Literature DB >> 31774078

Methylations in complex carbapenem biosynthesis are catalyzed by a single cobalamin-dependent radical S-adenosylmethionine enzyme.

Erica K Sinner1, Michael S Lichstrahl, Rongfeng Li, Daniel R Marous, Craig A Townsend.   

Abstract

Complex carbapenem β-lactam antibiotics contain diverse C6 alkyl substituents constructed by cobalamin-dependent radical SAM enzymes. TokK installs the C6 isopropyl chain found in asparenomycin. Time-course analyses of TokK and its ortholog ThnK, which forms the C6 ethyl chain of thienamycin, indicate that catalysis occurs through a sequence of discrete, non-processive methyl transfers.

Entities:  

Mesh：

Substances：

Year:  2019        PMID： 31774078      PMCID： PMC6934041          DOI： 10.1039/c9cc07197k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  20 in total

1.  COPASI--a COmplex PAthway SImulator.

Authors:  Stefan Hoops; Sven Sahle; Ralph Gauges; Christine Lee; Jürgen Pahle; Natalia Simus; Mudita Singhal; Liang Xu; Pedro Mendes; Ursula Kummer
Journal:  Bioinformatics       Date:  2006-10-10       Impact factor: 6.937

2.  Biosynthesis of the beta-lactam antibiotic, thienamycin, by Streptomyces cattleya.

Authors:  J M Williamson; E Inamine; K E Wilson; A W Douglas; J M Liesch; G Albers-Schönberg
Journal:  J Biol Chem       Date:  1985-04-25       Impact factor: 5.157

3.  Enhanced Solubilization of Class B Radical S-Adenosylmethionine Methylases by Improved Cobalamin Uptake in Escherichia coli.

Authors:  Nicholas D Lanz; Anthony J Blaszczyk; Erin L McCarthy; Bo Wang; Roy X Wang; Brianne S Jones; Squire J Booker
Journal:  Biochemistry       Date:  2018-02-19       Impact factor: 3.162

4.  The development of the first catalyzed reaction of ketenes and imines: catalytic, asymmetric synthesis of beta-lactams.

Authors:  Andrew E Taggi; Ahmed M Hafez; Harald Wack; Brandon Young; Dana Ferraris; Thomas Lectka
Journal:  J Am Chem Soc       Date:  2002-06-12       Impact factor: 15.419

Review 5.  Mechanistic diversity of radical S-adenosylmethionine (SAM)-dependent methylation.

Authors:  Matthew R Bauerle; Erica L Schwalm; Squire J Booker
Journal:  J Biol Chem       Date:  2014-12-04       Impact factor: 5.157

Review 6.  Convergent biosynthetic pathways to β-lactam antibiotics.

Authors:  Craig A Townsend
Journal:  Curr Opin Chem Biol       Date:  2016-09-29       Impact factor: 8.822

7.  Four enzymes define the incorporation of coenzyme A in thienamycin biosynthesis.

Authors:  Michael F Freeman; Kristos A Moshos; Micah J Bodner; Rongfeng Li; Craig A Townsend
Journal:  Proc Natl Acad Sci U S A       Date:  2008-08-04       Impact factor: 11.205

8.  Antimicrobial and beta-lactamase inhibitory activities of carpetimycins A and B, new carbapenem antibiotics.

Authors:  F Kobayashi; Y Saino; T Koshi; Y Hattori; M Nakayama; A Iwasaki; T Mori; S Mitsuhashi
Journal:  Antimicrob Agents Chemother       Date:  1982-04       Impact factor: 5.191

9.  A catalytic asymmetric route to carbapenems.

Authors:  Micah J Bodner; Ryan M Phelan; Craig A Townsend
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

10.  Identification and characterization of the carbapenem MM 4550 and its gene cluster in Streptomyces argenteolus ATCC 11009.

Authors:  Rongfeng Li; Evan P Lloyd; Kristos A Moshos; Craig A Townsend
Journal:  Chembiochem       Date:  2014-01-13       Impact factor: 3.164
View more
  9 in total

1.  Biosynthesis of Oxetanocin-A Includes a B12-Dependent Radical SAM Enzyme That Can Catalyze both Oxidative Ring Contraction and the Demethylation of SAM.

Authors:  Aoshu Zhong; Yu-Hsuan Lee; Yung-Nan Liu; Hung-Wen Liu
Journal:  Biochemistry       Date:  2021-02-09       Impact factor: 3.162

2.  The Atypical Cobalamin-Dependent S-Adenosyl-l-Methionine Nonradical Methylase TsrM and Its Radical Counterparts.

Authors:  Emily C Ulrich; Catherine L Drennan
Journal:  J Am Chem Soc       Date:  2022-03-28       Impact factor: 15.419

3.  ThnL, a B12-dependent radical S-adenosylmethionine enzyme, catalyzes thioether bond formation in carbapenem biosynthesis.

Authors:  Erica K Sinner; Rongfeng Li; Daniel R Marous; Craig A Townsend
Journal:  Proc Natl Acad Sci U S A       Date:  2022-08-15       Impact factor: 12.779

4.  Studies of GenK and OxsB, two B12-dependent radical SAM enzymes involved in natural product biosynthesis.

Authors:  Yu-Hsuan Lee; Hung-Wen Liu
Journal:  Methods Enzymol       Date:  2022-02-03       Impact factor: 1.682

5.  Purification and characterization of sequential cobalamin-dependent radical SAM methylases ThnK and TokK in carbapenem β-lactam antibiotic biosynthesis.

Authors:  Erica K Sinner; Craig A Townsend
Journal:  Methods Enzymol       Date:  2021-10-26       Impact factor: 1.682

Review 6.  Cobalamin-Dependent Radical S-Adenosylmethionine Enzymes: Capitalizing on Old Motifs for New Functions.

Authors:  Jennifer Bridwell-Rabb; Bin Li; Catherine L Drennan
Journal:  ACS Bio Med Chem Au       Date:  2022-01-27

7.  Evolution of Methods for the Study of Cobalamin-Dependent Radical SAM Enzymes.

Authors:  Erica K Sinner; Daniel R Marous; Craig A Townsend
Journal:  ACS Bio Med Chem Au       Date:  2021-10-13

8.  Stereochemical course of cobalamin-dependent radical SAM methylation by TokK and ThnK.

Authors:  Michael S Lichstrahl; Craig A Townsend; Erica K Sinner
Journal:  RSC Chem Biol       Date:  2022-06-06

9.  Biosynthesis of 3-thia-α-amino acids on a carrier peptide.

Authors:  Yue Yu; Wilfred A van der Donk
Journal:  Proc Natl Acad Sci U S A       Date:  2022-07-05       Impact factor: 12.779
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.