Agency
National Institute of Health (NIH)
Institute
National Cancer Institute (NCI)
Type
Research Project (R01)
Project #
7R01CA028097-09
Application #
3167985
Study Section
Bio-Organic and Natural Products Chemistry Study Section (BNP)
Project Start
1987-01-01
Project End
1991-02-28
Budget Start
1987-01-01
Budget End
1987-02-28
Support Year
9
Fiscal Year
1986
Total Cost
Indirect Cost
Name
University of Michigan Ann Arbor
Department
Type
Schools of Pharmacy
DUNS #
791277940
City
Ann Arbor
State
MI
Country
United States
Zip Code
48109
McGuire, John J; Bartley, David M; Tomsho, John W et al. (2009) Inhibition of human folylpolyglutamate synthetase by diastereomeric phosphinic acid mimics of the tetrahedral intermediate. Arch Biochem Biophys 488:140-5
Majumdar, Debatosh; Alexander, Matthew D; Coward, James K (2009) Synthesis of isopeptide epoxide peptidomimetics. J Org Chem 74:617-27
Coward, James K; McGuire, John J (2008) Mechanism-based inhibitors of folylpoly-gamma-glutamate synthetase and gamma-glutamyl hydrolase: control of folylpoly-gamma-glutamate homeostasis as a drug target. Vitam Horm 79:347-73
Tomsho, John W; Moran, Richard G; Coward, James K (2008) Concentration-dependent processivity of multiple glutamate ligations catalyzed by folylpoly-gamma-glutamate synthetase. Biochemistry 47:9040-50
Alexander, Jessica P; Ryan, Thomas J; Ballou, David P et al. (2008) Gamma-glutamyl hydrolase: kinetic characterization of isopeptide hydrolysis using fluorogenic substrates. Biochemistry 47:1228-39
Yang, Yonghong; Coward, James K (2007) Synthesis of p-aminophenyl aryl H-phosphinic acids and esters via cross-coupling reactions: elaboration to phosphinic acid pseudopeptide analogues of pteroyl glutamic acid and related antifolates. J Org Chem 72:5748-58
Bartley, David M; Coward, James K (2006) Regioselective synthesis of alpha-methyl 2-methyleneglutarate via a novel lactonization-elimination rearrangement. J Org Chem 71:372-4
Feng, Yan; Coward, James K (2006) Prodrug forms of N-[(4-deoxy-4-amino-10-methyl)pteroyl]glutamate-gamma-[psiP(O)(OH)]-glutarate, a potent inhibitor of folylpoly-gamma-glutamate synthetase: synthesis and hydrolytic stability. J Med Chem 49:770-88
Bartley, David M; Coward, James K (2005) A stereoselective synthesis of phosphinic acid phosphapeptides corresponding to glutamyl-gamma-glutamate and incorporation into potent inhibitors of folylpoly-gamma-glutamyl synthetase. J Org Chem 70:6757-74
Tomsho, John W; McGuire, John J; Coward, James K (2005) Synthesis of (6R)- and (6S)-5,10-dideazatetrahydrofolate oligo-gamma-glutamates: kinetics of multiple glutamate ligations catalyzed by folylpoly-gamma-glutamate synthetase. Org Biomol Chem 3:3388-98

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