SYNTHESIS OF PHOSPHOROTHIOATE ESTERS OF L-PHENYL-LACTIC ACID AS TRANSITION-STATE INHIBITORS OF CARBOXYPEPTIDASE-A

被引：4

作者：

HILL, JM

LOWE, G

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] UNIV OXFORD,OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 16期

关键词：

D O I：

10.1039/p19950002001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diastereoisomeric phosphorothioate diesters and the phosphorothioate monoester df L-phenyl-lactic acid have been prepared and their inhibitory properties with carboxypeptidase A investigated. All the phosphorothioates have K-1-values in the micromolar range, suggesting that neither the stereochemistry nor additional negative charge on the phosphorothioate moiety has a major impact on binding.

引用

页码：2001 / 2007

页数：7

共 50 条

[21] DESIGN AND SYNTHESIS OF NEW TRANSITION-STATE ANALOG INHIBITORS OF ASPARTATE-TRANSCARBAMYLASE
FARRINGTON, GK
KUMAR, A
WEDLER, FC
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (11) : 1668 - 1673
[22] SYNTHESIS AND EVALUATION OF 1-HYDROXYCYCLOPROPANECARBOXYLIC ACIDS AS POTENTIAL TRANSITION-STATE INHIBITORS OF DIHYDROXY-ACID DEHYDRATASE
WESTKAEMPER, RB
ZENK, PC
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1988, 23 (03) : 233 - 236
[23] PHENYL-N-BUTYLBORINIC ACID IS A POTENT TRANSITION-STATE ANALOG INHIBITOR OF LIPOLYTIC ENZYMES
SUTTON, LD
STOUT, JS
HOSIE, L
SPENCER, PS
QUINN, DM
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1986, 134 (01) : 386 - 392
[24] Design and synthesis of peptide-based carboxylic acid-containing transition-state inhibitors of human neutrophil elastase
Sato, F
Inoue, Y
Omodani, T
Imano, K
Okazaki, H
Takemura, T
Komiya, M
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (04) : 551 - 555
[25] Design, synthesis and evaluation of transition-state analogue inhibitors of Escherichia coli γ-glutamylcysteine synthetase
Tokutake, N
Hiratake, J
Katoh, M
Irie, T
Kato, H
Oda, J
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (10) : 1935 - 1953
[26] Stereoselective synthesis of phosphoramidate α(2-6)sialyltransferase transition-state analogue inhibitors
Skropeta, D
Schwörer, R
Schmidt, RR
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (19) : 3351 - 3354
[27] CHORISMATE MUTASE INHIBITORS - DESIGN, SYNTHESIS, AND EVALUATION OF SOME POTENTIAL TRANSITION-STATE ANALOGS
NAKAGAWA, Y
JOHNSON, CR
REICH, SH
BARTLETT, PA
[J]. BIOCHEMISTRY, 1989, 28 (04) : 1949 - 1949
[28] SYNTHESIS OF TRANSITION-STATE ANALOGS AS POTENTIAL INHIBITORS OF SIALIDASE FROM INFLUENZA-VIRUS
DRIGUEZ, PA
BARRERE, B
QUASH, G
DOUTHEAU, A
[J]. CARBOHYDRATE RESEARCH, 1994, 262 (02) : 297 - 310
[29] CHORISMATE MUTASE INHIBITORS - DESIGN, SYNTHESIS, AND EVALUATION OF SOME POTENTIAL TRANSITION-STATE ANALOGS
NAKAGAWA, Y
JOHNSON, CR
REICH, SH
BARTLETT, PA
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 126 - AGRO
[30] Design, synthesis and activity of bisubstrate, transition-state analogues and competitive inhibitors of aspartate transcarbamylase
Grison, C
Coutrot, P
Comoy, C
Balas, L
Joliez, S
Lavecchia, G
Oliger, P
Penverne, B
Serre, V
Hervé, G
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (04) : 333 - 344

← 1 2 3 4 5 →