Selective inactivation of protein tyrosine phosphatase PTP1B by sulfone analogue of naphthoquinone

被引：17

作者：

Ham, SW ^{[1
]}

Park, JG ^{[1
]}

Lee, SJ ^{[1
]}

Yoo, JS ^{[1
]}

机构：

[1] Chung Ang Univ, Dept Chem, Seoul 156756, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 02期

关键词：

antitumour compds; enzyme inhibitors; kinetics; phosphorylaton;

D O I：

10.1016/S0960-894X(98)00725-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Protein tyrosine phosphatase inactivators are of interest as research tools and as therapeutic agents. In this study, the effect of sulfone analogue of naphthoquinone on the activities of PTP1B and other PTPs was examined. The results indicated that this compound selectively and irreversibly inactivated the PTP1B with the dissociation constant K-i of 3.5 mu M and the inactivation rate constant k(inact) of 2.2 x 10(-2) sec(-1). (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：185 / 186

页数：2

相关论文

共 16 条

[1] Small molecule interactions with protein-tyrosine phosphatase PTP1B and their use in inhibitor design [J].

Burke, TR ;

Ye, B ;

Yan, XJ ;

Wang, SM ;

Jia, ZC ;

Chen, L ;

Zhang, ZY ;

Barford, D .

BIOCHEMISTRY, 1996, 35 (50) :15989-15996

[2]

BURKE TR, 1996, TETRAHEDRON, V53, P9963

[3] Naphthoquinone analogs as inactivators of cdc25 phosphatase [J].

Ham, SW ;

Park, J ;

Lee, SJ ;

Kim, W ;

Kang, K ;

Choi, KH .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (18) :2507-2510

[4] Studies on menadione as an inhibitor of the cdc25 phosphatase [J].

Ham, SW ;

Park, HJ ;

Lim, DH .

BIOORGANIC CHEMISTRY, 1997, 25 (01) :33-36

[5] SYNTHESIS AND ANTI-TUMOR ACTIVITY OF A SERIES OF SULFONE ANALOGS OF 1,4-NAPHTHOQUINONE [J].

HOLSHOUSER, MH ;

LOEFFLER, LJ ;

HALL, IH .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (07) :853-858

[6] PROTEIN-KINASES AND PHOSPHATASES - THE YIN AND YANG OF PROTEIN-PHOSPHORYLATION AND SIGNALING [J].

HUNTER, T .

CELL, 1995, 80 (02) :225-236

[7] Mechanism of inhibition of protein-tyrosine phosphatases by vanadate and pervanadate [J].

Huyer, G ;

Liu, S ;

Kelly, J ;

Moffat, J ;

Payette, P ;

Kennedy, B ;

Tsaprailis, G ;

Gresser, MJ ;

Ramachandran, C .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (02) :843-851

[8]

KITZ R, 1962, J BIOL CHEM, V237, P3245

[9] Reversible inactivation of protein-tyrosine phosphatase 1B in A431 cells stimulated with epidermal growth factor [J].

Lee, SR ;

Kwon, KS ;

Kim, SR ;

Rhee, SG .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (25) :15366-15372

[10] RADIO-FREQUENCY TAG ENCODED COMBINATORIAL LIBRARY METHOD FOR THE DISCOVERY OF TRIPEPTIDE-SUBSTITUTED CINNAMIC ACID INHIBITORS OF THE PROTEIN-TYROSINE-PHOSPHATASE PTP1B [J].

MORAN, EJ ;

SARSHAR, S ;

CARGILL, JF ;

SHAHBAZ, MM ;

LIO, A ;

MJALLI, AMM ;

ARMSTRONG, RW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (43) :10787-10788