Syntheses around the transglycosylation step in peptidoglycan biosynthesis

被引:60
作者
Welzel, P [1 ]
机构
[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany
关键词
D O I
10.1021/cr040634e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The transglycosylases involved in peptidoglycan biosynthesis are promising targets for new anti-infectives. The enzyme is located on the cell surface, thus making it easily accessible to small molecular drugs. These drugs that target the transglycosylation step may therefore be less prone to resistance development. New antibiotics include teicoplanin, ramoplanin, nisin, moenomycins, coleophomones, and mannopeptimycins. The syntheses of lipid II, the monomeric precursor of peptidoglycan are also discussed in detail.
引用
收藏
页码:4610 / 4660
页数:51
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共 305 条
[21]   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
[22]   Diastereoselective total synthesis of the vancomycin aglycon with ordered atropisomer equilibrations [J].
Boger, DL ;
Miyazaki, S ;
Kim, SH ;
Wu, JH ;
Loiseleur, O ;
Castle, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (13) :3226-3227
[23]   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
[24]   Interaction of the lantibiotic nisin with mixed lipid bilayers:: A 31P and 2H NMR study [J].
Bonev, BB ;
Chan, WC ;
Bycroft, BW ;
Roberts, GCK ;
Watts, A .
BIOCHEMISTRY, 2000, 39 (37) :11425-11433
[25]   MICROBIAL DE-MANNOSYLATION AND MANNOSYLATION OF TEICOPLANIN DERIVATIVES [J].
BORGHI, A ;
FERRARI, P ;
GALLO, GG ;
ZANOL, M ;
ZERILLI, LF ;
LANCINI, GC .
JOURNAL OF ANTIBIOTICS, 1991, 44 (12) :1444-1451
[26]   A SYNTHESIS OF MOENOCINOL FROM ISOPRENOID PRECURSORS [J].
BOTTGER, D ;
WELZEL, P .
TETRAHEDRON LETTERS, 1983, 24 (47) :5201-5204
[27]   PRACTICAL SYNTHESIS OF CYCLIC-PEPTIDES, WITH AN EXAMPLE OF DEPENDENCE OF CYCLIZATION YIELD UPON LINEAR SEQUENCE [J].
BRADY, SF ;
VARGA, SL ;
FREIDINGER, RM ;
SCHWENK, DA ;
MENDLOWSKI, M ;
HOLLY, FW ;
VEBER, DF .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (18) :3101-3105
[28]   In situ assay for identifying inhibitors of bacterial transglycosylase [J].
Branstrom, AA ;
Midha, S ;
Goldman, RC .
FEMS MICROBIOLOGY LETTERS, 2000, 191 (02) :187-190
[29]   Lipid II is an intrinsic component of the pore induced by nisin in bacterial membranes [J].
Breukink, E ;
van Heusden, HE ;
Vollmerhaus, PJ ;
Swiezewska, E ;
Brunner, L ;
Walker, S ;
Heck, AJR ;
de Kruijff, B .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (22) :19898-19903
[30]   SYNTHESIS OF DERIVATIVES OF MURAMIC ACID AND C-1 HOMOLOGATED ALPHA-D-GLUCOSE AS POTENTIAL INHIBITORS OF BACTERIAL TRANSGLYCOSYLASE [J].
BROOKS, G ;
EDWARDS, PD ;
HATTO, JDI ;
SMALE, TC ;
SOUTHGATE, R .
TETRAHEDRON, 1995, 51 (29) :7999-8014