Literature DB >> 7378068

The conversion of cephalosporins to 7 alpha-methoxycephalosporins by cell-free extracts of Streptomyces clavuligerus.

J O'Sullivan, E P Abraham.   

Abstract

In the presence of S-adenosylmethionine, 2-oxoglutarate, Fe2+ and a reducing agent, cell-free extracts of Streptomyces clavuligerus convert cephalosporin C and O-carbamoyldeacetylcephalosporin C into 7 alpha-methoxy derivatives. No synthesis of a 7 alpha-methoxy derivative of deacetylcephalosporin C was detected in the system used, and the 7 alpha-methoxy derivative of deacetoxycephalosporin C was produced only in relatively small amounts. It appears that the 7 alpha-methoxy group is introduced after the cephalosporin ring system has been formed and that its introduction may represent the final step in a biosynthetic pathway.

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Year:  1980        PMID： 7378068      PMCID： PMC1161616          DOI： 10.1042/bj1860613

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


  11 in total

1.  Quantitative film detection of 3H and 14C in polyacrylamide gels by fluorography.

Authors:  R A Laskey; A D Mills
Journal:  Eur J Biochem       Date:  1975-08-15

2.  A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding.

Authors:  M M Bradford
Journal:  Anal Biochem       Date:  1976-05-07       Impact factor: 3.365

3.  The carbamoylation of the 3-hydroxymethyl group of 7alpha-methoxy-7beta-(5-D-aminoadipamido)-3-hydroxymethylceph-3-em-4-carboxylic acid (desacetyl-7alpha-methoxycephalosporin C) by homogenates of Streptomyces clavuligerus [proceedings].

Authors:  S J Brewer; T T Boyle; M K Turner
Journal:  Biochem Soc Trans       Date:  1977       Impact factor: 5.407

4.  Beta-lactam antibiotics from Streptomyces.

Authors:  R Nagarajan; L D Boeck; M Gorman; R L Hamill; C E Higgens; M M Hoehn; W M Stark; J G Whitney
Journal:  J Am Chem Soc       Date:  1971-05-05       Impact factor: 15.419

5.  Biosynthesis of penicillin N and cephalosporin C. Antibiotic production and other features of the metabolism of Cephalosporium sp.

Authors:  B Smith; S C Warren; G G Newton; E P Abraham
Journal:  Biochem J       Date:  1967-06       Impact factor: 3.857

6.  Incorporation of 3H from delta-(L-alpha-amino (4,5-3H)adipyl)-L-cysteinyl-D-(4,4-3H)valine into isopenicillin N.

Authors:  J O'Sullivan; R C Bleaney; J A Huddleston; E P Abraham
Journal:  Biochem J       Date:  1979-11-15       Impact factor: 3.857

7.  Incorporation of labeled precursors into A16886B, a novel -lactam antibiotic produced by Streptomyces clavuligerus.

Authors:  J G Whitney; D R Brannon; J A Mabe; K J Wicker
Journal:  Antimicrob Agents Chemother       Date:  1972-03       Impact factor: 5.191

8.  Biosynthesis of a 7-alpha-methoxycephalosporin. Incorporation of molecular oxygen.

Authors:  J O'Sullivan; R T Aplin; C M Stevens; E P Abraham
Journal:  Biochem J       Date:  1979-04-01       Impact factor: 3.857

9.  The oxygenation of [3-methyl-3H]desacetoxycephalosporin C [7beta-(5-D-aminadipamido)-3-methylceph-3-em-4-carboxylic acid] to [3-hydroxymethyl-3H]desacetylcephalosporin C by 2-oxoglutarate-linked dioxygenases from Acremonium chrysogenum and Streptomyces clavuligerus.

Authors:  M K Turner; J E Farthing; S J Brewer
Journal:  Biochem J       Date:  1978-09-01       Impact factor: 3.857

10.  Cephamycins, a new family of beta-lactam antibiotics. I. Production by actinomycetes, including Streptomyces lactamdurans sp. n.

Authors:  E O Stapley; M Jackson; S Hernandez; S B Zimmerman; S A Currie; S Mochales; J M Mata; H B Woodruff; D Hendlin
Journal:  Antimicrob Agents Chemother       Date:  1972-09       Impact factor: 5.191
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  6 in total

1.  Purification and characterization of cephalosporin 7 alpha-hydroxylase from Streptomyces clavuligerus.

Authors:  X F Xiao; S Wolfe; A L Demain
Journal:  Biochem J       Date:  1991-12-01       Impact factor: 3.857

2.  Identification and Characterization of the Sulfazecin Monobactam Biosynthetic Gene Cluster.

Authors:  Rongfeng Li; Ryan A Oliver; Craig A Townsend
Journal:  Cell Chem Biol       Date:  2016-12-22       Impact factor: 8.116

3.  Purification of isopenicillin N synthetase.

Authors:  C P Pang; B Chakravarti; R M Adlington; H H Ting; R L White; G S Jayatilake; J E Baldwin; E P Abraham
Journal:  Biochem J       Date:  1984-09-15       Impact factor: 3.857

4.  Cloning of a Streptomyces clavuligerus DNA fragment encoding the cephalosporin 7 alpha-hydroxylase and its expression in Streptomyces lividans.

Authors:  X Xiao; G Hintermann; A Häusler; P J Barker; F Foor; A L Demain; J Piret
Journal:  Antimicrob Agents Chemother       Date:  1993-01       Impact factor: 5.191

5.  Biosynthesis of monobactam compounds: origin of the carbon atoms in the beta-lactam ring.

Authors:  J O'Sullivan; A M Gillum; C A Aklonis; M L Souser; R B Sykes
Journal:  Antimicrob Agents Chemother       Date:  1982-04       Impact factor: 5.191

6.  Monobactam formation in sulfazecin by a nonribosomal peptide synthetase thioesterase.

Authors:  Ryan A Oliver; Rongfeng Li; Craig A Townsend
Journal:  Nat Chem Biol       Date:  2017-11-20       Impact factor: 15.040
  6 in total

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