Literature DB >> 10573686

Peptide-formation on cysteine-containing peptide scaffolds.

B C Chu1, L E Orgel.   

Abstract

Monomeric cysteine residues attached to cysteine-containing peptides by disulfide bonds can be activated by carbonyldiimidazole. If two monomeric cysteine residues, attached to a 'scaffold' peptide Gly-Cys-Glyn-Cys-Glu10, (n = 0, 1, 2, 3) are activated, they react to form the dipeptide Cys-Cys. in 25-65% yield. Similarly, the activation of a cysteine residue attached to the 'scaffold' peptide Gly-Cys-Gly-Glu10 in the presence of Arg5 leads to the formation of Cys-Arg5 in 50% yield. The significance of these results for prebiotic chemistry is discussed.

Entities:  

Keywords:  NASA Discipline Exobiology; Non-NASA Center

Mesh:

Substances:

Year:  1999        PMID: 10573686     DOI: 10.1023/a:1006628201508

Source DB:  PubMed          Journal:  Orig Life Evol Biosph        ISSN: 0169-6149            Impact factor:   1.950


  6 in total

1.  PNA hybridizes to complementary oligonucleotides obeying the Watson-Crick hydrogen-bonding rules.

Authors:  M Egholm; O Buchardt; L Christensen; C Behrens; S M Freier; D A Driver; R H Berg; S K Kim; B Norden; P E Nielsen
Journal:  Nature       Date:  1993-10-07       Impact factor: 49.962

2.  Towards a chemical etiology of nucleic acid structure.

Authors:  A Eschenmoser
Journal:  Orig Life Evol Biosph       Date:  1997-12       Impact factor: 1.950

3.  A synthetic peptide ligase.

Authors:  K Severin; D H Lee; A J Kennan; M R Ghadiri
Journal:  Nature       Date:  1997-10-16       Impact factor: 49.962

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

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

5.  Some optical properties of S- -(4-pyridylethyl)-L-cysteine and its wheat gluten and serum albumin derivatives.

Authors:  Y V Wu; J E Cluskey; L H Krull; M Friedman
Journal:  Can J Biochem       Date:  1971-09

6.  Oligomerization of negatively-charged amino acids by carbonyldiimidazole.

Authors:  A R Hill; L E Orgel
Journal:  Orig Life Evol Biosph       Date:  1996-12       Impact factor: 1.950

  6 in total
  2 in total

Review 1.  The role of natural selection in the origin of life.

Authors:  Iris Fry
Journal:  Orig Life Evol Biosph       Date:  2010-04-21       Impact factor: 1.950

2.  The structure and synthetic capabilities of a catalytic peptide formed by substrate-directed mechanism--implications to prebiotic catalysis.

Authors:  Gideon Fleminger; Tal Yaron; Miriam Eisenstein; Akiva Bar-Nun
Journal:  Orig Life Evol Biosph       Date:  2005-08       Impact factor: 1.950

  2 in total

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