Catalysis of the oligomerization of O-phospho-serine, aspartic acid, or glutamic acid by cationic micelles

被引:25
作者
Bohler, C
Hill, AR
Orgel, LE
机构
[1] Salk Institute for Biological Studies, Post Office Box 85800, San Diego
来源
ORIGINS OF LIFE AND EVOLUTION OF THE BIOSPHERE | 1996年 / 26卷 / 01期
关键词
OXIDATION;
D O I
10.1007/BF01808155
中图分类号
Q [生物科学];
学科分类号
07 ; 0710 ; 09 ;
摘要
Treatment of relatively concentrated aqueous solutions of O-phospho-serine (50 mM), aspartic acid (100 mM) or glutamic acid (100 mM) with carbonyldiimidazole leads to the formation of an activated intermediate that oligomerizes efficiently. When the concentration of amino acid is reduced tenfold, few long oligomers can be detected. Positively-charged cetyltrimethyl ammonium bromide micelles concentrate the negatively-charged activated intermediates of the amino acids at their surfaces and catalyze efficient oligomerization even from dilute solutions.
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页码:1 / 5
页数:5
相关论文
共 14 条
[1]   SPONTANEOUS POLYPEPTIDE FORMATION FROM AMINO ACYL ADENYLATES IN SURFACTANT AGGREGATES [J].
ARMSTRONG, DW ;
SEGUIN, R ;
MCNEAL, CJ ;
MACFARLANE, RD ;
FENDLER, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (14) :4605-4606
[2]   MICELLAR CATALYSIS OF ORGANIC-REACTIONS .36. NUCLEOPHILIC AROMATIC-SUBSTITUTION REACTIONS IN HYDROXY FUNCTIONALIZED MICELLES WITH BULKY HEAD GROUPS [J].
BROXTON, TJ ;
LUCAS, M .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1994, 7 (08) :442-447
[3]   REACTIONS OF POLYFUNCTIONAL AMINO-ACIDS WITH N,N'-CARBONYLDIIMIDAZOLE IN AQUEOUS-SOLUTION - OLIGOPEPTIDE FORMATION [J].
EHLER, KW ;
GIRARD, E ;
ORGEL, LE .
BIOCHIMICA ET BIOPHYSICA ACTA, 1977, 491 (01) :253-264
[4]   N,N'-CARBONYLDIIMIDAZOLE-INDUCED PEPTIDE FORMATION IN AQUEOUS-SOLUTION [J].
EHLER, KW ;
ORGEL, LE .
BIOCHIMICA ET BIOPHYSICA ACTA, 1976, 434 (01) :233-243
[5]   REACTIONS OF CARBAMYLIMIDAZOLES WITH NUCLEOPHILES - EXAMPLE OF AN INTRAMOLECULAR ACYL TRANSFER-REACTION [J].
EHLER, KW .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (18) :3041-3042
[6]   MICELLAR CATALYSIS OF THE OXIDATION OF 1,4-DIHYDRONICOTINAMIDES BY METHYLENE-BLUE .2. [J].
ENGBERSEN, JFJ ;
KOUDIJS, A ;
VANDERPLAS, HC .
JOURNAL OF MOLECULAR CATALYSIS, 1990, 57 (03) :417-426
[7]  
Fendler J. H., 1975, CATALYSIS MICELLAR M
[8]   NON-ENZYMATIC TEMPLATE-DIRECTED SYNTHESIS ON RNA RANDOM COPOLYMERS - POLY(C,U) TEMPLATES [J].
JOYCE, GF ;
INOUE, T ;
ORGEL, LE .
JOURNAL OF MOLECULAR BIOLOGY, 1984, 176 (02) :279-306
[9]   FAST AMIDE CLEAVAGE UNDER MILD CONDITIONS - AN EVOLUTIONARY APPROACH TO BIOORGANIC CATALYSIS [J].
MENGER, FM ;
FEI, ZX .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (03) :346-348
[10]  
MENGER FM, 1991, ANGEW CHEM, V103, P1104, DOI DOI 10.1002/ANGE.19911030906