Decoding the Logic of the tRNA Regiospecificity of Nonribosomal FemXWv Aminoacyl Transferase

被引：21
作者：
Fonvielle, Matthieu [2 ,3 ]
Chemama, Maryline [1 ]
Lecerf, Maxime [2 ,3 ]
Villet, Regis [2 ,3 ]
Busca, Patricia [1 ]
Bouhss, Ahmed [4 ]
Etheve-Quelquejeu, Melanie [1 ]
Arthur, Michel [2 ,3 ]
机构：
[1] Univ Paris 06, Inst Parisien Chim Mol, CNRS, UMR 7201, F-75005 Paris, France
[2] Univ Paris 06, Lab Rech Mol Antibiot, Ctr Rech Cordeliers, Equipe 12,UMR S 872,INSERM, F-75006 Paris, France
[3] Univ Paris 05, F-75006 Paris, France
[4] Univ Paris 11, Lab Enveloppes Bacteriennes & Antibiot, Inst Biochim & Biophys Mol & Cellulaire, CNRS,UMR 8619, F-91405 Orsay, France
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 30期
关键词：
enzyme catalysis; peptides; transesterification; transferases; tRNA mimics; PEPTIDE-BOND SYNTHESIS; VIRIDESCENS FEMX; RIBOSOME; PENTAPEPTIDE; RESIDUE; FAMILY;
D O I：
10.1002/anie.201001473
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Natural selection: Replacement of the 3′-OH group of Ala-tRNA Ala with 3′-H affected FemXWv-catalyzed aminoacyl transfer from the 2 -position, but not substrate binding. The ability of FemXWv to bind and transacylate the 3′-O-Ala isomer initially formed by alanyl-tRNA synthetase (AlaRS) may be crucial for efficient competition with the ribosome (see scheme). (Figure Presented). © 2010 wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：5115 / 5119
页数：5
相关论文
共 21 条
[1]   Crystal structures of Weisselia viridescens FemX and its complex with UDP-MurNAc-pentapeptide:: Insights into FemABX family substrates recognition [J].
Biarrotte-Sorin, S ;
Maillard, AP ;
Delettré, J ;
Sougakoff, W ;
Arthur, M ;
Mayer, C .
STRUCTURE, 2004, 12 (02) :257-267
[2]   Stable analogues of Aminoacyl-tRNA for inhibition of an essential step of bacterial cell-wall synthesis [J].
Chemama, Maryline ;
Fonvielle, Matthieu ;
Villet, Regis ;
Arthur, Michel ;
Valery, Jean-Marc ;
Etheve-Quelquejeu, Melanie .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (42) :12642-+
[3]   Aminoacyl-tRNA recognition by the FemXWv transferase for bacterial cell wall synthesis [J].
Fonvielle, Matthieu ;
Chemama, Maryline ;
Villet, Regis ;
Lecerf, Maxime ;
Bouhss, Ahmed ;
Valery, Jean-Marc ;
Etheve-Quelquejeu, Melanie ;
Arthur, Michel .
NUCLEIC ACIDS RESEARCH, 2009, 37 (05) :1589-1601
[4]   Cyclodipeptide synthases are a family of tRNA-dependent peptide bond-forming enzymes [J].
Gondry, Muriel ;
Sauguet, Ludovic ;
Belin, Pascal ;
Thai, Robert ;
Amouroux, Rachel ;
Tellier, Carine ;
Tuphile, Karine ;
Jacquet, Mickael ;
Braud, Sandrine ;
Courcon, Marie ;
Masson, Cedric ;
Dubois, Steven ;
Lautru, Sylvie ;
Lecoq, Alain ;
Hashimoto, Shin-ichi ;
Genet, Roger ;
Pernodet, Jean-Luc .
NATURE CHEMICAL BIOLOGY, 2009, 5 (06) :414-420
[5]   Kinetic and mechanistic characterization of recombinant Lactobacillus viridescens FemX (UDP-N-acetylmuramoyl pentapeptide-lysine N6-alanyltransferase) [J].
Hegde, SS ;
Blanchard, JS .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (25) :22861-22867
[6]   Regiospecificity of the peptidyl tRNA ester within the ribosomal P site [J].
Huang, KS ;
Weinger, JS ;
Butler, EB ;
Strobel, SA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (10) :3108-3109
[7]   Peptide-bond synthesis on the ribosome: No free vicinal hydroxy group required on the terminal ribose residue of peptidyl-tRNA [J].
Koch, Miriam ;
Huang, Yiwei ;
Sprinzl, Mathias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (38) :7242-7245
[8]   The role of 23S ribosomal RNA residue A2451 in peptide bond synthesis revealed by atomic mutagenesis [J].
Lang, Kathrin ;
Erlacher, Matthias ;
Wilson, Daniel N. ;
Micura, Ronald ;
Polacek, Norbert .
CHEMISTRY & BIOLOGY, 2008, 15 (05) :485-492
[9]   Aminoacyl-tRNA Synthesis and Translational Quality Control [J].
Ling, Jiqiang ;
Reynolds, Noah ;
Ibba, Michael .
ANNUAL REVIEW OF MICROBIOLOGY, 2009, 63 :61-78
[10]   Misacylated transfer RNAs having a chemically removable protecting group [J].
Lodder, M ;
Golovine, S ;
Laikhter, AL ;
Karginov, VA ;
Hecht, SM .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (03) :794-803
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