Literature DB >> 4945185

Biosynthesis of 7,8-diaminopelargonic acid, a biotin intermediate, from 7-keto-8-aminopelargonic acid and S-adenosyl-L-methionine.

M A Eisenberg, G L Stoner.   

Abstract

Resting cells of Escherichia coli strain D302(bioD302) can synthesize 7,8-diaminopelargonic acid from 7-keto-8-aminopelargonic acid. The product of this aminotransferase reaction has been identified by paper chromatography and electrophoresis. Glucose enhances the vitamer yield twofold. Of the 19 amino acids tested as amino donors, only methionine proved to be significantly stimulatory. In cell-free extracts, however, methionine was completely inactive unless both adenosine triphosphate (ATP) and Mg(2+) were present. S-Adenosyl-l-methionine (SAM) was about 10 times more effective than methionine, ATP, and Mg(2+). The optimal conditions for the reaction were determined, and substrate inhibition was found for 7-keto-8-aminopelargonic acid. It has been possible to eliminate certain impurities as amino donors in the commercial preparation of SAM and those that may arise in enzymatic reactions in which SAM is a substrate. The direct participation of SAM in the aminotransferase reaction seems a likely possibility.

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Year:  1971        PMID: 4945185      PMCID: PMC247197          DOI: 10.1128/jb.108.3.1135-1140.1971

Source DB:  PubMed          Journal:  J Bacteriol        ISSN: 0021-9193            Impact factor:   3.490


  12 in total

1.  Methods for the analysis and preparation of adenosylmethionine and adenosylhomocysteine.

Authors:  S K Shapiro; D J Ehninger
Journal:  Anal Biochem       Date:  1966-05       Impact factor: 3.365

2.  Divergent orientation of transcription from the biotin locus of Escherichia coli.

Authors:  A Guha
Journal:  J Mol Biol       Date:  1971-02-28       Impact factor: 5.469

3.  The purification and properties of dethiobiotin synthetase.

Authors:  K Krell; M A Eisenberg
Journal:  J Biol Chem       Date:  1970-12-25       Impact factor: 5.157

4.  Lambda phage transduction of the bio A locus of Escherichia coli.

Authors:  B Rolfe
Journal:  Virology       Date:  1970-11       Impact factor: 3.616

5.  On the role of S-adenosyl-L-methionine in the biosynthesis of spermidine by rat prostate.

Authors:  A E Pegg; H G Williams-Ashman
Journal:  J Biol Chem       Date:  1969-02-25       Impact factor: 5.157

6.  Biotin-requiring mutants of Escherichia coli K-12.

Authors:  A Del Campillo-Campbell; G Kayajanian; A Campbell; S Adhya
Journal:  J Bacteriol       Date:  1967-12       Impact factor: 3.490

7.  Synthesis of 7-oxo-8-aminopelargonic acid, a biotin vitamer, in cell-free extracts of Escherichia coli biotin auxotrophs.

Authors:  M A Eisenberg; C Star
Journal:  J Bacteriol       Date:  1968-10       Impact factor: 3.490

8.  Genetic and biochemical analysis of the biotin loci of Escherichia coli K-12.

Authors:  B Rolfe; M A Eisenberg
Journal:  J Bacteriol       Date:  1968-08       Impact factor: 3.490

9.  Biosynthesis of desthiobiotin in cell-free extracts of Escherichia coli.

Authors:  C H Pai
Journal:  J Bacteriol       Date:  1969-09       Impact factor: 3.490

10.  Biosynthesis of biotin: synthesis of 7,8-diaminopelargonic acid in cell-free extracts of Escherichia coli.

Authors:  C H Pai
Journal:  J Bacteriol       Date:  1971-03       Impact factor: 3.490

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  13 in total

1.  Properties of alpha-dehydrobiotin-resistant mutants of Escherichia coli K-12.

Authors:  M A Eisenburg; B Mee; O Prakash; M R Eisenburg
Journal:  J Bacteriol       Date:  1975-04       Impact factor: 3.490

2.  A continuous fluorescence displacement assay for BioA: an enzyme involved in biotin biosynthesis.

Authors:  Daniel J Wilson; Ce Shi; Benjamin P Duckworth; Joseph M Muretta; Ujjini Manjunatha; Yuk Y Sham; David D Thomas; Courtney C Aldrich
Journal:  Anal Biochem       Date:  2011-05-08       Impact factor: 3.365

Review 3.  Recalibrated linkage map of Escherichia coli K-12.

Authors:  B J Bachmann; K B Low; A L Taylor
Journal:  Bacteriol Rev       Date:  1976-03

4.  In vitro synthesis and and regulation of the biotin enzymes of Escherichia coli K-12.

Authors:  O Prakash; M A Eisenberg
Journal:  J Bacteriol       Date:  1978-06       Impact factor: 3.490

Review 5.  Linkage map of Escherichia coli strain K-12.

Authors:  A L Taylor; C D Trotter
Journal:  Bacteriol Rev       Date:  1972-12

6.  Mode of action of alpha-dehydrobiotin, a biotin analogue.

Authors:  M A Eisenberg
Journal:  J Bacteriol       Date:  1975-07       Impact factor: 3.490

7.  Inhibition of Mycobacterium tuberculosis transaminase BioA by aryl hydrazines and hydrazides.

Authors:  Ran Dai; Daniel J Wilson; Todd W Geders; Courtney C Aldrich; Barry C Finzel
Journal:  Chembiochem       Date:  2014-01-31       Impact factor: 3.164

8.  Mode of action of the biotin antimetabolites actithiazic acid and alpha-methyldethiobiotin.

Authors:  M A Eisenberg; S C Hsiung
Journal:  Antimicrob Agents Chemother       Date:  1982-01       Impact factor: 5.191

9.  Genetics of biotin biosynthesis in Bacillus subtilis.

Authors:  C H Pai
Journal:  J Bacteriol       Date:  1975-01       Impact factor: 3.490

Review 10.  Marine-derived metabolites of S-adenosylmethionine as templates for new anti-infectives.

Authors:  Janice R Sufrin; Steven Finckbeiner; Colin M Oliver
Journal:  Mar Drugs       Date:  2009-08-26       Impact factor: 5.118

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