Literature DB >> 12657297

Synthesis of (R)- and (S)-10,16-dihydroxyhexadecanoic acid: cutin stereochemistry and fungal activation.

Aqeel Ahmed1, Terry Crawford, Stephanie Gould, Y S Ha, Monica Hollrah, Farhana Noor-E-Ain, Martin B Dickman, Patrick H Dussault.   

Abstract

The first asymmetric syntheses of the cutin monomers (R)- and (S)-10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and confirmation of (S)(+)-absolute configuration for 10,16-DHPA derived from tomato are reported. The individual DHPA stereoisomers display differences in their ability to activate the fungal pathogen Colletotrichum trifolii.

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Year:  2003        PMID: 12657297     DOI: 10.1016/s0031-9422(03)00003-7

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  6 in total

Review 1.  Plant surface properties in chemical ecology.

Authors:  Caroline Müller; Markus Riederer
Journal:  J Chem Ecol       Date:  2005-10-25       Impact factor: 2.626

Review 2.  The cuticle and plant defense to pathogens.

Authors:  Mario Serrano; Fania Coluccia; Martha Torres; Floriane L'Haridon; Jean-Pierre Métraux
Journal:  Front Plant Sci       Date:  2014-06-13       Impact factor: 5.753

3.  Derivatives of 10,16-dihydroxyhexadecanoic acid isolated from tomato (Solanum lycopersicum) as potential material for aliphatic polyesters.

Authors:  Daniel Arrieta-Baez; Miguel Cruz-Carrillo; Mayra Beatriz Gómez-Patiño; L Gerardo Zepeda-Vallejo
Journal:  Molecules       Date:  2011-06-15       Impact factor: 4.411

4.  Insoluble and Thermostable Polyhydroxyesters From a Renewable Natural Occurring Polyhydroxylated Fatty Acid.

Authors:  José Jesús Benítez; Susana Guzman-Puyol; Miguel Antonio Cruz-Carrillo; Luca Ceseracciu; Ana González Moreno; Antonio Heredia; José Alejandro Heredia-Guerrero
Journal:  Front Chem       Date:  2019-09-24       Impact factor: 5.221

5.  Analysis of volatile emissions from grape berries infected with Aspergillus carbonarius using hyphenated and portable mass spectrometry.

Authors:  Konstantinos Giannoukos; Stamatios Giannoukos; Christina Lagogianni; Dimitrios I Tsitsigiannis; Stephen Taylor
Journal:  Sci Rep       Date:  2020-12-03       Impact factor: 4.379

6.  Oligomerization of 10,16-dihydroxyhexadecanoic acid and methyl 10,16-dihydroxyhexadecanoate catalyzed by lipases.

Authors:  M Beatriz Gómez-Patiño; Julia Cassani; María Eugenia Jaramillo-Flores; L Gerardo Zepeda-Vallejo; Georgina Sandoval; Manuel Jimenez-Estrada; Daniel Arrieta-Baez
Journal:  Molecules       Date:  2013-08-05       Impact factor: 4.411

  6 in total

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