Ser-His catalyses the formation of peptides and PNAs

被引:69
作者
Gorlero, Macha [1 ]
Wieczorek, Rafal [1 ,2 ]
Adamala, Katarzyna [3 ]
Giorgi, Alessandra [4 ]
Schinina, Maria Eugenia [4 ,5 ]
Stano, Pasquale [1 ]
Luisi, Pier Luigi [1 ]
机构
[1] Univ RomaTre, Dept Biol, Rome, Italy
[2] Univ Ca Foscari, European Ctr Living Technol, Venice, Italy
[3] Massachusetts Gen Hosp, Dept Mol Biol, Boston, MA 02114 USA
[4] Univ Roma La Sapienza, Dept Biochem Sci, I-00185 Rome, Italy
[5] Univ Roma La Sapienza, Lab Funct Genom & Prote Model Organisms, I-00185 Rome, Italy
关键词
Organocatalysis; Peptide condensation; Fragment condensation; Origins of life; Prebiotic chemistry; PREBIOTIC CONDITIONS; HISTIDYL-HISTIDINE; BOND FORMATION; ACID; OLIGOPEPTIDES; GLYCINE; EVOLUTION; DNA;
D O I
10.1016/j.febslet.2008.11.052
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
The dipeptide seryl-histidine (Ser-His) catalyses the condensation of esters of amino acids, peptide fragments, and peptide nucleic acid (PNA) building blocks, bringing to the formation of peptide bonds. Di-, tri- or tetra-peptides can be formed with yields that vary from 0.5% to 60% depending on the nature of the substrate and on the conditions. Other simpler peptides as Gly-Gly, or Gly-Gly-Gly are also effective, although less efficiently. We discuss the results from the viewpoint of primitive chemistry and the origin of long macromolecules by stepwise fragment condensations. (C) 2008 Federation of European Biochemical Societies. Published by Elsevier B. V. All rights reserved.
引用
收藏
页码:153 / 156
页数:4
相关论文
共 25 条
[2]   The production of de novo folded proteins by a stepwise chain elongation:: A model for prebiotic chemical evolution of macromolecular sequences [J].
Chessari, Salvatore ;
Thomas, Richard ;
Polticelli, Fabio ;
Luisi, Pier Luigi .
CHEMISTRY & BIODIVERSITY, 2006, 3 (11) :1202-1210
[3]   ENCAPSULATION OF MACROMOLECULES BY LIPID VESICLES UNDER SIMULATED PREBIOTIC CONDITIONS [J].
DEAMER, DW ;
BARCHFELD, GL .
JOURNAL OF MOLECULAR EVOLUTION, 1982, 18 (03) :203-206
[4]   PNA HYBRIDIZES TO COMPLEMENTARY OLIGONUCLEOTIDES OBEYING THE WATSON-CRICK HYDROGEN-BONDING RULES [J].
EGHOLM, M ;
BUCHARDT, O ;
CHRISTENSEN, L ;
BEHRENS, C ;
FREIER, SM ;
DRIVER, DA ;
BERG, RH ;
KIM, SK ;
NORDEN, B ;
NIELSEN, PE .
NATURE, 1993, 365 (6446) :566-568
[5]   The catalytic effect of L- and D-histidine on alanine and lysine peptide formation [J].
Fitz, Daniel ;
Jakschitz, Thomas ;
Rode, Bernd M. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (12) :2097-2102
[6]   Autocatalytic synthesis of oligoglycine in a simulated submarine hydrothermal system [J].
Imai, E ;
Honda, H ;
Hatori, K ;
Matsuno, K .
ORIGINS OF LIFE AND EVOLUTION OF THE BIOSPHERE, 1999, 29 (03) :249-259
[7]   BASIC PRINCIPLES OF PROTEASE-CATALYZED PEPTIDE-BOND FORMATION [J].
JAKUBKE, HD ;
KUHL, P ;
KONNECKE, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (02) :85-93
[8]   PREBIOTIC COEVOLUTION OF SELF-REPLICATION AND TRANSLATION OR RNA WORLD [J].
LAHAV, N .
JOURNAL OF THEORETICAL BIOLOGY, 1991, 151 (04) :531-539
[9]   Glutamate-glycine and histidine-glycine co-oligopeptides:: Batch co-oligomerization versus pulsed addition of N-carboxyanhydrides [J].
Lamy, Carole ;
Lemoine, Jerome ;
Bouchu, Denis ;
Goekjian, Peter ;
Strazewski, Peter .
CHEMBIOCHEM, 2008, 9 (05) :710-713
[10]  
LI YM, 1992, INT J PEPT PROT RES, V39, P375