Literature DB >> 17650008

On the regioselectivity of thioether formation by lacticin 481 synthetase.

Xingang Zhang1, Weijuan Ni, Wilfred A van der Donk.   

Abstract

Lantibiotic synthetases generate intramolecular thioether cross-links within peptides through the Michael-type addition of cysteines onto dehydroamino acids originating from Ser and Thr. Presented here is an assay that readily distinguishes between enzymatic and nonenzymatic formation of these cross-links. The results demonstrate unequivocally that lacticin 481 synthetase can generate non-native thioether cross-links.

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Year:  2007        PMID： 17650008      PMCID： PMC2517117          DOI： 10.1021/ol071301h

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


  18 in total

Review 1.  Biosynthesis and mode of action of lantibiotics.

Authors:  Champak Chatterjee; Moushumi Paul; Lili Xie; Wilfred A van der Donk
Journal:  Chem Rev       Date:  2005-02       Impact factor: 60.622

Review 2.  Protein engineering of lantibiotics.

Authors:  O P Kuipers; G Bierbaum; B Ottenwälder; H M Dodd; N Horn; J Metzger; T Kupke; V Gnau; R Bongers; P van den Bogaard; H Kosters; H S Rollema; W M de Vos; R J Siezen; G Jung; F Götz; H G Sahl; M J Gasson
Journal:  Antonie Van Leeuwenhoek       Date:  1996-02       Impact factor: 2.271

3.  Synthesis of nonproteinogenic amino acids to probe lantibiotic biosynthesis.

Authors:  Xingang Zhang; Weijuan Ni; Wilfred A van der Donk
Journal:  J Org Chem       Date:  2005-08-19       Impact factor: 4.354

4.  Post-translational modification of therapeutic peptides by NisB, the dehydratase of the lantibiotic nisin.

Authors:  Leon D Kluskens; Anneke Kuipers; Rick Rink; Esther de Boef; Susan Fekken; Arnold J M Driessen; Oscar P Kuipers; Gert N Moll
Journal:  Biochemistry       Date:  2005-09-27       Impact factor: 3.162

5.  Engineering dehydro amino acids and thioethers into peptides using lacticin 481 synthetase.

Authors:  Champak Chatterjee; Gregory C Patton; Lisa Cooper; Moushumi Paul; Wilfred A van der Donk
Journal:  Chem Biol       Date:  2006-10

6.  Lantibiotic structures as guidelines for the design of peptides that can be modified by lantibiotic enzymes.

Authors:  Rick Rink; Anneke Kuipers; Esther de Boef; Kees J Leenhouts; Arnold J M Driessen; Gert N Moll; Oscar P Kuipers
Journal:  Biochemistry       Date:  2005-06-21       Impact factor: 3.162

7.  Lacticin 481 synthetase phosphorylates its substrate during lantibiotic production.

Authors:  Champak Chatterjee; Leah M Miller; Yong L Leung; Lili Xie; Myongsin Yi; Neil L Kelleher; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2005-11-09       Impact factor: 15.419

8.  Lacticin 481: in vitro reconstitution of lantibiotic synthetase activity.

Authors:  Lili Xie; Leah M Miller; Champak Chatterjee; Olga Averin; Neil L Kelleher; Wilfred A van der Donk
Journal:  Science       Date:  2004-01-30       Impact factor: 47.728

9.  Structure and mechanism of the lantibiotic cyclase involved in nisin biosynthesis.

Authors:  Bo Li; John Paul J Yu; Joseph S Brunzelle; Gert N Moll; Wilfred A van der Donk; Satish K Nair
Journal:  Science       Date:  2006-03-10       Impact factor: 47.728

10.  SpaC and NisC, the cyclases involved in subtilin and nisin biosynthesis, are zinc proteins.

Authors:  Nicole M Okeley; Moushumi Paul; Jay P Stasser; Ninian Blackburn; Wilfred A van der Donk
Journal:  Biochemistry       Date:  2003-11-25       Impact factor: 3.162
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  9 in total

Review 1.  Mechanistic Understanding of Lanthipeptide Biosynthetic Enzymes.

Authors:  Lindsay M Repka; Jonathan R Chekan; Satish K Nair; Wilfred A van der Donk
Journal:  Chem Rev       Date:  2017-01-30       Impact factor: 60.622

2.  Identification and analysis of the biosynthetic gene cluster encoding the thiopeptide antibiotic cyclothiazomycin in Streptomyces hygroscopicus 10-22.

Authors:  Jiang Wang; Yi Yu; Kexuan Tang; Wen Liu; Xinyi He; Xi Huang; Zixin Deng
Journal:  Appl Environ Microbiol       Date:  2010-02-12       Impact factor: 4.792

3.  Use of lantibiotic synthetases for the preparation of bioactive constrained peptides.

Authors:  Matthew R Levengood; Wilfred A van der Donk
Journal:  Bioorg Med Chem Lett       Date:  2008-01-19       Impact factor: 2.823

4.  The Enterococcal Cytolysin Synthetase Coevolves with Substrate for Stereoselective Lanthionine Synthesis.

Authors:  Weixin Tang; Gabrielle N Thibodeaux; Wilfred A van der Donk
Journal:  ACS Chem Biol       Date:  2016-07-11       Impact factor: 5.100

5.  Leader Peptide Establishes Dehydration Order, Promotes Efficiency, and Ensures Fidelity During Lacticin 481 Biosynthesis.

Authors:  Christopher J Thibodeaux; Joshua Wagoner; Yi Yu; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2016-05-10       Impact factor: 15.419

6.  Mechanistic dissection of the enzyme complexes involved in biosynthesis of lacticin 3147 and nisin.

Authors:  Anneke Kuipers; Jenny Meijer-Wierenga; Rick Rink; Leon D Kluskens; Gert N Moll
Journal:  Appl Environ Microbiol       Date:  2008-09-12       Impact factor: 4.792

7.  Investigation of the substrate specificity of lacticin 481 synthetase by using nonproteinogenic amino acids.

Authors:  Matthew R Levengood; Christopher C Kerwood; Champak Chatterjee; Wilfred A van der Donk
Journal:  Chembiochem       Date:  2009-03-23       Impact factor: 3.164

8.  In vitro mutasynthesis of lantibiotic analogues containing nonproteinogenic amino acids.

Authors:  Matthew R Levengood; Patrick J Knerr; Trent J Oman; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

9.  Structural characterization of four prochlorosins: a novel class of lantipeptides produced by planktonic marine cyanobacteria.

Authors:  Weixin Tang; Wilfred A van der Donk
Journal:  Biochemistry       Date:  2012-05-17       Impact factor: 3.162
  9 in total

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