Literature DB >> 19058272

How nature morphs peptide scaffolds into antibiotics.

Elizabeth M Nolan1, Christopher T Walsh.   

Abstract

The conventional notion that peptides are poor candidates for orally available drugs because of protease-sensitive peptide bonds, intrinsic hydrophilicity, and ionic charges contrasts with the diversity of antibiotic natural products with peptide-based frameworks that are synthesized and utilized by Nature. Several of these antibiotics, including penicillin and vancomycin, are employed to treat bacterial infections in humans and have been best-selling therapeutics for decades. Others might provide new platforms for the design of novel therapeutics to combat emerging antibiotic-resistant bacterial pathogens.

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Year:  2009        PMID: 19058272      PMCID: PMC2846400          DOI: 10.1002/cbic.200800438

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  147 in total

Review 1.  Polyketide and nonribosomal peptide antibiotics: modularity and versatility.

Authors:  Christopher T Walsh
Journal:  Science       Date:  2004-03-19       Impact factor: 47.728

Review 2.  Total biosynthesis: in vitro reconstitution of polyketide and nonribosomal peptide pathways.

Authors:  Elizabeth S Sattely; Michael A Fischbach; Christopher T Walsh
Journal:  Nat Prod Rep       Date:  2008-05-23       Impact factor: 13.423

3.  Genetic locus for streptolysin S production by group A streptococcus.

Authors:  V Nizet; B Beall; D J Bast; V Datta; L Kilburn; D E Low; J C De Azavedo
Journal:  Infect Immun       Date:  2000-07       Impact factor: 3.441

4.  From peptide precursors to oxazole and thiazole-containing peptide antibiotics: microcin B17 synthase.

Authors:  Y M Li; J C Milne; L L Madison; R Kolter; C T Walsh
Journal:  Science       Date:  1996-11-15       Impact factor: 47.728

5.  Biosynthetic gene cluster of the glycopeptide antibiotic teicoplanin: characterization of two glycosyltransferases and the key acyltransferase.

Authors:  Tsung-Lin Li; Fanglu Huang; Stephen F Haydock; Tatiana Mironenko; Peter F Leadlay; Jonathan B Spencer
Journal:  Chem Biol       Date:  2004-01

6.  Crystal structure of OxyC, a cytochrome P450 implicated in an oxidative C-C coupling reaction during vancomycin biosynthesis.

Authors:  Olena Pylypenko; Francesca Vitali; Katja Zerbe; John A Robinson; Ilme Schlichting
Journal:  J Biol Chem       Date:  2003-07-29       Impact factor: 5.157

7.  A transglutaminase homologue as a condensation catalyst in antibiotic assembly lines.

Authors:  Pascal D Fortin; Christopher T Walsh; Nathan A Magarvey
Journal:  Nature       Date:  2007-07-25       Impact factor: 49.962

8.  Two enzymes catalyze the maturation of a lasso peptide in Escherichia coli.

Authors:  Sophie Duquesne; Delphine Destoumieux-Garzón; Séverine Zirah; Christophe Goulard; Jean Peduzzi; Sylvie Rebuffat
Journal:  Chem Biol       Date:  2007-07

Review 9.  Enterobactin: an archetype for microbial iron transport.

Authors:  Kenneth N Raymond; Emily A Dertz; Sanggoo S Kim
Journal:  Proc Natl Acad Sci U S A       Date:  2003-03-24       Impact factor: 11.205

10.  Patellamide F, A new cytotoxic cyclic peptide from the colonial ascidian Lissoclinum patella.

Authors:  M A Rashid; K R Gustafson; J H Cardellina; M R Boyd
Journal:  J Nat Prod       Date:  1995-04       Impact factor: 4.050

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  22 in total

Review 1.  Various mechanisms in cyclopeptide production from precursors synthesized independently of non-ribosomal peptide synthetases.

Authors:  Wenyan Xu; Liling Li; Liangcheng Du; Ninghua Tan
Journal:  Acta Biochim Biophys Sin (Shanghai)       Date:  2011-07-14       Impact factor: 3.848

2.  Oxadiazole grafts in peptide macrocycles.

Authors:  John R Frost; Conor C G Scully; Andrei K Yudin
Journal:  Nat Chem       Date:  2016-10-24       Impact factor: 24.427

3.  Quality assessment of U.S. marketplace vancomycin for injection products using high-resolution liquid chromatography-mass spectrometry and potency assays.

Authors:  Michael E Hadwiger; Cynthia D Sommers; Daniel J Mans; Vikram Patel; Michael T Boyne
Journal:  Antimicrob Agents Chemother       Date:  2012-02-27       Impact factor: 5.191

Review 4.  Thiazolyl peptide antibiotic biosynthesis: a cascade of post-translational modifications on ribosomal nascent proteins.

Authors:  Christopher T Walsh; Michael G Acker; Albert A Bowers
Journal:  J Biol Chem       Date:  2010-06-03       Impact factor: 5.157

5.  Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands.

Authors:  Golo Storch; Naudin van den Heuvel; Scott J Miller
Journal:  Adv Synth Catal       Date:  2020-01-23       Impact factor: 5.837

6.  Generation of thiocillin ring size variants by prepeptide gene replacement and in vivo processing by Bacillus cereus.

Authors:  Albert A Bowers; Michael G Acker; Travis S Young; Christopher T Walsh
Journal:  J Am Chem Soc       Date:  2012-06-15       Impact factor: 15.419

7.  An ATP-independent strategy for amide bond formation in antibiotic biosynthesis.

Authors:  Masanori Funabashi; Zhaoyong Yang; Koichi Nonaka; Masahiko Hosobuchi; Yoko Fujita; Tomoyuki Shibata; Xiuling Chi; Steven G Van Lanen
Journal:  Nat Chem Biol       Date:  2010-06-20       Impact factor: 15.040

Review 8.  tRNAs: cellular barcodes for amino acids.

Authors:  Rajat Banerjee; Shawn Chen; Kiley Dare; Marla Gilreath; Mette Praetorius-Ibba; Medha Raina; Noah M Reynolds; Theresa Rogers; Hervé Roy; Srujana S Yadavalli; Michael Ibba
Journal:  FEBS Lett       Date:  2010-01-21       Impact factor: 4.124

Review 9.  Cyanobactins-ribosomal cyclic peptides produced by cyanobacteria.

Authors:  Kaarina Sivonen; Niina Leikoski; David P Fewer; Jouni Jokela
Journal:  Appl Microbiol Biotechnol       Date:  2010-02-27       Impact factor: 4.813

10.  Side-chain-to-tail cyclization of ribosomally derived peptides promoted by aryl and alkyl amino-functionalized unnatural amino acids.

Authors:  John R Frost; Zhijie Wu; Yick Chong Lam; Andrew E Owens; Rudi Fasan
Journal:  Org Biomol Chem       Date:  2016-04-11       Impact factor: 3.876

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