Literature DB >> 29439566

Incorporation of Nonproteinogenic Amino Acids in Class I and II Lantibiotics.

Nidhi Kakkar1, Jessica G Perez2, Wenshe R Liu3, Michael C Jewett2, Wilfred A van der Donk1.   

Abstract

Lantibiotics are ribosomally synthesized and post-translationally modified peptide natural products that contain thioether cross-links formed by lanthionine and methyllanthionine residues. They exert potent antimicrobial activity against Gram-positive bacteria. We herein report production of analogues of two lantibiotics, lacticin 481 and nisin, that contain nonproteinogenic amino acids using two different strategies involving amber stop codon suppression technology. These methods complement recent alternative approaches to incorporate nonproteinogenic amino acids into lantibiotics.

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Year:  2018        PMID: 29439566      PMCID: PMC5910287          DOI: 10.1021/acschembio.7b01024

Source DB:  PubMed          Journal:  ACS Chem Biol        ISSN: 1554-8929            Impact factor:   5.100


  68 in total

1.  Structure and mechanism of the tRNA-dependent lantibiotic dehydratase NisB.

Authors:  Manuel A Ortega; Yue Hao; Qi Zhang; Mark C Walker; Wilfred A van der Donk; Satish K Nair
Journal:  Nature       Date:  2014-10-26       Impact factor: 49.962

2.  The nisin-lipid II complex reveals a pyrophosphate cage that provides a blueprint for novel antibiotics.

Authors:  Shang-Te D Hsu; Eefjan Breukink; Eugene Tischenko; Mandy A G Lutters; Ben de Kruijff; Robert Kaptein; Alexandre M J J Bonvin; Nico A J van Nuland
Journal:  Nat Struct Mol Biol       Date:  2004-09-12       Impact factor: 15.369

3.  Complete alanine scanning of the two-component lantibiotic lacticin 3147: generating a blueprint for rational drug design.

Authors:  Paul D Cotter; Lucy H Deegan; Elaine M Lawton; Lorraine A Draper; Paula M O'Connor; Colin Hill; R Paul Ross
Journal:  Mol Microbiol       Date:  2006-11       Impact factor: 3.501

4.  Facile Removal of Leader Peptides from Lanthipeptides by Incorporation of a Hydroxy Acid.

Authors:  Noah A Bindman; Silvia C Bobeica; Wenshe R Liu; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2015-06-01       Impact factor: 15.419

Review 5.  Pyrrolysyl-tRNA synthetase: an ordinary enzyme but an outstanding genetic code expansion tool.

Authors:  Wei Wan; Jeffery M Tharp; Wenshe R Liu
Journal:  Biochim Biophys Acta       Date:  2014-03-12

6.  Reprogramming the genetic code.

Authors:  Jason W Chin
Journal:  EMBO J       Date:  2011-05-20       Impact factor: 11.598

7.  Construction of an expression system for site-directed mutagenesis of the lantibiotic mersacidin.

Authors:  Christiane Szekat; Ralph W Jack; Dirk Skutlarek; Harald Färber; Gabriele Bierbaum
Journal:  Appl Environ Microbiol       Date:  2003-07       Impact factor: 4.792

8.  Site-directed mutations in the lanthipeptide mutacin 1140.

Authors:  Shaorong Chen; Shawanda Wilson-Stanford; William Cromwell; Jeffrey D Hillman; Adam Guerrero; Charlotte A Allen; Joseph A Sorg; Leif Smith
Journal:  Appl Environ Microbiol       Date:  2013-04-19       Impact factor: 4.792

9.  RF1 knockout allows ribosomal incorporation of unnatural amino acids at multiple sites.

Authors:  David B F Johnson; Jianfeng Xu; Zhouxin Shen; Jeffrey K Takimoto; Matthew D Schultz; Robert J Schmitz; Zheng Xiang; Joseph R Ecker; Steven P Briggs; Lei Wang
Journal:  Nat Chem Biol       Date:  2011-09-18       Impact factor: 15.040

Review 10.  Unnatural amino acid incorporation in E. coli: current and future applications in the design of therapeutic proteins.

Authors:  Kim Wals; Huib Ovaa
Journal:  Front Chem       Date:  2014-04-01       Impact factor: 5.221

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  8 in total

1.  Assessing the Flexibility of the Prochlorosin 2.8 Scaffold for Bioengineering Applications.

Authors:  Julian D Hegemann; Silvia C Bobeica; Mark C Walker; Ian R Bothwell; Wilfred A van der Donk
Journal:  ACS Synth Biol       Date:  2019-05-08       Impact factor: 5.110

Review 2.  Incorporation of non-standard amino acids into proteins: challenges, recent achievements, and emerging applications.

Authors:  Xing Jin; Oh-Jin Park; Seok Hoon Hong
Journal:  Appl Microbiol Biotechnol       Date:  2019-02-21       Impact factor: 4.813

Review 3.  Nisin Variants Generated by Protein Engineering and Their Properties.

Authors:  Yue Zheng; Yuhui Du; Zekai Qiu; Ziming Liu; Jianjun Qiao; Yanni Li; Qinggele Caiyin
Journal:  Bioengineering (Basel)       Date:  2022-06-10

4.  Substrate Recognition by the Class II Lanthipeptide Synthetase HalM2.

Authors:  Imran R Rahman; Jeella Z Acedo; Xiaoran Roger Liu; Lingyang Zhu; Justine Arrington; Michael L Gross; Wilfred A van der Donk
Journal:  ACS Chem Biol       Date:  2020-04-28       Impact factor: 5.100

5.  Substrate Sequence Controls Regioselectivity of Lanthionine Formation by ProcM.

Authors:  Tung Le; Kevin Jeanne Dit Fouque; Miguel Santos-Fernandez; Claudio D Navo; Gonzalo Jiménez-Osés; Raymond Sarksian; Francisco Alberto Fernandez-Lima; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2021-11-01       Impact factor: 15.419

6.  Engineering of a Peptide α-N-Methyltransferase to Methylate Non-Proteinogenic Amino Acids.

Authors:  Haigang Song; Antony J Burton; Sally L Shirran; Jūratė Fahrig-Kamarauskaitė; Hannelore Kaspar; Tom W Muir; Markus Künzler; James H Naismith
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-17       Impact factor: 15.336

Review 7.  New developments in RiPP discovery, enzymology and engineering.

Authors:  Manuel Montalbán-López; Thomas A Scott; Sangeetha Ramesh; Imran R Rahman; Auke J van Heel; Jakob H Viel; Vahe Bandarian; Elke Dittmann; Olga Genilloud; Yuki Goto; María José Grande Burgos; Colin Hill; Seokhee Kim; Jesko Koehnke; John A Latham; A James Link; Beatriz Martínez; Satish K Nair; Yvain Nicolet; Sylvie Rebuffat; Hans-Georg Sahl; Dipti Sareen; Eric W Schmidt; Lutz Schmitt; Konstantin Severinov; Roderich D Süssmuth; Andrew W Truman; Huan Wang; Jing-Ke Weng; Gilles P van Wezel; Qi Zhang; Jin Zhong; Jörn Piel; Douglas A Mitchell; Oscar P Kuipers; Wilfred A van der Donk
Journal:  Nat Prod Rep       Date:  2020-09-16       Impact factor: 15.111

8.  Molecular Recognition of Lipid II by Lantibiotics: Synthesis and Conformational Studies of Analogues of Nisin and Mutacin Rings A and B.

Authors:  Rachael Dickman; Serena A Mitchell; Angelo M Figueiredo; D Flemming Hansen; Alethea B Tabor
Journal:  J Org Chem       Date:  2019-08-29       Impact factor: 4.354

  8 in total

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