Copper-catalyzed amino acid condensation in water — A simple possible way of prebiotic peptide formation

1990 ◽  
Vol 20 (5) ◽  
pp. 401-410 ◽  
Author(s):  
Bernd M. Rode ◽  
Michael G. Schwendinger
Keyword(s):  
Amino Acid ◽  
Peptide Formation ◽  
Prebiotic Peptide Formation

On the possible role of montmorillonites in prebiotic peptide formation

1994 ◽  
Vol 125 (10) ◽  
pp. 1033-1039 ◽  
Author(s):  
J. Bujdak ◽  
H. Slosiarikova ◽  
N. Texler ◽  
M. Schwendinger ◽  
B. M. Rode
Keyword(s):  
Peptide Formation ◽  
Prebiotic Peptide Formation

Prebiotic peptide-formation in the solid state

1975 ◽  
Vol 6 (3) ◽  
pp. 165-184 ◽  
Author(s):  
H. Sawai ◽  
R. Lohrmann ◽  
L. E. Orgel
Keyword(s):  
Solid State ◽  
Peptide Formation ◽  
Prebiotic Peptide Formation

Metallkomplexe von Biologisch Wichtigen Liganden, CXLVIII [1]. Katalytische Peptidsynthese aus Glycinester miit Hilfe von Triflaten Und Cloriden der Seltenen Erden, sowie von Metall(III), (IV), (V) und (VI)-Chloriden / Metal Complexes of Biologically Important Ligands, CXLVIII [1]. Synthesis of Peptides from Glycine Ester Catalysed by Triflates and Chlorides of Metal(III, IV, V And VI) Ions

2003 ◽  
Vol 58 (1) ◽  
pp. 85-91 ◽  
Author(s):  
Jan Schapp ◽  
Wolfgang Beck
Keyword(s):  
Amino Acid ◽  
Metal Complexes ◽  
Dansyl Chloride ◽  
Amino Acid Esters ◽  
Metal Chlorides ◽  
Peptide Formation ◽  
Metal Triflates ◽  
High Yields ◽  
Acid Esters

Abstract Formation of di- and triglycine ethylester which were determined by HPLC after derivatisation with dansyl chloride was observed in medium to high yields from CH2Cl2 solutions of glycine ethylester in the presence of metal triflates and metal chlorides: FeCl3 (yield 82%), AlCl3 (73%), GdCl3 (56%), La(OTf)3 (59%), Sc(OTf)3 (55%), ZrCl4 (62%), HfCl4 (60%), VOCl3 (43%), TaCl5 (29%). Esters of higher α-amino acid esters (AlaOMe, PheOMe) gave lower yields in peptide formation.

scholarly journals Substrate specificity of l-δ-(α-aminoadipoyl)-l-cysteinyl-d-valine synthetase from Cephalosporium acremonium: demonstration of the structure of several unnatural tripeptide products

1994 ◽  
Vol 301 (2) ◽  
pp. 367-372 ◽  
Author(s):  
J E Baldwin ◽  
C Y Shiau ◽  
M F Byford ◽  
C J Schofield
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Substrate Specificity ◽  
Electrospray Ionization ◽  
Peptide Synthesis ◽  
Thiol Group ◽  
Cephalosporium Acremonium ◽  
Peptide Synthetases ◽  
Peptide Formation ◽  
Combined Use

Potential substrates for L-delta-(alpha-aminoadipoyl)-L-(cysteinyl)-D-valine (ACV) synthetase were initially identified using both the amino-acid-dependent ATP<-->pyrophosphate exchange reaction catalysed by the enzyme and the incorporation of 14C-radiolabelled cysteine and valine into potential peptide products. S-Carboxymethylcysteine was an effective substitute for alpha-aminoadipate and both allylglycine and vinylglycine could substitute for cysteine, indicating that the thiol group of cysteine is not essential for peptide formation. L-allo-Isoleucine but not L-isoleucine substituted effectively for valine. The structures of the presumed peptide products derived from these amino acids were confirmed by combined use of electrospray-ionization m.s. (e.s.m.s.) and 1H n.m.r. These results clearly indicate that, in common with other peptide synthetases, but in contrast with ribosomal peptide synthesis, ACV synthetase has a relatively broad substrate specificity.

Exploitation of the Arndt-Eistert Homologation of N-Methyl-±-Amino Acids for Concomitant Ester and N-Methyl Peptide Formation

2008 ◽  
Vol 61 (2) ◽  
pp. 131 ◽  
Author(s):  
Andrew B. Hughes ◽  
Brad E. Sleebs
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Acid Formation ◽  
Wolff Rearrangement ◽  
Peptide Formation ◽  
Amide Formation

Results from studies of the Arndt–Eistert homologation of N-methyl-α-amino acids with concomitant ester and amide formation is discussed. The applicability of the use of ultrasound was investigated in the Wolff rearrangement of diazoketones for the production of esters and amides. This methodology was then applied to a novel ‘N-methyl coupling’ that allows simultaneous β-amino acid formation. Conventional ‘PyBroP N-methyl couplings’ were also performed as a comparison to establish the validity of the method.

A possible prebiotic peptide formation from glycinamide and related compounds

1984 ◽  
Vol 14 (1-4) ◽  
pp. 267-272 ◽  
Author(s):  
Hiroshi Yanagawa ◽  
Masato Nishizawa ◽  
Kiyotsugu Kojima
Keyword(s):  
Peptide Formation ◽  
Prebiotic Peptide Formation ◽  
Related Compounds
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