Literature DB >> 21568297

Plantazolicin A and B: structure elucidation of ribosomally synthesized thiazole/oxazole peptides from Bacillus amyloliquefaciens FZB42.

Bahar Kalyon1, Soleiman E Helaly, Romy Scholz, Jonny Nachtigall, Joachim Vater, Rainer Borriss, Roderich D Süssmuth.   

Abstract

The structures of the ribosomally synthesized peptide antibiotics from Bacillus amyloliquefaciens FZB42, plantazolicin A and B, have been elucidated by high resolving ESI-MSMS, 2D (1)H-(13)C-correlated NMR spectroscopy as well as (1)H-(15)N-HMQC/(1)H-(15)N-HMBC NMR experiments. (15)N-labeling prior to the experiments facilitated the structure determination, unveiling a hitherto unusual number of thiazoles and oxazoles formed from a linear 14mer precursor peptide. This finding further extends the number of known secondary metabolites from B. amyloliquefaciens and represents a new type of secondary metabolites from the genus Bacillus.
© 2011 American Chemical Society

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Year:  2011        PMID: 21568297     DOI: 10.1021/ol200809m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  33 in total

1.  Selectivity, directionality, and promiscuity in peptide processing from a Bacillus sp. Al Hakam cyclodehydratase.

Authors:  Joel O Melby; Kyle L Dunbar; Nhat Q Trinh; Douglas A Mitchell
Journal:  J Am Chem Soc       Date:  2012-03-08       Impact factor: 15.419

2.  The complete genome of Bacillus amyloliquefaciens subsp. plantarum CAU B946 contains a gene cluster for nonribosomal synthesis of iturin A.

Authors:  Jochen Blom; Christian Rueckert; Ben Niu; Qi Wang; Rainer Borriss
Journal:  J Bacteriol       Date:  2012-04       Impact factor: 3.490

3.  Structure determination and interception of biosynthetic intermediates for the plantazolicin class of highly discriminating antibiotics.

Authors:  Katie J Molohon; Joel O Melby; Jaeheon Lee; Bradley S Evans; Kyle L Dunbar; Stefanie B Bumpus; Neil L Kelleher; Douglas A Mitchell
Journal:  ACS Chem Biol       Date:  2011-10-06       Impact factor: 5.100

4.  Insights into methyltransferase specificity and bioactivity of derivatives of the antibiotic plantazolicin.

Authors:  Yue Hao; Patricia M Blair; Abhishek Sharma; Douglas A Mitchell; Satish K Nair
Journal:  ACS Chem Biol       Date:  2015-02-11       Impact factor: 5.100

5.  In Vitro Biosynthesis and Substrate Tolerance of the Plantazolicin Family of Natural Products.

Authors:  Caitlin D Deane; Brandon J Burkhart; Patricia M Blair; Jonathan I Tietz; Alice Lin; Douglas A Mitchell
Journal:  ACS Chem Biol       Date:  2016-06-16       Impact factor: 5.100

Review 6.  Flavoenzymes: versatile catalysts in biosynthetic pathways.

Authors:  Christopher T Walsh; Timothy A Wencewicz
Journal:  Nat Prod Rep       Date:  2013-01       Impact factor: 13.423

7.  Three ring posttranslational circuses: insertion of oxazoles, thiazoles, and pyridines into protein-derived frameworks.

Authors:  Christopher T Walsh; Steven J Malcolmson; Travis S Young
Journal:  ACS Chem Biol       Date:  2012-01-17       Impact factor: 5.100

8.  Amylocyclicin, a novel circular bacteriocin produced by Bacillus amyloliquefaciens FZB42.

Authors:  Romy Scholz; Joachim Vater; Anto Budiharjo; Zhiyuan Wang; Yueqiu He; Kristin Dietel; Torsten Schwecke; Stefanie Herfort; Peter Lasch; Rainer Borriss
Journal:  J Bacteriol       Date:  2014-03-07       Impact factor: 3.490

9.  Isolation and structure determination of new linear azole-containing peptides spongiicolazolicins A and B from Streptomyces sp. CWH03.

Authors:  Mana Suzuki; Hisayuki Komaki; Issara Kaweewan; Hideo Dohra; Hikaru Hemmi; Hiroyuki Nakagawa; Hideki Yamamura; Masayuki Hayakawa; Shinya Kodani
Journal:  Appl Microbiol Biotechnol       Date:  2020-11-20       Impact factor: 4.813

10.  Catalytic promiscuity of a bacterial α-N-methyltransferase.

Authors:  Qi Zhang; Wilfred A van der Donk
Journal:  FEBS Lett       Date:  2012-07-25       Impact factor: 4.124

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