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Jacquelyn Gervay-Hague

Title(s)Professor, Chemistry
SchoolUniversity of California, Davis
Phone530-754-9577
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    1. Lai AC, Chi PY, Thio CL, Han YC, Kao HN, Hsieh HW, Gervay-Hague J, Chang YJ. a-Lactosylceramide Protects Against iNKT-Mediated Murine Airway Hyperreactivity and Liver Injury Through Competitive Inhibition of Cd1d Binding. Front Chem. 2019; 7:811. PMID: 31850305.
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    2. Park SS, Gervay-Hague J. Step-economy synthesis of ß-steryl sialosides using a sialyl iodide donor. J Antibiot (Tokyo). 2019 06; 72(6):449-460. PMID: 30886347.
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    3. Park SS, Hsieh HW, Gervay-Hague J. Anomeric O-Functionalization of Carbohydrates for Chemical Conjugation to Vaccine Constructs. Molecules. 2018 Jul 17; 23(7). PMID: 30018207.
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    4. Jan HM, Chen YC, Shih YY, Huang YC, Tu Z, Ingle AB, Liu SW, Wu MS, Gervay-Hague J, Mong KT, Chen YR, Lin CH. Metabolic labelling of cholesteryl glucosides in Helicobacter pylori reveals how the uptake of human lipids enhances bacterial virulence. Chem Sci. 2016 Sep 01; 7(9):6208-6216. PMID: 30034762.
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    5. Dwivedi V, Manickam C, Dhakal S, Binjawadagi B, Ouyang K, Hiremath J, Khatri M, Hague JG, Lee CW, Renukaradhya GJ. Adjuvant effects of invariant NKT cell ligand potentiates the innate and adaptive immunity to an inactivated H1N1 swine influenza virus vaccine in pigs. Vet Microbiol. 2016 Apr 15; 186:157-63. PMID: 27016770.
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    6. Gervay-Hague J. Taming the Reactivity of Glycosyl Iodides To Achieve Stereoselective Glycosidation. Acc Chem Res. 2016 Jan 19; 49(1):35-47. PMID: 26524481.
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    7. Davis RA, Fettinger JC, Gervay-Hague J. Synthesis of cholesteryl-a-D-lactoside via generation and trapping of a stable ß-lactosyl iodide. Tetrahedron Lett. 2015 Jun 03; 56(23):3690-3694. PMID: 26543257.
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    8. Park SS, Gervay-Hague J. Synthesis of partially O-acetylated N-acetylneuraminic acid using regioselective silyl exchange technology. Org Lett. 2014 Oct 03; 16(19):5044-7. PMID: 25247390.
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    9. Nguyen HQ, Davis RA, Gervay-Hague J. Synthesis and structural characterization of three unique Helicobacter pylori a-cholesteryl phosphatidyl glucosides. Angew Chem Int Ed Engl. 2014 Dec 01; 53(49):13400-3. PMID: 25195783.
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    10. Davis RA, Fettinger JC, Gervay-Hague J. Tandem glycosyl iodide glycosylation and regioselective enzymatic acylation affords 6-O-tetradecanoyl-a-d-cholesterylglycosides. J Org Chem. 2014 Sep 05; 79(17):8447-52. PMID: 25093454.
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    11. Hsieh HW, Davis RA, Hoch JA, Gervay-Hague J. Two-step functionalization of oligosaccharides using glycosyl iodide and trimethylene oxide and its applications to multivalent glycoconjugates. Chemistry. 2014 May 19; 20(21):6444-54. PMID: 24715520.
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    12. Hsieh HW, Schombs MW, Gervay-Hague J. Integrating ReSET with glycosyl iodide glycosylation in step-economy syntheses of tumor-associated carbohydrate antigens and immunogenic glycolipids. J Org Chem. 2014 Feb 21; 79(4):1736-48. PMID: 24490844.
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    13. Liu J, Glosson NL, Du W, Gervay-Hague J, Brutkiewicz RR. A Thr/Ser dual residue motif in the cytoplasmic tail of human CD1d is important for the down-regulation of antigen presentation following a herpes simplex virus 1 infection. Immunology. 2013 Oct; 140(2):191-201. PMID: 23710894.
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    14. Saludes JP, Gregar TQ, Monreal IA, Cook BM, Danan-Leon LM, Gervay-Hague J. Solution phase conformation and proteolytic stability of amide-linked neuraminic acid analogues. Biopolymers. 2013 Oct; 99(10):686-96. PMID: 23765412.
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    15. Hsieh HW, Schombs MW, Witschi MA, Gervay-Hague J. Regioselective silyl/acetate exchange of disaccharides yields advanced glycosyl donor and acceptor precursors. J Org Chem. 2013 Oct 04; 78(19):9677-88. PMID: 23980653.
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    16. Schombs MW, Davis RA, Fettinger JC, Gervay-Hague J. A fused [3.3.0]-neoglycoside lactone derived from glucuronic acid. Acta Crystallogr C. 2013 Sep; 69(Pt 9):1062-6. PMID: 24005522.
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    17. Thota VN, Gervay-Hague J, Kulkarni SS. Synthesis of ß-C-galactosyl D- and L-alanines. Org Biomol Chem. 2012 Oct 28; 10(40):8132-9. PMID: 22961309.
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    18. Davis RA, Lin CH, Gervay-Hague J. Chemoenzymatic synthesis of cholesteryl-6-O-tetradecanoyl-a-D-glucopyranoside: a product of host cholesterol efflux promoted by Helicobacter pylori. Chem Commun (Camb). 2012 Sep 18; 48(72):9083-5. PMID: 22854787.
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    19. Schellinger JG, Kudupudi A, Natarajan A, Du W, DeNardo SJ, Gervay-Hague J. A general chemical synthesis platform for crosslinking multivalent single chain variable fragments. Org Biomol Chem. 2012 Feb 28; 10(8):1521-6. PMID: 22132412.
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    20. Schellinger JG, Danan-Leon LM, Hoch JA, Kassa A, Srivastava I, Davis D, Gervay-Hague J. Synthesis of a trimeric gp120 epitope mimic conjugated to a T-helper peptide to improve antigenicity. J Am Chem Soc. 2011 Mar 16; 133(10):3230-3. PMID: 21341746.
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    21. Witschi MA, Gervay-Hague J. Selective acetylation of per-O-TMS-protected monosaccharides. Org Lett. 2010 Oct 01; 12(19):4312-5. PMID: 20799705.
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    22. Schombs M, Park FE, Du W, Kulkarni SS, Gervay-Hague J. One-pot syntheses of immunostimulatory glycolipids. J Org Chem. 2010 Aug 06; 75(15):4891-8. PMID: 20387787.
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    23. Saludes JP, Natarajan A, DeNardo SJ, Gervay-Hague J. The remarkable stability of chimeric, sialic acid-derived alpha/delta-peptides in human blood plasma. Chem Biol Drug Des. 2010 May; 75(5):455-60. PMID: 20486931.
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    24. Liu J, Shaji D, Cho S, Du W, Gervay-Hague J, Brutkiewicz RR. A threonine-based targeting signal in the human CD1d cytoplasmic tail controls its functional expression. J Immunol. 2010 May 01; 184(9):4973-81. PMID: 20368272.
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    25. Horn EJ, Gervay-Hague J. Efficient method for the preparation of peracetylated Neu5Ac2en by flash vacuum pyrolysis. J Org Chem. 2009 Jun 05; 74(11):4357-9. PMID: 19413276.
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    26. Saludes JP, Ames JB, Gervay-Hague J. Synthesis and structural characterization of sialic acid-glutamic acid hybrid foldamers as conformational surrogates of alpha-2,8-linked polysialic acid. J Am Chem Soc. 2009 Apr 22; 131(15):5495-505. PMID: 19323529.
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    27. Khan MA, Gallo RM, Renukaradhya GJ, Du W, Gervay-Hague J, Brutkiewicz RR. Statins impair CD1d-mediated antigen presentation through the inhibition of prenylation. J Immunol. 2009 Apr 15; 182(8):4744-50. PMID: 19342651.
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    28. Tan YH, Liu M, Nolting B, Go JG, Gervay-Hague J, Liu GY. A nanoengineering approach for investigation and regulation of protein immobilization. ACS Nano. 2008 Nov 25; 2(11):2374-84. PMID: 19206405.
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    29. Wong JH, Sahni U, Li Y, Chen X, Gervay-Hague J. Synthesis of sulfone-based nucleotide isosteres: identification of CMP-sialic acid synthetase inhibitors. Org Biomol Chem. 2009 Jan 07; 7(1):27-9. PMID: 19081938.
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    30. Li W, Sofi MH, Wei DG, Du W, Gervay-Hague J, Renukaradhya GJ, Brutkiewicz RR, Chang CH. MHC class II-expressing thymocytes suppress invariant NKT cell development. Immunol Cell Biol. 2009 Feb; 87(2):186-9. PMID: 18982019.
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    31. Kulkarni SS, Gervay-Hague J. Two-step synthesis of the immunogenic bacterial glycolipid BbGL1. Org Lett. 2008 Nov 06; 10(21):4739-42. PMID: 18798644.
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    32. Renukaradhya GJ, Khan MA, Vieira M, Du W, Gervay-Hague J, Brutkiewicz RR. Type I NKT cells protect (and type II NKT cells suppress) the host's innate antitumor immune response to a B-cell lymphoma. Blood. 2008 Jun 15; 111(12):5637-45. PMID: 18417738.
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    33. Khan MA, Sriram V, Renukaradhya GJ, Du W, Gervay-Hague J, Brutkiewicz RR. Apoptosis-induced inhibition of CD1d-mediated antigen presentation: different roles for caspases and signal transduction pathways. Immunology. 2008 Sep; 125(1):80-90. PMID: 18346153.
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    34. Wong JH, Olmstead MM, Fettinger JC, Gervay-Hague J. Vinyl sulfones. Acta Crystallogr C. 2008 Mar; 64(Pt 3):o132-6. PMID: 18322337.
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    35. Horn EJ, Saludes JP, Gervay-Hague J. Investigation into an efficient synthesis of 2,3-dehydro-N-acetyl neuraminic acid leads to three decarboxylated sialic acid dimers. Carbohydr Res. 2008 Apr 07; 343(5):936-40. PMID: 18282561.
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    36. Brutkiewicz RR, Willard CA, Gillett-Heacock KK, Pawlak MR, Bailey JC, Khan MA, Nagala M, Du W, Gervay-Hague J, Renukaradhya GJ. Protein kinase C delta is a critical regulator of CD1d-mediated antigen presentation. Eur J Immunol. 2007 Sep; 37(9):2390-5. PMID: 17705133.
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    37. Du W, Kulkarni SS, Gervay-Hague J. Efficient, one-pot syntheses of biologically active alpha-linked glycolipids. Chem Commun (Camb). 2007 Jun 21; (23):2336-8. PMID: 17844738.
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    38. Lu Y, Gervay-Hague J. Synthesis of C-4 and C-7 triazole analogs of zanamivir as multivalent sialic acid containing scaffolds. Carbohydr Res. 2007 Sep 03; 342(12-13):1636-50. PMID: 17597592.
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    39. El-Badri MH, Willenbring D, Tantillo DJ, Gervay-Hague J. Mechanistic studies on the stereoselective formation of beta-mannosides from mannosyl iodides using alpha-deuterium kinetic isotope effects. J Org Chem. 2007 Jun 22; 72(13):4663-72. PMID: 17539683.
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    40. McReynolds KD, Gervay-Hague J. Chemotherapeutic interventions targeting HIV interactions with host-associated carbohydrates. Chem Rev. 2007 May; 107(5):1533-52. PMID: 17439183.
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    41. Duong YT, Meadows DC, Srivastava IK, Gervay-Hague J, North TW. Direct inactivation of human immunodeficiency virus type 1 by a novel small-molecule entry inhibitor, DCM205. Antimicrob Agents Chemother. 2007 May; 51(5):1780-6. PMID: 17307982.
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    42. Kulkarni SS, Gervay-Hague J. Efficient synthesis of a C-analogue of the immunogenic bacterial glycolipid BbGL2. Org Lett. 2006 Dec 07; 8(25):5765-8. PMID: 17134267.
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    43. Natarajan A, Du W, Xiong CY, DeNardo GL, DeNardo SJ, Gervay-Hague J. Construction of di-scFv through a trivalent alkyne-azide 1,3-dipolar cycloaddition. Chem Commun (Camb). 2007 Feb 21; (7):695-7. PMID: 17392953.
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    44. Meadows DC, Gervay-Hague J. Vinyl sulfones: synthetic preparations and medicinal chemistry applications. Med Res Rev. 2006 Nov; 26(6):793-814. PMID: 16788979.
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    45. Meadows DC, Sanchez T, Neamati N, North TW, Gervay-Hague J. Ring substituent effects on biological activity of vinyl sulfones as inhibitors of HIV-1. Bioorg Med Chem. 2007 Jan 15; 15(2):1127-37. PMID: 17074494.
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    46. Webb TJ, Litavecz RA, Khan MA, Du W, Gervay-Hague J, Renukaradhya GJ, Brutkiewicz RR. Inhibition of CD1d1-mediated antigen presentation by the vaccinia virus B1R and H5R molecules. Eur J Immunol. 2006 Oct; 36(10):2595-600. PMID: 16981180.
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    47. Meadows DC, Tantillo DJ, Gervay-Hague J. Correlation of biological activity with active site binding modes of geminal disulfone HIV-1 integrase inhibitors. ChemMedChem. 2006 Sep; 1(9):959-64. PMID: 16952140.
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    48. Larkin J, Renukaradhya GJ, Sriram V, Du W, Gervay-Hague J, Brutkiewicz RR. CD44 differentially activates mouse NK T cells and conventional T cells. J Immunol. 2006 Jul 01; 177(1):268-79. PMID: 16785522.
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    49. Renukaradhya GJ, Sriram V, Du W, Gervay-Hague J, Van Kaer L, Brutkiewicz RR. Inhibition of antitumor immunity by invariant natural killer T cells in a T-cell lymphoma model in vivo. Int J Cancer. 2006 Jun 15; 118(12):3045-53. PMID: 16395717.
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    50. Meadows DC, Gervay-Hague J. Current developments in HIV chemotherapy. ChemMedChem. 2006 Jan; 1(1):16-29. PMID: 16892329.
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    51. Lam SN, Gervay-Hague J. Efficient synthesis of Man2, Man3, and Man5 oligosaccharides, using mannosyl iodide donors. J Org Chem. 2005 Oct 28; 70(22):8772-9. PMID: 16238308.
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    52. Renukaradhya GJ, Webb TJ, Khan MA, Lin YL, Du W, Gervay-Hague J, Brutkiewicz RR. Virus-induced inhibition of CD1d1-mediated antigen presentation: reciprocal regulation by p38 and ERK. J Immunol. 2005 Oct 01; 175(7):4301-8. PMID: 16177070.
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    53. Ying L, Gervay-Hague J. One-bead-one-inhibitor-one-substrate screening of neuraminidase activity. Chembiochem. 2005 Oct; 6(10):1857-65. PMID: 16149103.
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    54. Meadows DC, Mathews TB, North TW, Hadd MJ, Kuo CL, Neamati N, Gervay-Hague J. Synthesis and biological evaluation of geminal disulfones as HIV-1 integrase inhibitors. J Med Chem. 2005 Jul 14; 48(14):4526-34. PMID: 15999991.
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    55. Sriram V, Du W, Gervay-Hague J, Brutkiewicz RR. Cell wall glycosphingolipids of Sphingomonas paucimobilis are CD1d-specific ligands for NKT cells. Eur J Immunol. 2005 Jun; 35(6):1692-701. PMID: 15915536.
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    56. Du W, Gervay-Hague J. Efficient synthesis of alpha-galactosyl ceramide analogues using glycosyl iodide donors. Org Lett. 2005 May 12; 7(10):2063-5. PMID: 15876055.
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    57. Ying L, Liu R, Zhang J, Lam K, Lebrilla CB, Gervay-Hague J. A topologically segregated one-bead-one-compound combinatorial glycopeptide library for identification of lectin ligands. J Comb Chem. 2005 May-Jun; 7(3):372-84. PMID: 15877466.
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    58. Lam SN, Gervay-Hague J. Glycal scavenging in the synthesis of disaccharides using mannosyl iodide donors. J Org Chem. 2005 Mar 18; 70(6):2387-90. PMID: 15760239.
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    59. Dabideen DR, Gervay-Hague J. Unique reactions of glycosyl iodides with oxa- and thiocycloalkane acceptors. Org Lett. 2004 Mar 18; 6(6):973-5. PMID: 15012078.
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    60. Gregar TQ, Gervay-Hague J. Synthesis of oligomers derived from amide-linked neuraminic acid analogues. J Org Chem. 2004 Feb 20; 69(4):1001-9. PMID: 14961647.
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    61. Ying L, Gervay-Hague J. Synthesis of N-(fluoren-9-ylmethoxycarbonyl)glycopyranosylamine uronic acids. Carbohydr Res. 2004 Jan 22; 339(2):367-75. PMID: 14698895.
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    62. Lam SN, Gervay-Hague J. Efficient route to 2-deoxy beta-O-aryl-d-glycosides via direct displacement of glycosyl iodides. Org Lett. 2003 Oct 30; 5(22):4219-22. PMID: 14572289.
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    63. Ying L, Gervay-Hague J. General methods for the synthesis of glycopyranosyluronic acid azides. Carbohydr Res. 2003 Apr 22; 338(9):835-41. PMID: 12681907.
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    64. Lam SN, Gervay-Hague J. Solution- and solid-phase oligosaccharide synthesis using glucosyl iodides: a comparative study. Carbohydr Res. 2002 Nov 19; 337(21-23):1953-65. PMID: 12433461.
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    65. Lam SN, Gervay-Hague J. Solution-phase hexasaccharide synthesis using glucosyl iodides. Org Lett. 2002 Jun 13; 4(12):2039-42. PMID: 12049512.
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    66. McReynolds KD, Bhat A, Conboy JC, Saavedra SS, Gervay-Hague J. Non-natural glycosphingolipids and structurally simpler analogues bind HIV-1 recombinant Gp120. Bioorg Med Chem. 2002 Mar; 10(3):625-37. PMID: 11814851.
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    67. Conboy JC, McReynolds KD, Gervay-Hague J, Saavedra SS. Quantitative measurements of recombinant HIV surface glycoprotein 120 binding to several glycosphingolipids expressed in planar supported lipid bilayers. J Am Chem Soc. 2002 Feb 13; 124(6):968-77. PMID: 11829604.
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    68. LaBell RY, Jacobsen NE, Gervay-Hague J, O'Brien DF. Synthesis of novel glycolipids that bind HIV-1 Gp120. Bioconjug Chem. 2002 Jan-Feb; 13(1):143-9. PMID: 11792190.
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    69. Bhat AS, Gervay-Hague J. Efficient syntheses of beta-cyanosugars using glycosyl iodides derived from per-O-silylated mono- and disaccharides. Org Lett. 2001 Jun 28; 3(13):2081-4. PMID: 11418054.
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    70. McReynolds KD, Hadd MJ, Gervay-Hague J. Synthesis of biotinylated glycoconjugates and their use in a novel ELISA for direct comparison of HIV-1 Gp120 recognition of GalCer and related carbohydrate analogues. Bioconjug Chem. 1999 Nov-Dec; 10(6):1021-31. PMID: 10563771.
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    71. Gervay J, McReynolds KD. Utilization of ELISA technology to measure biological activities of carbohydrates relevant in disease status. Curr Med Chem. 1999 Feb; 6(2):129-53. PMID: 10189228.
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    72. Parrill AL, Mamuya N, Dolata DP, Gervay J. Computational studies of sialyllactones: methods and uses. Glycoconj J. 1997 Jun; 14(4):523-9. PMID: 9249154.
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    73. Flaherty TM, Gervay J. 2D NMR analysis of the polylactone derivative of colominic acid. Complete 1H and 13C NMR chemical shift assignments. Carbohydr Res. 1996 Feb 07; 281(1):173-7. PMID: 8839184.
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