Structures, mechanisms and inhibitors of undecaprenyl diphosphate synthase: A cis-prenyltransferase for bacterial peptidoglycan biosynthesis

被引：31

作者：

Teng, Kuo-Hsun ^{[1
]}

Liang, Po-Huang ^{[1
]}

机构：

[1] Acad Sinica, Inst Biol Chem, Taipei 11529, Taiwan

来源：

BIOORGANIC CHEMISTRY | 2012年 / 43卷

关键词：

Isoprenoid; Prenyltransferase; X-ray structure; Pre-steady-state kinetics; Conformational change; Inhibitor; OCTAPRENYL PYROPHOSPHATE SYNTHASE; CHAIN-LENGTH DETERMINATION; STATE KINETIC-ANALYSIS; CRYSTAL-STRUCTURE; PROTEIN FARNESYLTRANSFERASE; MOLECULAR-CLONING; AROMATIC PRENYLTRANSFERASE; TRANS-PRENYLTRANSFERASES; SACCHAROMYCES-CEREVISIAE; CONFORMATIONAL-CHANGE;

D O I：

10.1016/j.bioorg.2011.09.004

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Isoprenoids are an intensive group of compounds made from isopentenyl diphosphate (IPP), catalyzed by prenyltransferases such as farnesyl diphosphate (FPP) cyclases, squalene synthase, protein farnesyltransferases and geranylgeranyltransferases, aromatic prenyltransferases as well as a group of prenyltransferases (cis- and trans-types) catalyzing consecutive condensation reactions of FPP with specific numbers of IPP to generate linear products with designate chain lengths. These prenyltransferases play significant biological functions and some of them are drug targets. In this review, structures, mechanisms, and inhibitors of a cis-prenyltransferase, undecaprenyl diphosphate synthase (UPPS) that mediates bacterial peptidoglycan biosynthesis, are summarized for comparison with the most related trans-prenyltransferases and other prenyltransferases. (C) 2011 Elsevier Inc. All rights reserved.

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页码：51 / 57

页数：7

相关论文

共 68 条

[1] RhoA prenylation is required for promotion of cell growth and transformation and cytoskeleton organization but not for induction of serum response element transcription [J].

Allal, C ;

Favre, G ;

Couderc, B ;

Salicio, S ;

Sixou, S ;

Hamilton, AD ;

Sebti, SM ;

Lajoie-Mazenc, I ;

Pradines, A .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (40) :31001-31008

[2]

BLOCH K, 1959, J BIOL CHEM, V234, P2595

[3] Substrate binding mode and reaction mechanism of undecaprenyl pyrophosphate synthase deduced from crystallographic studies [J].

Chang, SY ;

Ko, TP ;

Chen, APC ;

Wang, AHJ ;

Liang, PH .

PROTEIN SCIENCE, 2004, 13 (04) :971-978

[4] Identification of the active conformation and the importance of length of the flexible loop 72-83 in regulating the conformational change of undecaprenyl pyrophosphate synthase [J].

Chang, SY ;

Chen, YK ;

Wang, AHJ ;

Liang, PH .

BIOCHEMISTRY, 2003, 42 (49) :14452-14459

[5] Catalytic mechanism revealed by the crystal structure of undecaprenyl pyrophosphate synthase in complex with sulfate, magnesium, and triton [J].

Chang, SY ;

Ko, TP ;

Liang, PH ;

Wang, AHJ .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (31) :29298-29307

[6] Crystal structure of type-III geranylgeranyl pyrophosphate synthase from Saccharomyces cerevisiae and the mechanism of product chain length determination [J].

Chang, Tao-Hsin ;

Guo, Rey-Ting ;

Ko, Tzu-Ping ;

Wang, Andrew H. -J. ;

Liang, Po-Huang .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2006, 281 (21) :14991-15000

[7] Synthesis and application of a fluorescent substrate analogue to study ligand interactions for undecaprenyl pyrophosphate synthase [J].

Chen, APC ;

Chen, YH ;

Liu, HP ;

Li, YC ;

Chen, CT ;

Liang, PH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) :15217-15224

[8] Inhibition of geranylgeranyl diphosphate synthase by bisphosphonates: A crystallographic and computational investigation [J].

Chen, Cammy K. -M. ;

Hudock, Michael P. ;

Zhang, Yonghui ;

Guo, Rey-Ting ;

Cao, Rong ;

No, Joo Hwan ;

Liang, Po-Huang ;

Ko, Tzu-Ping ;

Chang, Tao-Hsin ;

Chang, Shiou-chi ;

Song, Yongcheng ;

Axelson, Jordan ;

Kumar, Anup ;

Wang, Andrew H. -J. ;

Oldfield, Eric .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (18) :5594-5607

[9] Probing the conformational change of Escherichia coli undecaprenyl pyrophosphate synthase during catalysis using an inhibitor and tryptophan mutants [J].

Chen, YH ;

Chen, APC ;

Chen, CT ;

Wang, AHJ ;

Liang, PH .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (09) :7369-7376

[10] Inhibitors of prenylation of Ras and other G-proteins and their application as therapeutics [J].

Cohen, LH ;

Pieterman, E ;

van Leeuwen, REW ;

Overhand, M ;

Burm, BEA ;

van der Marel, GA ;

van Boom, JH .

BIOCHEMICAL PHARMACOLOGY, 2000, 60 (08) :1061-1068

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