Competitive inhibition of a glutamate carboxypeptidase by phosphonamidothionate derivatives of glutamic acid

被引：9

作者：

Rodriguez, CE ^{[1
]}

Lu, HY ^{[1
]}

Dinh, TT ^{[1
]}

Mlodnosky, KL ^{[1
]}

Dastgah, A ^{[1
]}

Lam, VQ ^{[1
]}

Nichols, CB ^{[1
]}

Berkman, CE ^{[1
]}

机构：

[1] San Francisco State Univ, Dept Chem & Biochem, San Francisco, CA 94132 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 10期

关键词：

D O I：

10.1016/S0960-894X(99)00198-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Several N-thiophosphonyl-glutamates were found to be potent competitive inhibitors of a zinc-dependent glutamyl hydrolase, carboxypeptidase G (CPG). Weak inhibition exhibited by an analogous N-phosphonyl-glutamate suggests that the enhanced potency of the phosphonamidothioates is due to the presence of their sulfur ligand and its favorable interactions with active site features, presumably zinc(II). (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1415 / 1418

页数：4

共 14 条

[1] METHOTREXATE PHARMACOKINETICS FOLLOWING ADMINISTRATION OF RECOMBINANT CARBOXYPEPTIDASE-G(2) IN RHESUS-MONKEYS [J].

ADAMSON, PC ;

BALIS, FM ;

MCCULLY, CL ;

GODWIN, KS ;

POPLACK, DG .

JOURNAL OF CLINICAL ONCOLOGY, 1992, 10 (08) :1359-1364

[2]

[Anonymous], 1993, Biochemistry of zinc

[3] A CYTO-TOXIC AGENT CAN BE GENERATED SELECTIVELY AT CANCER SITES [J].

BAGSHAWE, KD ;

SPRINGER, CJ ;

SEARLE, F ;

ANTONIW, P ;

SHARMA, SK ;

MELTON, RG ;

SHERWOOD, RF .

BRITISH JOURNAL OF CANCER, 1988, 58 (06) :700-703

[4]

Bell C. F., 1977, PRINCIPLES APPL META

[5] STEREOSELECTIVE AND CHEMOSELECTIVE OXIDATION OF PHOSPHOROTHIONATES USING MMPP [J].

JACKSON, JA ;

BERKMAN, CE ;

THOMPSON, CM .

TETRAHEDRON LETTERS, 1992, 33 (41) :6061-6064

[6]

LEVY CC, 1967, J BIOL CHEM, V242, P2933

[7]

MCCULLOUGH JL, 1971, J BIOL CHEM, V246, P7207

[8] A convenient two-step one-pot synthesis of phosphonamidates [J].

Mlodnosky, KL ;

Holmes, HM ;

Lam, VQ ;

Berkman, CE .

TETRAHEDRON LETTERS, 1997, 38 (51) :8803-8806

[9] FOLATE CONJUGASE - 2 SEPARATE ACTIVITIES IN HUMAN JEJUNUM [J].

REISENAUER, AM ;

KRUMDIECK, CL ;

HALSTED, CH .

SCIENCE, 1977, 198 (4313) :196-197

[10]

ROBINSON MB, 1987, J BIOL CHEM, V262, P14498

← 1 2 →