Literature DB >> 6347188

The formation of dehydroalanine residues in alkali-treated insulin and oxidized glutathione. A nuclear-magnetic-resonance study.

A J Jones, E Helmerhorst, G B Stokes.   

Abstract

1H- and 13C-n.m.r. measurements enable direct observation of the rate of formation of dehydroalanine residues resulting from lysis of the disulphide bonds of insulin and oxidized glutathione in base at pD13. The data provide clear evidence for the beta-elimination mechanism for this reaction. The dehydroalanine-containing products from the lysis of insulin undergo secondary reactions.

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Year:  1983        PMID: 6347188      PMCID: PMC1154384          DOI: 10.1042/bj2110499

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  8 in total

1.  N-EPSILON-(DL-2-AMINO-2-CARBOXYETHYL)-L-LYSINE, A NEW AMINO ACID FORMED ON ALKALINE TREATMENT OF PROTEINS.

Authors:  Z BOHAK
Journal:  J Biol Chem       Date:  1964-09       Impact factor: 5.157

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Authors:  R CECIL; J R McPHEE
Journal:  Adv Protein Chem       Date:  1959

3.  Kinetic studies on the alkaline decomposition of cystine derivatives and peptides.

Authors:  O Gawron; G Odstrchel
Journal:  J Am Chem Soc       Date:  1967-06-21       Impact factor: 15.419

4.  The preparation and subsequent identification of a dehydroalanyl peptide from alkali-treated oxidised glutathione.

Authors:  R S Asquith; P Carthew
Journal:  Biochim Biophys Acta       Date:  1972-12-28

5.  Metabolic interrelations of sulfur in proteins, thiosulfate, and cystine.

Authors:  J F Schneider; J Westley
Journal:  J Biol Chem       Date:  1969-10-25       Impact factor: 5.157

6.  Alkaline hydrolysis of the disulfide bonds of ovomucoid and of low molecular weight aliphatic and aromatic disulfides.

Authors:  J W Donovan; T M White
Journal:  Biochemistry       Date:  1971-01-05       Impact factor: 3.162

7.  N-delta-(2-amino-2-carboxyethyl)-ornithine, a new amino-acid from alkali-treated proteins.

Authors:  K Ziegler; I Melchert; C Lürken
Journal:  Nature       Date:  1967-04-22       Impact factor: 49.962

8.  Nuclear-magnetic-resonance-spectroscopic studies of the amino groups of insulin.

Authors:  J H Bradbury; L R Brown
Journal:  Eur J Biochem       Date:  1977-06-15
  8 in total
  7 in total

1.  Some chemical and physical properties of nisin, a small-protein antibiotic produced by Lactococcus lactis.

Authors:  W Liu; J N Hansen
Journal:  Appl Environ Microbiol       Date:  1990-08       Impact factor: 4.792

2.  DehydroalanylGly, a new post translational modification resulting from the breakdown of glutathione.

Authors:  Michael G Friedrich; Zhen Wang; Kevin L Schey; Roger J W Truscott
Journal:  Biochim Biophys Acta Gen Subj       Date:  2018-01-06       Impact factor: 3.770

3.  Topology of the disulfide bonds in the antiviral lectin scytovirin.

Authors:  Tinoush Moulaei; Olga Stuchlik; Matthew Reed; Weirong Yuan; Jan Pohl; Wuyuan Lu; Lauren Haugh-Krumpe; Barry R O'Keefe; Alexander Wlodawer
Journal:  Protein Sci       Date:  2010-09       Impact factor: 6.725

4.  Pig pancreatic anhydro-elastase. Role of the serine-195 hydroxy group in the binding of inhibitors and substrate.

Authors:  H R Williams; T Y Lin; M A Navia; J P Springer; K Hoogsteen
Journal:  Biochem J       Date:  1987-02-15       Impact factor: 3.857

5.  Dehydroalanine analog of glutathione: an electrophilic busulfan metabolite that binds to human glutathione S-transferase A1-1.

Authors:  Islam R Younis; Meenal Elliott; Cody J Peer; Arthur J L Cooper; John T Pinto; Gregory W Konat; Michal Kraszpulski; William P Petros; Patrick S Callery
Journal:  J Pharmacol Exp Ther       Date:  2008-09-12       Impact factor: 4.030

6.  Characterization of alkali induced formation of lanthionine, trisulfides, and tetrasulfides from peptide disulfides using negative ion mass spectrometry.

Authors:  Suman S Thakur; Padmanabhan Balaram
Journal:  J Am Soc Mass Spectrom       Date:  2009-01-01       Impact factor: 3.109

7.  Fragmentation of peptide disulfides under conditions of negative ion mass spectrometry: studies of oxidized glutathione and contryphan.

Authors:  Suman S Thakur; Padmanabhan Balaram
Journal:  J Am Soc Mass Spectrom       Date:  2008-01-03       Impact factor: 3.109

  7 in total

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