Literature DB >> 1011261

N, N'-carbonyldiimidazole-induced diketopiperazine formation in aqueous solution in the presence of adenosine-5'-monophosphate.

A Brack, K W Ehler, L E Orgel.   

Abstract

3'(2')-O-glycyl-adenosine-5'-monophosphate is an intermediate in the conversion of N-[imidazoly-(1)-carbonyl]-glycine to diketopiperazine in the presence of adenosine-5'-monophosphate. The significance of these observations to prebiotic chemistry is discussed.

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Year:  1976        PMID： 1011261     DOI： 10.1007/bf01739255

Source DB:  PubMed          Journal:  J Mol Evol        ISSN： 0022-2844            Impact factor:   2.395


  4 in total

1.  N,N'-carbonyldiimidazole-induced peptide formation in aqueous solution.

Authors:  K W Ehler; L E Orgel
Journal:  Biochim Biophys Acta       Date:  1976-05-20

2.  Peptidyl transfer RNA. VI. The chemical synthesis of tri- and tetrapeptidyl transfer RNA.

Authors:  Y Lapidot; N De Groot; S Rappoport
Journal:  Biochim Biophys Acta       Date:  1969-05-20

3.  Prebiotic peptide-formation in the solid state. I. Reactions of benzoate ion and glycine with adenosine 5'-phosphorimidazolide.

Authors:  R Lohrmann; R Ranganathan; H Sawai; L E Orgel
Journal:  J Mol Evol       Date:  1975-06-09       Impact factor: 2.395

4.  The general synthetic route to amino acid esters of nucleotides and nucleoside-5'-triphosphates and some properties of these compounds.

Authors:  B P Gottikh; A A Krayevsky; N B Tarussova; P P Purygin; T L Tsilevich
Journal:  Tetrahedron       Date:  1970-09       Impact factor: 2.457
  4 in total
  12 in total

1.  Hydrolytic properties of phenylalanyl- and N-acetylphenylalanyl adenylate anhydrides.

Authors:  J C Lacey; N Senaratne; D W Mullins
Journal:  Orig Life Evol Biosph       Date:  1984       Impact factor: 1.950

2.  Amino acid activation with adenosine 5'-phosphorimidazolide.

Authors:  A L Weber; L E Orgel
Journal:  J Mol Evol       Date:  1978-05-12       Impact factor: 2.395

3.  The formation of peptides from the 2'(3')-glycyl ester of a nucleotide.

Authors:  A L Weber; L E Orgel
Journal:  J Mol Evol       Date:  1978-08-02       Impact factor: 2.395

Review 4.  Experimental studies related to the origin of the genetic code and the process of protein synthesis--a review.

Authors:  J C Lacey; D W Mullins
Journal:  Orig Life       Date:  1983-03

5.  The Activation of Free Dipeptides Promoted by Strong Activating Agents in Water Does not Yield Diketopiperazines.

Authors:  Damien Beaufils; Sandra Jepaul; Ziwei Liu; Laurent Boiteau; Robert Pascal
Journal:  Orig Life Evol Biosph       Date:  2015-07-24       Impact factor: 1.950

6.  Water-Based Dynamic Depsipeptide Chemistry: Building Block Recycling and Oligomer Distribution Control Using Hydration-Dehydration Cycles.

Authors:  Martin C; Moran Frenkel-Pinter; Kelvin H Smith; Victor F Rivera-Santana; Alyssa B Sargon; Kaitlin C Jacobson; Aikomari Guzman-Martinez; Loren Dean Williams; Luke J Leman; Charles L Liotta; Martha A Grover; Nicholas V Hud
Journal:  JACS Au       Date:  2022-05-17

7.  Diketopiperazine-mediated peptide formation in aqueous solution.

Authors:  M Nagayama; O Takaoka; K Inomata; Y Yamagata
Journal:  Orig Life Evol Biosph       Date:  1990       Impact factor: 1.950

8.  Studies of the chemical basis of the origin of protein synthesis: initiation and direction of peptide growth.

Authors:  D W Mullins; J C Lacey
Journal:  J Mol Evol       Date:  1980-08       Impact factor: 2.395

9.  The formation of dipeptides from amino acids and the 2'(3')-glycyl ester of an adenylate.

Authors:  A L Weber; L E Orgel
Journal:  J Mol Evol       Date:  1979-10       Impact factor: 2.395

10.  Evolutionary importance of the intramolecular pathways of hydrolysis of phosphate ester mixed anhydrides with amino acids and peptides.

Authors:  Ziwei Liu; Damien Beaufils; Jean-Christophe Rossi; Robert Pascal
Journal:  Sci Rep       Date:  2014-12-11       Impact factor: 4.379
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