Literature DB >> 1059132

Degradation of penicillin G to phenylacetylglycine by D-alanine carboxypeptidase from Bacillus stearothermophilus.

S Hammarström, J L Strominger.   

Abstract

D-Alanine carboxypeptidase from Bacillus stearothermophilus is a membrane-bound enzyme which is inhibited by covalent interaction with penicillin G. The penicilloyl enzyme spontaneously reactivates and simultaneously releases a penicillin G degradation product; 0.2 mumol of the latter was isolated after incubation of 4.2 mumol of [8-14C]penicillin G with 10 g of membrane protein. It was identified as phenylacetylglycine by chromatographic techniques, infrared spectroscopy, and mass spectrometry. A mechanism for the degradation is proposed in which the remaining part of penicillin G would be released as 5,5-dimethyl-delta2-thiazoline-4-carboxylic acid. The implications of this finding are discussed.

Entities:  

Mesh：

Substances：

Year:  1975        PMID： 1059132      PMCID： PMC433014          DOI： 10.1073/pnas.72.9.3463

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  12 in total

1.  Protein measurement with the Folin phenol reagent.

Authors:  O H LOWRY; N J ROSEBROUGH; A L FARR; R J RANDALL
Journal:  J Biol Chem       Date:  1951-11       Impact factor: 5.157

Review 2.  Interaction of penicillin with the bacterial cell: penicillin-binding proteins and penicillin-sensitive enzymes.

Authors:  P M Blumberg; J L Strominger
Journal:  Bacteriol Rev       Date:  1974-09

3.  Five penicillin-binding components occur in Bacillus subtilis membranes.

Authors:  P M Blumberg; J L Strominger
Journal:  J Biol Chem       Date:  1972-12-25       Impact factor: 5.157

4.  Biosynthesis of the peptidoglycan of bacterial cell walls. XV. The binding of radioactive penicillin to the particulate enzyme preparation of Bacillus subtilis and its reversal with hydroxylamine or thiols.

Authors:  P J Lawrence; J L Strominger
Journal:  J Biol Chem       Date:  1970-07-25       Impact factor: 5.157

5.  [Relation between arcus lipoides of the cornea and arteriosclerosis. Comparative studies based on 500 surgical cases].

Authors:  H Immich; H H Jansen; K Pisani
Journal:  Klin Wochenschr       Date:  1967-10-15

6.  D-alanine carboxypeptidase from Bacillus subtilis membranes. II. Interaction with penicillins and cephalosporins.

Authors:  J N Umbreit; J L Strominger
Journal:  J Biol Chem       Date:  1973-10-10       Impact factor: 5.157

7.  D-alanine carboxypeptidase from Bacillus subtilis membranes. I. Purification and characterization.

Authors:  J N Umbreit; J L Strominger
Journal:  J Biol Chem       Date:  1973-10-10       Impact factor: 5.157

8.  Purification and characterization of the thermophilic D-alanine carboxypeptidase from membranes of Bacillus stearothermophilus.

Authors:  R R Yocum; P M Blumberg; J L Strominger
Journal:  J Biol Chem       Date:  1974-08-10       Impact factor: 5.157

9.  Binding of (14C)penicillin G to the membrane-bound and the purified D-alanine carboxypeptidases from Bacillus stearothermophilus and Bacillus subtilis and its release.

Authors:  P M Blumberg; R R Yocum; E Willoughby; J L Strominger
Journal:  J Biol Chem       Date:  1974-11-10       Impact factor: 5.157

10.  Penicillin-sensitive enzymes and penicillin-binding components in bacterial cells.

Authors:  J L Strominger; E Willoughby; T Kamiryo; P M Blumberg; R R Yocum
Journal:  Ann N Y Acad Sci       Date:  1974-05-10       Impact factor: 5.691
View more
  8 in total

1.  A point mutation leads to altered product specificity in beta-lactamase catalysis.

Authors:  E R Lewis; K M Winterberg; A L Fink
Journal:  Proc Natl Acad Sci U S A       Date:  1997-01-21       Impact factor: 11.205

2.  Mechanism of penicillin action: penicillin and substrate bind covalently to the same active site serine in two bacterial D-alanine carboxypeptidases.

Authors:  R R Yocum; D J Waxman; J R Rasmussen; J L Strominger
Journal:  Proc Natl Acad Sci U S A       Date:  1979-06       Impact factor: 11.205

3.  Penem derivatives: beta-lactamase stability and affinity for penicillin-binding proteins in Escherichia coli.

Authors:  S Ohya; Y Utsui; S Sugawara; M Yamazaki
Journal:  Antimicrob Agents Chemother       Date:  1982-03       Impact factor: 5.191

4.  The exocellular beta-lactamase of Streptomyces albus G. Purification, properties and comparison with the exocellular DD-carboxypeptidase.

Authors:  C Duez; J M Frère; D Klein; M Noël; J M Ghuysen; L Delcambe; L Dierickx
Journal:  Biochem J       Date:  1981-01-01       Impact factor: 3.857

5.  Simultaneous release of penicilloic acid and phenylacetyl glycine by penicillin-binding proteins 5 and 6 of Escherichia coli.

Authors:  H Amanuma; J L Strominger
Journal:  J Bacteriol       Date:  1984-11       Impact factor: 3.490

6.  Isolation of the penicillin-binding peptide from D-alanine carboxypeptidase of Bacillus subtilis.

Authors:  N Georgopapadakou; S Hammarström; J L Strominger
Journal:  Proc Natl Acad Sci U S A       Date:  1977-03       Impact factor: 11.205

7.  Penicillin-binding proteins of Streptomyces cacaoi, Streptomyces olivaceus, and Streptomyces clavuligerus.

Authors:  H Ogawara; S Horikawa
Journal:  Antimicrob Agents Chemother       Date:  1980-01       Impact factor: 5.191

8.  Penicillin-binding proteins in bacteria.

Authors:  N H Georgopapadakou; F Y Liu
Journal:  Antimicrob Agents Chemother       Date:  1980-07       Impact factor: 5.191
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.