Literature DB >> 26959412

Rhizoleucinoside, a Rhamnolipid-Amino Alcohol Hybrid from the Rhizobial Symbiont Bradyrhizobium sp. BTAi1.

Jianwei Chen1, Jiadong Sun2, Robert W Deering2, Nicholas DaSilva2, Navindra P Seeram2, Hong Wang1, David C Rowley2.   

Abstract

Rhizoleucinoside (1), a unique rhamnolipid-amino alcohol hybrid, was isolated from the rhizobial symbiont bacterium Bradyrhizobium sp. BTAi1. Compound 1 features a rare rhamnolipid core attached to an unprecedented leucinol moiety. Its structure and absolute configuration were determined by spectroscopic analysis, tandem mass spectrometry, chemical degradation, and application of the Marfey's method. Compound 1 possesses moderate cytotoxicity to BV-2 murine microglia and highly aggressive proliferating immortalized (HAPI) rat microglia cells.

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Year:  2016        PMID: 26959412      PMCID: PMC5818987          DOI: 10.1021/acs.orglett.6b00461

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


  15 in total

1.  The structure of serratamic acid.

Authors:  N J CARTWRIGHT
Journal:  Biochem J       Date:  1957-12       Impact factor: 3.857

2.  Legumes symbioses: absence of Nod genes in photosynthetic bradyrhizobia.

Authors:  Eric Giraud; Lionel Moulin; David Vallenet; Valérie Barbe; Eddie Cytryn; Jean-Christophe Avarre; Marianne Jaubert; Damien Simon; Fabienne Cartieaux; Yves Prin; Gilles Bena; Laure Hannibal; Joel Fardoux; Mila Kojadinovic; Laurie Vuillet; Aurélie Lajus; Stéphane Cruveiller; Zoe Rouy; Sophie Mangenot; Béatrice Segurens; Carole Dossat; William L Franck; Woo-Suk Chang; Elizabeth Saunders; David Bruce; Paul Richardson; Philippe Normand; Bernard Dreyfus; David Pignol; Gary Stacey; David Emerich; André Verméglio; Claudine Médigue; Michael Sadowsky
Journal:  Science       Date:  2007-06-01       Impact factor: 47.728

3.  Nonlegumes respond to rhizobial Nod factors by suppressing the innate immune response.

Authors:  Yan Liang; Yangrong Cao; Kiwamu Tanaka; Sandra Thibivilliers; Jinrong Wan; Jeongmin Choi; Chang ho Kang; Jing Qiu; Gary Stacey
Journal:  Science       Date:  2013-09-05       Impact factor: 47.728

4.  Insecticidal activity of rhamnolipid isolated from pseudomonas sp. EP-3 against green peach aphid (Myzus persicae).

Authors:  Seul Ki Kim; Young Cheol Kim; Sunwoo Lee; Jin Cheol Kim; Mi Young Yun; In Seon Kim
Journal:  J Agric Food Chem       Date:  2010-12-30       Impact factor: 5.279

Review 5.  Production of rhamnolipids by Pseudomonas aeruginosa.

Authors:  Gloria Soberón-Chávez; François Lépine; Eric Déziel
Journal:  Appl Microbiol Biotechnol       Date:  2005-10-13       Impact factor: 4.813

Review 6.  Invasion by invitation: rhizobial infection in legumes.

Authors:  Jeremy D Murray
Journal:  Mol Plant Microbe Interact       Date:  2011-06       Impact factor: 4.171

7.  Endotoxin-like properties of a rhamnolipid exotoxin from Burkholderia (Pseudomonas) plantarii: immune cell stimulation and biophysical characterization.

Authors:  Jörg Andrä; Jörg Rademann; Jörg Howe; Michel H J Koch; Holger Heine; Ulrich Zähringer; Klaus Brandenburg
Journal:  Biol Chem       Date:  2006-03       Impact factor: 3.915

8.  Pseudomonas aeruginosa recognizes and responds aggressively to the presence of polymorphonuclear leukocytes.

Authors:  Morten Alhede; Thomas Bjarnsholt; Peter Ø Jensen; Richard Kerry Phipps; Claus Moser; Lars Christophersen; Louise Dahl Christensen; Maria van Gennip; Matt Parsek; Niels Høiby; Thomas Bovbjerg Rasmussen; Michael Givskov
Journal:  Microbiology       Date:  2009-07-30       Impact factor: 2.777

9.  Effects of Pseudomonas aeruginosa rhamnolipids on human monocyte-derived macrophages.

Authors:  C D McClure; N L Schiller
Journal:  J Leukoc Biol       Date:  1992-02       Impact factor: 4.962

10.  Isolation and characterization of rhamnolipid-producing bacterial strains from a biodiesel facility.

Authors:  Alejandro P Rooney; Neil P J Price; Karen J Ray; Tsung-Min Kuo
Journal:  FEMS Microbiol Lett       Date:  2009-06       Impact factor: 2.742

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  4 in total

Review 1.  Natural Products Research in China From 2015 to 2016.

Authors:  Haishan Liu; Guoliang Zhu; Yaqin Fan; Yuqi Du; Mengmeng Lan; Yibo Xu; Weiming Zhu
Journal:  Front Chem       Date:  2018-03-20       Impact factor: 5.221

2.  Rapid Characterization of Chemical Components in Edible Mushroom Sparassis crispa by UPLC-Orbitrap MS Analysis and Potential Inhibitory Effects on Allergic Rhinitis.

Authors:  Zhixin Wang; Jingyu Liu; Xiangjian Zhong; Jinjie Li; Xin Wang; Linlin Ji; Xiaoya Shang
Journal:  Molecules       Date:  2019-08-20       Impact factor: 4.411

3.  Identification and characterisation of short chain rhamnolipid production in a previously uninvestigated, non-pathogenic marine pseudomonad.

Authors:  Matthew S Twigg; L Tripathi; A Zompra; K Salek; V U Irorere; T Gutierrez; G A Spyroulias; R Marchant; I M Banat
Journal:  Appl Microbiol Biotechnol       Date:  2018-07-10       Impact factor: 4.813

4.  Characterization and Cytotoxicity of Pseudomonas Mediated Rhamnolipids Against Breast Cancer MDA-MB-231 Cell Line.

Authors:  Neelam Mishra; Kavita Rana; Siva Deepthi Seelam; Rakesh Kumar; Vijyendra Pandey; Bharathi P Salimath; Dayanand Agsar
Journal:  Front Bioeng Biotechnol       Date:  2021-11-30
  4 in total

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