PV, Porter RK (2013) 'Lack of activation of UCP1 in isolated brown adipose tissue mitochondria by glucose-O-ω-modified saturated fatty acids of various chain lengths'. Chemistry & Biology, 6 (3):121-133 [DOI] [Details]
(2013) 'Cdc7-dependent and -independent phosphorylation of Claspin in the induction of the DNA replication checkpoint'
Rainey MD, Harhen B, Wang GN, Murphy PV, Santocanale C (2013) 'Cdc7-dependent and -independent phosphorylation of Claspin in the induction of the DNA replication checkpoint'. Cell Cycle, 12 (10) [Details]
(2013) 'The third dimension of reading the sugar code by lectins: design of glycoclusters with cyclic scaffolds as tools with the aim to define correlations between spatial presentation and activity'
Murphy PV, André S, Gabius HJ (2013) 'The third dimension of reading the sugar code by lectins: design of glycoclusters with cyclic scaffolds as tools with the aim to define correlations between spatial presentation and activity'. Molecules (Basel, Switzerland), 18 (4):4026-4053 [DOI] [ARAN Link] [Details]
(2013) 'Multivalent glycoconjugates as anti-pathogenic agents'
Bernardi A, Jiménez-Barbero J, Casnati A, De Castro C, Darbre T, Fieschi F, Finne J, Funken H, Jaeger KE, Lahmann M, Lindhorst TK, Marradi M, Messner P, Molinaro A, Murphy PV, Nativi C, Oscarson S, Penadés S, Peri F, Pieters RJ, Renaudet O, Reymond JL, Richichi B, Rojo J, Sansone F, Schäffer C, Turnbull WB, Velasco-Torrijos T, Vidal S, Vincent S, Wennekes T, Zuilhof H, Imberty A (2013) 'Multivalent glycoconjugates as anti-pathogenic agents'. Chemical Society reviews, 42 (11):4709-4727 [DOI] [Details]
(2012) 'Inhibition of Burkholderia multivorans Adhesion to Lung Epithelial Cells by Bivalent Lactosides'
Wright, C,Leyden, R,Murphy, PV,Callaghan, M,Velasco-Torrijos, T,McClean, S (2012) 'Inhibition of Burkholderia multivorans Adhesion to Lung Epithelial Cells by Bivalent Lactosides'. Molecules (Basel, Switzerland), 17 :10065-10071 [DOI] [ARAN Link] [Details]
(2012) 'Bi- to tetravalent glycoclusters: synthesis, structure-activity profiles as lectin inhibitors and impact of combining both valency and headgroup tailoring on selectivity'
Wang GN, André S, Gabius HJ, Murphy PV (2012) 'Bi- to tetravalent glycoclusters: synthesis, structure-activity profiles as lectin inhibitors and impact of combining both valency and headgroup tailoring on selectivity'. Organic & Biomolecular Chemistry, 10 (34):6893-6907 [DOI] [ARAN Link] [Details]
(2012) 'Synthesis of bivalent lactosides and their activity as sensors for differences between lectins in inter- and intrafamily comparisons'
Andre, S,Jarikote, DV,Yan, DD,Vincenz, L,Wang, GN,Kaltner, H,Murphy, PV,Gabius, HJ (2012) 'Synthesis of bivalent lactosides and their activity as sensors for differences between lectins in inter- and intrafamily comparisons'. Bioorganic & Medicinal Chemistry Letters, 22 :313-318 [DOI] [ARAN Link] [Details]
(2012) 'Synthesis of bivalent glycoclusters containing GlcNAc as hexasaccharide mimetics. Bactericidal activity against Helicobacter pylori'
Yan D, Naughton J, Clyne M, Murphy PV (2012) 'Synthesis of bivalent glycoclusters containing GlcNAc as hexasaccharide mimetics. Bactericidal activity against Helicobacter pylori'. Carbohydrate research, 360 :1-7 [DOI] [ARAN Link] [Details]
(2011) 'Synthesis of α-S-glycosphingolipids based on uronic acids'
O'Reilly C, Murphy PV (2011) 'Synthesis of α-S-glycosphingolipids based on uronic acids'. Organic Letters, 13 (19):5168-5171 [DOI] [Details]
(2010) 'Ultrasound assisted synthesis of C-glycosides'
Jarikote,D.V., O'Reilly,C., Murphy,P.V. (2010) 'Ultrasound assisted synthesis of C-glycosides'. Tetrahedron Letters, 51 :6776-6778 [Details]
(2008) 'Hybrids of 1-deoxynojirimycin and aryl-1,2,3-triazoles and biological studies related to angiogenesis'
Zhao, YX,Zhou, Y,O'Boyle, KM,Murphy, PV (2008) 'Hybrids of 1-deoxynojirimycin and aryl-1,2,3-triazoles and biological studies related to angiogenesis'. Bioorganic & Medicinal Chemistry, 16 (1212):6333-6337 [Details]
(2008) 'Synthesis of sugar-lactams from azides of glucuronic acid (vol 342, pg 1953, 2007)'
Loukou, C,Tosin, M,Miiller-Bunz, H,Murphy, PV (2008) 'Synthesis of sugar-lactams from azides of glucuronic acid (vol 342, pg 1953, 2007)'. Carbohydrate Research, 343 (22):412-413 [Details]
(2008) 'Synthesis of somatostatin mimetics based on 1-deoxynojirimycin'
Chagnault, V,Lalot, J,Murphy, PV (2008) 'Synthesis of somatostatin mimetics based on 1-deoxynojirimycin'. Chemmedchem, 3 (77):1071-1076 [Details]
(2008) 'Hybrid angiogenesis inhibitors: Synthesis and biological evaluation of bifunctional compounds based on 1-deoxynojirimycin and aryl-1,2,3-triazoles'
Zhou, Y,Zhao, Y,O'Boyle, KM,Murphy, PV (2008) 'Hybrid angiogenesis inhibitors: Synthesis and biological evaluation of bifunctional compounds based on 1-deoxynojirimycin and aryl-1,2,3-triazoles'. Bioorganic & Medicinal Chemistry Letters, 18 (33):954-958 [Details]
(2007) 'Synthesis of macrolide-saccharide hybrids by ring-closing metathesis of precursors derived from glycitols and benzoic acids'
Matos, M.-C.,Murphy, P.V. (2007) 'Synthesis of macrolide-saccharide hybrids by ring-closing metathesis of precursors derived from glycitols and benzoic acids'. Journal of Organic Chemistry, 72 (5) [Details]
(2007) 'Selective protecting group manipulations on the 1-deoxynojirimycin scaffold'
Danieli,E.,Lalot, J.,Murphy, P.V. (2007) 'Selective protecting group manipulations on the 1-deoxynojirimycin scaffold'. Tetrahedron, 63 (29) [Details]
(2007) 'Glycosidation-anomerisation reactions of 6,1-anhydroglucopyranuronic acid and anomerisation of beta-D-glucopyranosiduronic acids promoted by SnCl4'
O'Brien, C,Polakova, M,Pitt, N,Tosin, M,Murphy, PV (2007) 'Glycosidation-anomerisation reactions of 6,1-anhydroglucopyranuronic acid and anomerisation of beta-D-glucopyranosiduronic acids promoted by SnCl4'. Chemistry-a European Journal, 13 (33):902-909 [Details]
(2006) 'Syntheses of peptidomimetics based on pyranose and polyhydroxylated piperidine scaffolds'
Murphy,P.V.,Dunne, J.L. (2006) 'Syntheses of peptidomimetics based on pyranose and polyhydroxylated piperidine scaffolds'. Current Organic Synthesis, 3 (4) [Details]
(2006) 'N-glycosyl-thiophene-2-carboxamides: synthesis, structure and effects on the growth of diverse cell types'
Rawe, SL,Doyle, D,Zaric, V,Rozas, I,McMahon, K,Tosin, M,Bunz, HM,Murphy, EP,O'Boyle, KM,Murphy, PV (2006) 'N-glycosyl-thiophene-2-carboxamides: synthesis, structure and effects on the growth of diverse cell types'. Carbohydrate Research, 341 (1010):1370-1390 [Details]
(2005) 'Synthesis of a glycolipid for studying mechanisms of mitochondrial uncoupling proteins'
Gouin, SG,Pilgrim, W,Porter, RK,Murphy, PV (2005) 'Synthesis of a glycolipid for studying mechanisms of mitochondrial uncoupling proteins'. Carbohydrate Research, 340 (88):1547-1552 [Details]
(2005) 'Synthesis of structurally diverse and defined bivalent mannosides on saccharide scaffolding'
Tosin,M.,Gouin, S.G.,Murphy, P.V. (2005) 'Synthesis of structurally diverse and defined bivalent mannosides on saccharide scaffolding'. Organic Letters, 7 (2) [Details]
(2005) 'Synthesis and structural analysis of the anilides of glucuronic acid and orientation of the groups on the carbohydrate scaffolding'
Tosin, M.,O'Brien, C.,Fitzpatrick, G.M.,Muller-Bunz, H.,Glass, W.K.,Murphy, P.V. (2005) 'Synthesis and structural analysis of the anilides of glucuronic acid and orientation of the groups on the carbohydrate scaffolding'. Journal of Organic Chemistry, 70 (10) [Details]
(2005) 'The crystal structure of a cyclic glycolipid reveals a carbohydrate-carbohydrate interaction interface'
Murphy, PV,Muller-Bunz, H,Velasco-Torrijos, T (2005) 'The crystal structure of a cyclic glycolipid reveals a carbohydrate-carbohydrate interaction interface'. Carbohydrate Research, 340 (77):1437-1440 [Details]
(2004) 'A general synthesis of iminosugars'
McDonnell, C,Cronin, L,O'Brien, JL,Murphy, PV (2004) 'A general synthesis of iminosugars'. Journal of Organic Chemistry, 69 (1010):3565-3568 [Details]
(2004) 'Synthesis of peptidomimetics based on iminosugar and beta-D-glucopyranoside scaffolds and inhibiton of HIV-protease'
Chery, F,Cronin, L,O'Brien, JL,Murphy, PV (2004) 'Synthesis of peptidomimetics based on iminosugar and beta-D-glucopyranoside scaffolds and inhibiton of HIV-protease'. Tetrahedron, 60 (3131):6597-6608 [Details]
(2004) 'Synthesis of an iminosugar based peptidomimetic analogue'
Chery, F.,Murphy, P.V. (2004) 'Synthesis of an iminosugar based peptidomimetic analogue'. Tetrahedron Letters, 45 (10) [Details]
(2004) 'Metathesis of structurally preorganized bivalent carbohydrates. Synthesis of macrocyclic and oligomeric scaffolds'
Velasco-Torrijos,T.,Murphy, P.V. (2004) 'Metathesis of structurally preorganized bivalent carbohydrates. Synthesis of macrocyclic and oligomeric scaffolds'. Organic Letters, 6 (22) [Details]
(2004) 'Glycosidation reactions of silyl ethers with conformationally inverted donors derived from glucuronic acid: Stereoselective synthesis of glycosides and 2-deoxyglycosides'
Polakova,M.,Pitt, N.,Tosin, M.,Murphy, P.V. (2004) 'Glycosidation reactions of silyl ethers with conformationally inverted donors derived from glucuronic acid: Stereoselective synthesis of glycosides and 2-deoxyglycosides'. Angewandte Chemie - International Edition, 43 (19) [Details]
(2003) 'Development of carbohydrate-based scaffolds for restricted presentation of recognition groups. Extension to divalent ligands and implications for the structure of dimerized receptors'
Murphy, PV,Bradley, H,Tosin, M,Pitt, N,Fitzpatrick, GM,Glass, WK (2003) 'Development of carbohydrate-based scaffolds for restricted presentation of recognition groups. Extension to divalent ligands and implications for the structure of dimerized receptors'. Journal of Organic Chemistry, 68 (1414):5692-5704 [Details]
(2003) 'Confirmation of the structure of a glucono-1,4-lactone derivative obtained from silylation of glucono-1,5-lactone'
Murphy, P.V.,McDonnell, C.,Hamig,L.,Paterson, D.E.,Taylor, R.J.K. (2003) 'Confirmation of the structure of a glucono-1,4-lactone derivative obtained from silylation of glucono-1,5-lactone'. Tetrahedron Asymmetry, 14 (1) [Details]
(2002) 'Identification of novel inhibitors of fibroblast growth factor (FGF-2) binding to heparin and endothelial cell survival from a structurally diverse carbohybrid library'
Murphy, PV,Pitt, N,O'Brien, A,Enright, PM,Dunne, A,Wilson, SJ,Duane, RM,O'Boyle, KM (2002) 'Identification of novel inhibitors of fibroblast growth factor (FGF-2) binding to heparin and endothelial cell survival from a structurally diverse carbohybrid library'. Bioorganic & Medicinal Chemistry Letters, 12 (2222):3287-3290 [Details]
(2002) 'Structure-based design and synthesis of HIV-1 protease inhibitors employing beta-D-mannopyranoside scaffolds'
Murphy, PV,O'Brien, JL,Gorey-Feret, LJ,Smith, AB (2002) 'Structure-based design and synthesis of HIV-1 protease inhibitors employing beta-D-mannopyranoside scaffolds'. Bioorganic & Medicinal Chemistry Letters, 12 (1313):1763-1766 [Details]
(2002) 'Synthesis of alpha-glucuronic acid and amide derivatives in the presence of a participating 2-acyl protecting group'
Tosin, M,Murphy, PV (2002) 'Synthesis of alpha-glucuronic acid and amide derivatives in the presence of a participating 2-acyl protecting group'. Organic Letters, 4 (2121):3675-3678 [Details]
(2002) 'A new route to exo-glycals using the Ramberg-Backlund rearrangement'
Griffin, FK,Paterson, DE,Murphy, PV,Taylor, RJK (2002) 'A new route to exo-glycals using the Ramberg-Backlund rearrangement'. European Journal of Organic Chemistry, (77):1305-1322 [Details]
(1996) 'Glycosylation reactions of 2,3,4-tri-O-chlorosulfonyl-beta-L-fucopyranosyl chloride and 2,3,4-tri-O-chlorosulfonyl-beta-D-xylopyranosyl chloride'
Hubbard, RE,Montana, JG,Murphy, PV,Taylor, RJK (1996) 'Glycosylation reactions of 2,3,4-tri-O-chlorosulfonyl-beta-L-fucopyranosyl chloride and 2,3,4-tri-O-chlorosulfonyl-beta-D-xylopyranosyl chloride'. Carbohydrate Research, 287 (22):247-253 [Details]
(2011) 'Synthesis of a Benzomacrolactone-Based Somatostatin Mimetic'
Zhou, J,Matos, MC,Murphy, PV (2011) 'Synthesis of a Benzomacrolactone-Based Somatostatin Mimetic'. Organic Letters, 13 :5716-5719 [DOI] [Details]
(2011) 'Biological study of a somatostatin mimetic based on the 1-deoxynojrimycin scaffold'
Zhao, YX,Liu, M,Chagnault, V,Wang, JY,Zhang, XM,Murphy, PV (2011) 'Biological study of a somatostatin mimetic based on the 1-deoxynojrimycin scaffold'. Bioorganic & Medicinal Chemistry Letters, 21 :824-828 [DOI] [Details]
(2010) 'N-(8-(3-Ethynylphenoxy)octyl-1-deoxynojirimycin suppresses growth and migration of human lung cancer cells'
Zhao, Y,Liu, W,Zhou, Y,Zhang, X,Murphy, PV (2010) 'N-(8-(3-Ethynylphenoxy)octyl-1-deoxynojirimycin suppresses growth and migration of human lung cancer cells'. Bioorganic & Medicinal Chemistry Letters, 20 :7540-7543 [DOI] [Details]
(2010) 'Access to Resorcylic Acid Lactones via Phosphonate Based Intramolecular Olefination'
Napolitano, C,McArdle, P,Murphy, PV (2010) 'Access to Resorcylic Acid Lactones via Phosphonate Based Intramolecular Olefination'. Journal Of Organic Chemistry, 75 :7404-7407 [DOI] [Details]
(2010) 'Biological study of the Angiogenesis Inhibitor N-(8-(3-ethynylphenoxy)octyl-1-deoxynojirimycin'
Zhao, YX,Zhou, Y,Boyle, KMO,Murphy, PV (2010) 'Biological study of the Angiogenesis Inhibitor N-(8-(3-ethynylphenoxy)octyl-1-deoxynojirimycin'. Chemical Biology & Drug Design, 75 :570-577 [DOI] [Details]
(2010) 'Synthesis of congeners of migrastatin and dorrigocin A from D-xylose'
Zhou, Y,Murphy, PV (2010) 'Synthesis of congeners of migrastatin and dorrigocin A from D-xylose'. Tetrahedron Letters, 51 :5262-5264 [DOI] [Details]
(2010) 'SnCl4- and TiCl4-Catalyzed Anomerization of Acylated O- and S-Glycosides: Analysis of Factors That Lead to Higher alpha:beta Anomer Ratios and Reaction Rates'
Pilgrim, W,Murphy, PV (2010) 'SnCl4- and TiCl4-Catalyzed Anomerization of Acylated O- and S-Glycosides: Analysis of Factors That Lead to Higher alpha:beta Anomer Ratios and Reaction Rates'. Journal Of Organic Chemistry, 75 :6747-6755 [DOI] [ARAN Link] [Details]
(2010) 'Synthesis of congeners of the migrastatin and dorrigocin: A core structures from D-xylose'
Zhou,Y., Murphy,P.V. (2010) 'Synthesis of congeners of the migrastatin and dorrigocin: A core structures from D-xylose'. Tetrahedron Letters, 51 :5262-5264 [Details]
(2010) 'Metathesis and macrocycles with embedded carbohydrates'
Jarikote,D.V, Murphy,P.V. (2010) 'Metathesis and macrocycles with embedded carbohydrates'. European Journal of Organic Chemistry Microreview), :4959-4970 [Details]
(2009) 'Phenylenediamine-based bivalent glycocyclophanes: synthesis and analysis of the influence of scaffold rigidity and ligand spacing on lectin binding in cell systems with different glycomic profiles'
Andre, S,Velasco-Torrijos, T,Leyden, R,Gouin, S,Tosin, M,Murphy, PV,Gabius, HJ (2009) 'Phenylenediamine-based bivalent glycocyclophanes: synthesis and analysis of the influence of scaffold rigidity and ligand spacing on lectin binding in cell systems with different glycomic profiles'. Organic & Biomolecular Chemistry, 7 :4715-4725 [DOI] [Details]
(2009) 'Glycotriazolophane Synthesis via Click Chemistry'
Leyden, R,Murphy, PV (2009) 'Glycotriazolophane Synthesis via Click Chemistry'. Synlett, :1949-1950 [DOI] [Details]
(2009) 'alpha-Glycosphingolipids via Chelation-Induced Anomerization of O- and S-Glucuronic and Galacturonic Acid Derivatives'
Pilgrim, W,Murphy, PV (2009) 'alpha-Glycosphingolipids via Chelation-Induced Anomerization of O- and S-Glucuronic and Galacturonic Acid Derivatives'. Organic Letters, 11 :939-942 [DOI] [Details]
(2009) 'Synthesis of a constrained polyfunctional bicyclic iminocyclitol scaffold from L-sorbose via a tandem sequence including stereoselective intramolecular Huisgen cycloaddition'
O'Reilly, C,O'Brien, C,Murphy, PV (2009) 'Synthesis of a constrained polyfunctional bicyclic iminocyclitol scaffold from L-sorbose via a tandem sequence including stereoselective intramolecular Huisgen cycloaddition'. Tetrahedron Letters, 50 :4427-4429 [DOI] [Details]
(2009) 'Synthesis of a Novel Polyhydroxylated Salicylic Acid Lactone Framework'
Rountree, JSS,Murphy, PV (2009) 'Synthesis of a Novel Polyhydroxylated Salicylic Acid Lactone Framework'. Organic Letters, 11 :871-874 [DOI] [Details]
(2009) 'Synthesis of bivalent lactosides based on terephthalamide, N,N’ diglucosylterephthalamide and glycophane scaffolds and assessment of their inhibitory capacity on medically relevant lectins'
Leyden,R., Velasco-Torrijos,T., ré,S., Gouin,S.G., Gabius,H.J., Murphy,P.V. (2009) 'Synthesis of bivalent lactosides based on terephthalamide, N,N’ diglucosylterephthalamide and glycophane scaffolds and assessment of their inhibitory capacity on medically relevant lectins'. Journal of Organic Chemistry, 74 :9010-9026 [DOI] [Details]
(2008) 'Monosaccharide scaffolds for the synthesis of novel compounds'
Murphy,P.V., Velasco-Torrijos,T. (2008) 'Monosaccharide scaffolds for the synthesis of novel compounds'. Glycoscience-Chemistry and Chemical Biology, :997-1027 [DOI] [Details]
(2008) 'Hybrid angiogenesis inhibitors: synthesis and biological evaluation of bifunctional compounds comprised of 1-deoxynojirimycin and 5-aryl-1,2,3-triazoles'
Zhou, Y.,Zhao,Y.,O' Boyle,K.M.,Murphy,P.V. (2008) 'Hybrid angiogenesis inhibitors: synthesis and biological evaluation of bifunctional compounds comprised of 1-deoxynojirimycin and 5-aryl-1,2,3-triazoles'. Bioorganic and Medicinal Chemistry Letters, 18 :954-958 [DOI] [Details]
(2008) 'Synthesis of Novel Macrolactam and Macroketone Analogues of Migrastatin from D-Glucal and Comparison with Macrolactone and Acyclic Analogues: A Dorrigocin A Congener is a Potent Inhibitor of Gastric Cancer Cell Migration'
Anquetin,G, Horgan,G, Rawe,S, Murray,D, Madden,A, MacMathuna,P, Doran,P, Murphy,P.V. (2008) 'Synthesis of Novel Macrolactam and Macroketone Analogues of Migrastatin from D-Glucal and Comparison with Macrolactone and Acyclic Analogues: A Dorrigocin A Congener is a Potent Inhibitor of Gastric Cancer Cell Migration'. European Journal of Organic Chemistry, 11 :1953-1958 [Details]
(2008) 'Synthesis of novel migrastatin and dorrigocin A analogues from D-glucal'
Anquetin, G.,Rawe, S.L.,McMahon, K.,Murphy, E.P.,Murphy, P.V. (2008) 'Synthesis of novel migrastatin and dorrigocin A analogues from D-glucal'. Chemistry - A European Journal, 14 (5) [Details]
(2008) 'New access to 1-deoxynojirimycin derivatives via azide-alkene cycloaddition'
Zhou, Y.,Murphy, P.V. (2008) 'New access to 1-deoxynojirimycin derivatives via azide-alkene cycloaddition'. Organic Letters, 10 (17) [Details]
(2008) 'Synthesis of novel glycophanes derived from glucuronic acid by ring closing alkene and alkyne metathesis'
Doyle,D.,Murphy, P.V. (2008) 'Synthesis of novel glycophanes derived from glucuronic acid by ring closing alkene and alkyne metathesis'. Carbohydrate Research, 343 (15) [Details]
(2007) 'Peptidomimetics, glycomimetics and scaffolds from carbohydrate building blocks'
Murphy, P.V. (2007) 'Peptidomimetics, glycomimetics and scaffolds from carbohydrate building blocks'. European Journal of Organic Chemistry, (25) [Details]
(2007) 'Synthesis of sugar-lactams from azides of glucuronic acid'
Loukou, C, Tosin,M, Müller-Bunz,H, Murphy,P.V. (2007) 'Synthesis of sugar-lactams from azides of glucuronic acid'. Carbohydrate Research Special issue-Glycomimetics, 342 :1953-1959 [DOI] [Details]
(2007) 'The synthesis of cyclic imidates from amides of glucuronic acid and investigation of glycosidation reactions'
Cronin,L.,Tosin, M.,Muller-Bunz, H.,Murphy, P.V. (2007) 'The synthesis of cyclic imidates from amides of glucuronic acid and investigation of glycosidation reactions'. Carbohydrate Research, 342 (1) [Details]
(2007) 'Inhibition of endothelial cell proliferation by per-O-acetylated mannose conjugates'
Zaric,V., Doyle, D., Murphy, P.V., O'Boyle, K.M. (2007) 'Inhibition of endothelial cell proliferation by per-O-acetylated mannose conjugates'. Anticancer Research, 27 (3 A) [Details]
(2006) 'N-Glycosyl-thiophene-2-carboxamides: Effects on endothelial cell growth in the presence and absence of bFGF - A significant increase in potency using per-O-acetylated sugar analogues'
Rawe, SL,Zaric, V,O'Boyle, KM,Murphy, PV (2006) 'N-Glycosyl-thiophene-2-carboxamides: Effects on endothelial cell growth in the presence and absence of bFGF - A significant increase in potency using per-O-acetylated sugar analogues'. Bioorganic & Medicinal Chemistry Letters, 16 :1316-1319 [DOI] [Details]
(2005) 'Novel synthesis of castanospermine and 1-epicastanospermine'
Cronin, L,Murphy, PV (2005) 'Novel synthesis of castanospermine and 1-epicastanospermine'. Organic Letters, 7 :2691-2693 [DOI] [Details]
(2005) 'Synthesis and conformational analysis of novel water soluble macrocycles incorporating carbohydrates, including a beta-cyclodextrin mimic'
Velasco-Torrijos, T,Murphy, PV (2005) 'Synthesis and conformational analysis of novel water soluble macrocycles incorporating carbohydrates, including a beta-cyclodextrin mimic'. Tetrahedron-Asymmetry, 16 :261-272 [DOI] [Details]
(2005) 'Synthesis of structurally defined scaffolds for bivalent ligand display based on glucuronic acid anilides. The degree of tertiary amide isomerism and folding depends on the configuration of a glycosyl azide'
Tosin,M.,Murphy, P.V. (2005) 'Synthesis of structurally defined scaffolds for bivalent ligand display based on glucuronic acid anilides. The degree of tertiary amide isomerism and folding depends on the configuration of a glycosyl azide'. Journal of Organic Chemistry, 70 (10) [Details]
(2005) 'Synthesis of somatostatin mimetics based on the 1-deoxymannojirimycin scaffold'
Gouin, S.G.,Murphy, P.V. (2005) 'Synthesis of somatostatin mimetics based on the 1-deoxymannojirimycin scaffold'. Journal of Organic Chemistry, 70 (21) [Details]
(2005) 'A study of the effects of subunit pre-orientation for diarylpyrrole esters; design of new aryl-heteroaryl fluorescent sensors'
Killoran, J.,Gallagher, J.F.,Murphy, P.V.,O'Shea, D.F. (2005) 'A study of the effects of subunit pre-orientation for diarylpyrrole esters; design of new aryl-heteroaryl fluorescent sensors'. New Journal of Chemistry, 29 (10) [Details]
(2004) 'Synthesis and X-ray single crystal structure of a bivalent glycocluster'
Tosin, M,Muller-Bunz, H,Murphy, PV (2004) 'Synthesis and X-ray single crystal structure of a bivalent glycocluster'. Chemical Communications, :494-495 [DOI] [Details]
(2004) 'Conformational effects on glycoside reactivity: Study of the high reactive conformer of glucose'
McDonnell, C.,Lopez, O.,Murphy, P.,Fernandez Bolanos, J.G.,Hazell, R.,Bols, M. (2004) 'Conformational effects on glycoside reactivity: Study of the high reactive conformer of glucose'. Journal of the American Chemical Society, 126 (39) [Details]
(2004) 'Synthesis of a glucuronic acid and glucose conjugate library and evaluation of effects on endothelial cell growth'
Pitt,N.,Duane, R.M.,O' Brien, A.,Bradley, H.,Wilson, S.J.,O' Boyle, K.M.,Murphy, P.V. (2004) 'Synthesis of a glucuronic acid and glucose conjugate library and evaluation of effects on endothelial cell growth'. Carbohydrate Research, 339 (11) [Details]
(2004) 'Synthesis of disaccharides derived from heparin and evaluation of effects on endothelial cell growth and on binding of heparin to FGF-2'
O' Brien, A.,Lynch, C.,O' Boyle, K.M.,Murphy, P.V. (2004) 'Synthesis of disaccharides derived from heparin and evaluation of effects on endothelial cell growth and on binding of heparin to FGF-2'. Carbohydrate Research, 339 (14) [Details]
(2003) 'Synthesis of novel HIV-1 protease inhibitors based on carbohydrate scaffolds'
Murphy, PV,O'Brien, JL,Gorey-Feret, LJ,Smith, AB (2003) 'Synthesis of novel HIV-1 protease inhibitors based on carbohydrate scaffolds'. Tetrahedron, 59 :2259-2271 [DOI] [Details]
(2002) 'A study of the epoxidation of 6-deoxyhex-5-enopyranosides. 1,5-dicarbonyl derivatives and novel synthetic routes to D-xylo-hexos-5-ulose and D-lyxo-hexos-5-ulose'
Enright, PM,Tosin, M,Nieuwenhuyzen, M,Cronin, L,Murphy, PV (2002) 'A study of the epoxidation of 6-deoxyhex-5-enopyranosides. 1,5-dicarbonyl derivatives and novel synthetic routes to D-xylo-hexos-5-ulose and D-lyxo-hexos-5-ulose'. Journal Of Organic Chemistry, 67 :3733-3741 [DOI] [Details]
(2002) 'A new route to exo-glycals using the Ramberg-Bäcklund rearrangement'
Griffin, F.K.,Paterson, D.E.,Murphy, P.V.,Taylor, R.J.K. (2002) 'A new route to exo-glycals using the Ramberg-Bäcklund rearrangement'. European Journal of Organic Chemistry, (7) [Details]
(2001) 'Application of Ugi reactions in synthesis of divalent neoglycoconjugates: Evidence that the sugars are presented in restricted conformation'
Bradley, H., Fitzpatrick, G.,Glass, W.K.,Kunz, H.,Murphy, P.V. (2001) 'Application of Ugi reactions in synthesis of divalent neoglycoconjugates: Evidence that the sugars are presented in restricted conformation'. Organic Letters, 3 (17) [Details]
(2001) 'Novel synthesis of the glycosidase inhibitor deoxymannojirimycin and of a synthetic precursor D-lyxo-hexos-5-ulose'
O'Brien, JL,Tosin, M,Murphy, PV (2001) 'Novel synthesis of the glycosidase inhibitor deoxymannojirimycin and of a synthetic precursor D-lyxo-hexos-5-ulose'. Organic Letters, 3 :3353-3356 [DOI] [Details]
(2001) 'Stereospecific synthesis of beta-D-allopyrano sides by dihydroxylation of beta-D-erythro-2,3-dideoxyhex-2-enopyranosides'
Murphy, PV,O'Brien, JL,Smith, AB (2001) 'Stereospecific synthesis of beta-D-allopyrano sides by dihydroxylation of beta-D-erythro-2,3-dideoxyhex-2-enopyranosides'. Carbohydrate Research, 334 :327-335 [Details]
(2000) 'The reactions of diazo compounds with lactones. Part 2. The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with diketene: benzofuran formation'
Murphy, PV,O'Sullivan, TJ,Kennedy, BD,Geraghty, NWA (2000) 'The reactions of diazo compounds with lactones. Part 2. The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with diketene: benzofuran formation'. Journal Of The Chemical Society-Perkin Transactions 1, :2121-2126 [DOI] [Details]
(2000) 'Synthesis of D-hexos-5-uloses by novel in situ hydrolysis of epoxides derived from 6-deoxyhex-5-enopyranosides'
Enright, PM,O'Boyle, KM,Murphy, PV (2000) 'Synthesis of D-hexos-5-uloses by novel in situ hydrolysis of epoxides derived from 6-deoxyhex-5-enopyranosides'. Organic Letters, 2 :3929-3932 [DOI] [Details]
(1998) 'Design, Synthesis and Testing of Novel Inhibitors of Cell Adhesion'
Manallack,D.T, Montana,J.G, Murphy, P.V, Hubbard,R.E, Taylor,R.J.K, (1998) 'Design, Synthesis and Testing of Novel Inhibitors of Cell Adhesion'. Proceedings of the European Symposium on Quantitative Structure Activity Relationships: Molecular Modelling and Prediction of Bioactivity, 12th, Copenhagen, Denmark 1998 2000), :371-372 [Details]
(1998) 'The synthesis of novel structural analogues of sialyl Lewis(x)'
Murphy P.V.,Hubbard, R.E.,Manallack, D.T.,Montana, J.G.,Taylor, R.J.K. (1998) 'The synthesis of novel structural analogues of sialyl Lewis(x)'. Tetrahedron Letters, 39 (20) [Details]
(1998) 'A Ramberg-Backlund approach to exo-glycals'
Griffin,F.K.,Murphy, P.V.,Paterson D.E., Taylor R.J.K. (1998) 'A Ramberg-Backlund approach to exo-glycals'. Tetrahedron Letters, 39 (44) [Details]
(1997) 'The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with beta- and gamma-lactones: Formation of benzodioxepinones, benzodioxecinones and benzofurans'
Cunningham, PD,Geraghty, NWA,McArdle, PJ,Murphy, PV,OSullivan, TJ (1997) 'The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with beta- and gamma-lactones: Formation of benzodioxepinones, benzodioxecinones and benzofurans'. Journal Of The Chemical Society-Perkin Transactions 1, :1-4 [Details]
(1994) 'Metal Catalysed Rearrangement of Cyclopropanespiro- -lactones to 2-Furanones'
Geraghty,N.W.A., Murphy,P.V. (1994) 'Metal Catalysed Rearrangement of Cyclopropanespiro- -lactones to 2-Furanones'. Tetrahedron Lett, (6737) [Details]

Reviews

  Year Publication
(2010) Metathesis and Macrocycles with Embedded Carbohydrates.
Jarikote, DV,Murphy, PV (2010) Metathesis and Macrocycles with Embedded Carbohydrates. Reviews [DOI] [Details]