Literature DB >> 20956607

Short alkylated peptoid mimics of antimicrobial lipopeptides.

Nathaniel P Chongsiriwatana1, Tyler M Miller, Modi Wetzler, Sergei Vakulenko, Amy J Karlsson, Sean P Palecek, Shahriar Mobashery, Annelise E Barron.   

Abstract

We report the creation of alkylated poly-N-substituted glycine (peptoid) mimics of antimicrobial lipopeptides with alkyl tails ranging from 5 to 13 carbons. In several cases, alkylation significantly improved the selectivity of the peptoids with no loss in antimicrobial potency. Using this technique, we synthesized an antimicrobial peptoid only 5 monomers in length with selective, broad-spectrum antimicrobial activity as potent as previously reported dodecameric peptoids and the antimicrobial peptide pexiganan.

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Year:  2010        PMID： 20956607      PMCID： PMC3019626          DOI： 10.1128/AAC.01080-10

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN： 0066-4804            Impact factor:   5.191


  33 in total

1.  In vitro susceptibility to pexiganan of bacteria isolated from infected diabetic foot ulcers.

Authors:  Y Ge; D MacDonald; M M Henry; H I Hait; K A Nelson; B A Lipsky; M A Zasloff; K J Holroyd
Journal:  Diagn Microbiol Infect Dis       Date:  1999-09       Impact factor: 2.803

Review 2.  Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings.

Authors:  C A Lipinski; F Lombardo; B W Dominy; P J Feeney
Journal:  Adv Drug Deliv Rev       Date:  2001-03-01       Impact factor: 15.470

3.  Non-haemolytic beta-amino-acid oligomers.

Authors:  E A Porter; X Wang; H S Lee; B Weisblum; S H Gellman
Journal:  Nature       Date:  2000-04-06       Impact factor: 49.962

Review 4.  The role of antimicrobial peptides in animal defenses.

Authors:  R E Hancock; M G Scott
Journal:  Proc Natl Acad Sci U S A       Date:  2000-08-01       Impact factor: 11.205

Review 5.  Animal antimicrobial peptides: an overview.

Authors:  D Andreu; L Rivas
Journal:  Biopolymers       Date:  1998       Impact factor: 2.505

6.  Use of parallel synthesis to probe structure-activity relationships among 12-helical beta-peptides: evidence of a limit on antimicrobial activity.

Authors:  Emilie A Porter; Bernard Weisblum; Samuel H Gellman
Journal:  J Am Chem Soc       Date:  2005-08-17       Impact factor: 15.419

Review 7.  The co-evolution of host cationic antimicrobial peptides and microbial resistance.

Authors:  Andreas Peschel; Hans-Georg Sahl
Journal:  Nat Rev Microbiol       Date:  2006-06-12       Impact factor: 60.633

Review 8.  Peptide antimicrobial agents.

Authors:  Håvard Jenssen; Pamela Hamill; Robert E W Hancock
Journal:  Clin Microbiol Rev       Date:  2006-07       Impact factor: 26.132

9.  Amphiphilic poly(phenyleneethynylene)s can mimic antimicrobial peptide membrane disordering effect by membrane insertion.

Authors:  Yuji Ishitsuka; Lachelle Arnt; Jaroslaw Majewski; Shelli Frey; Maria Ratajczek; Kristian Kjaer; Gregory N Tew; Ka Yee C Lee
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

10.  Characterization of novel antimicrobial peptoids.

Authors:  B Goodson; A Ehrhardt; S Ng; J Nuss; K Johnson; M Giedlin; R Yamamoto; W H Moos; A Krebber; M Ladner; M B Giacona; C Vitt; J Winter
Journal:  Antimicrob Agents Chemother       Date:  1999-06       Impact factor: 5.191
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  35 in total

1.  Ultrashort peptide bioconjugates are exclusively antifungal agents and synergize with cyclodextrin and amphotericin B.

Authors:  Christopher J Arnusch; Hannah Ulm; Michaele Josten; Yana Shadkchan; Nir Osherov; Hans-Georg Sahl; Yechiel Shai
Journal:  Antimicrob Agents Chemother       Date:  2011-10-17       Impact factor: 5.191

2.  Toward a clinical antifungal peptoid: Investigations into the therapeutic potential of AEC5.

Authors:  Sabrina K Spicer; Aarthi Subramani; Angelica L Aguila; R Madison Green; Erin E McClelland; Kevin L Bicker
Journal:  Biopolymers       Date:  2019-04-02       Impact factor: 2.505

3.  Functional synergy between antimicrobial peptoids and peptides against Gram-negative bacteria.

Authors:  Nathaniel P Chongsiriwatana; Modi Wetzler; Annelise E Barron
Journal:  Antimicrob Agents Chemother       Date:  2011-08-22       Impact factor: 5.191

4.  Multicomponent synthesis of acylated short peptoids with antifungal activity against plant pathogens.

Authors:  Matías D Galetti; Adriana M Cirigliano; Gabriela M Cabrera; Javier A Ramírez
Journal:  Mol Divers       Date:  2011-09-16       Impact factor: 2.943

Review 5.  Will new generations of modified antimicrobial peptides improve their potential as pharmaceuticals?

Authors:  Nicole K Brogden; Kim A Brogden
Journal:  Int J Antimicrob Agents       Date:  2011-07-05       Impact factor: 5.283

6.  The development of antimicrobial a-AApeptides that suppress proinflammatory immune responses.

Authors:  Shruti Padhee; Christina Smith; Haifan Wu; Yaqiong Li; Namitha Manoj; Qiao Qiao; Zoya Khan; Chuanhai Cao; Hang Yin; Jianfeng Cai
Journal:  Chembiochem       Date:  2014-03-21       Impact factor: 3.164

7.  Lipidated peptidomimetics with improved antimicrobial activity.

Authors:  Yaogang Hu; Mohamad Nassir Amin; Shruti Padhee; Rongsheng E Wang; Qiao Qiao; Ge Bai; Yaqong Li; Archana Mathew; Chuanhai Cao; Jianfeng Cai
Journal:  ACS Med Chem Lett       Date:  2012-07-12       Impact factor: 4.345

Review 8.  The development of antimicrobial γ-AApeptides.

Authors:  Fengyu She; Olapeju Oyesiku; Peiguang Zhou; Shiming Zhuang; David W Koenig; Jianfeng Cai
Journal:  Future Med Chem       Date:  2016-06-10       Impact factor: 3.808

Review 9.  Antimicrobial AApeptides.

Authors:  Peng Sang; Yan Shi; Peng Teng; Annie Cao; Hai Xu; Qi Li; Jianfeng Cai
Journal:  Curr Top Med Chem       Date:  2017       Impact factor: 3.295

Review 10.  Beyond conventional antibiotics - New directions for combination products to combat biofilm.

Authors:  Danir Fanisovich Bayramov; Jennifer Ann Neff
Journal:  Adv Drug Deliv Rev       Date:  2016-08-03       Impact factor: 15.470
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