Substrate analogues to study cell-wall biosynthesis and its inhibition

被引:41
作者
Lazar, K [1 ]
Walker, S [1 ]
机构
[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
关键词
D O I
10.1016/S1367-5931(02)00355-1
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
It has been known for more than 30 years that Lipid 11 is an intermediate in peptidoglycan synthesis. Recently, it has become apparent that it is also an important target of numerous antibiotics, including the glycopeptides, the lantibiotics and ramoplanin. It is also utilized by sortases in the construction of Gram-positive cell walls. Recent progress has been made in the synthesis of peptidoglycan intermediates that can be used to study enzymes which make peptidoglycan. These intermediates also enable studies to probe the mechanism of action of a variety of substrate-binding antibiotics.
引用
收藏
页码:786 / 793
页数:8
相关论文
共 51 条
[1]  
Auger G, 1997, LETT PEPT SCI, V4, P371, DOI 10.1023/A:1008821510662
[2]   Total synthesis of the vancomycin aglycon [J].
Boger, DL ;
Miyazaki, S ;
Kim, SH ;
Wu, JH ;
Castle, SL ;
Loiseleur, O ;
Jin, Q .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (43) :10004-10011
[3]   First and second generation total synthesis of the teicoplanin aglycon [J].
Boger, DL ;
Kim, SH ;
Mori, Y ;
Weng, JH ;
Rogel, O ;
Castle, SL ;
McAtee, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (09) :1862-1871
[4]   New insights into the mechanism of action of lantibiotics -: diverse biological effects by binding to the same molecular target [J].
Brötz, H ;
Sahl, HG .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2000, 46 (01) :1-6
[5]   Role of lipid-bound peptidoglycan precursors in the formation of pores by nisin, epidermin and other lantibiotics [J].
Brötz, H ;
Josten, M ;
Wiedemann, I ;
Schneider, U ;
Götz, F ;
Bierbaum, G ;
Sahl, HG .
MOLECULAR MICROBIOLOGY, 1998, 30 (02) :317-327
[6]   Intrinsic lipid preferences and kinetic mechanism of Escherichia coli MurG [J].
Chen, L ;
Men, H ;
Ha, S ;
Ye, XY ;
Brunner, L ;
Hu, Y ;
Walker, S .
BIOCHEMISTRY, 2002, 41 (21) :6824-6833
[7]   Complexation of peptidoglycan intermediates by the lipoglycodepsipeptide antibiotic ramoplanin: Minimal structural requirements for intermolecular complexation and fibril formation [J].
Cudic, P ;
Kranz, JK ;
Behenna, DC ;
Kruger, RG ;
Tadesse, H ;
Wand, AJ ;
Veklich, YI ;
Weisel, JW ;
McCafferty, DG .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (11) :7384-7389
[8]   Synthesis of P1-Citronellyl-P2-α-D-pyranosyl pyrophosphates as potential substrates for the E-coli Undecaprenyl-pyrophosphoryl-N-acetylglucoseaminyl transferase MurG [J].
Cudic, P ;
Behenna, DC ;
Yu, MK ;
Kruger, RG ;
Szewczuk, LM ;
McCafferty, DG .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (24) :3107-3110
[9]   Genetic basis for activity differences between vancomycin and glycolipid derivatives of vancomycin [J].
Eggert, US ;
Ruiz, N ;
Falcone, BV ;
Branstrom, AA ;
Goldman, RC ;
Silhavy, TJ ;
Kahne, D .
SCIENCE, 2001, 294 (5541) :361-364
[10]   Total synthesis of teicoplanin aglycon [J].
Evans, DA ;
Katz, JL ;
Peterson, GS ;
Hintermann, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (49) :12411-12413