Literature DB >> 18989356

On the structure of the Phytophthora α1 mating hormone: synthesis and comparison of four candidate stereoisomers.

Reena Bajpai1, Fanglong Yang, Dennis P Curran.   

Abstract

Two two-compound mixtures of candidate structures for the Phytophthora α1 mating hormone have been synthesized. The mixtures were designed to have differing configurations at C3, but proved to be identical. This suggests that epimerization occurred at C3, and comparison with the data for the natural samples suggest that this is also a mixture of isomers.

Year:  2007        PMID： 18989356      PMCID： PMC2083561          DOI： 10.1016/j.tetlet.2007.09.054

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  9 in total

1.  The total synthesis of (+)-dragmacidin F.

Authors:  Neil K Garg; Daniel D Caspi; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2004-08-11       Impact factor: 15.419

2.  Fluorous mixture synthesis: a fluorous-tagging strategy for the synthesis and separation of mixtures of organic compounds.

Authors:  Z Luo; Q Zhang; Y Oderaotoshi; D P Curran
Journal:  Science       Date:  2001-03-02       Impact factor: 47.728

3.  Structure assignment of lagunapyrone B by fluorous mixture synthesis of four candidate stereoisomers.

Authors:  Fanglong Yang; Jeffery J Newsome; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2006-11-01       Impact factor: 15.419

4.  Characterization of a Phytophthora mating hormone.

Authors:  Jianhua Qi; Tomoyo Asano; Masashi Jinno; Kouhei Matsui; Keisuke Atsumi; Youji Sakagami; Makoto Ojika
Journal:  Science       Date:  2005-09-16       Impact factor: 47.728

5.  On the proof and disproof of natural product stereostructures: characterization and analysis of a twenty-eight member stereoisomer library of murisolins and their Mosher ester derivatives.

Authors:  Dennis P Curran; Qisheng Zhang; Hejun Lu; Venugopal Gudipati
Journal:  J Am Chem Soc       Date:  2006-08-02       Impact factor: 15.419

6.  Total synthesis of a 28-member stereoisomer library of murisolins.

Authors:  Dennis P Curran; Qisheng Zhang; Cyrille Richard; Hejun Lu; Venugopal Gudipati; Craig S Wilcox
Journal:  J Am Chem Soc       Date:  2006-07-26       Impact factor: 15.419

7.  Fluorous Mixture Synthesis (FMS) of Enantiomers, Diastereomers, and Compound Libraries.

Authors:  Wei Zhang
Journal:  ARKIVOC       Date:  2004-05-28       Impact factor: 1.140

8.  Stereoisomer libraries: total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone by a fluorous mixture-synthesis approach.

Authors:  Sivaraman Dandapani; Mario Jeske; Dennis P Curran
Journal:  Proc Natl Acad Sci U S A       Date:  2004-05-24       Impact factor: 11.205

9.  Solution-phase mixture synthesis with fluorous tagging en route: total synthesis of an eight-member stereoisomer library of passifloricins.

Authors:  Dennis P Curran; Gustavo Moura-Letts; Matthias Pohlman
Journal:  Angew Chem Int Ed Engl       Date:  2006-04-03       Impact factor: 15.336
  9 in total
  4 in total

1.  The second Phytophthora mating hormone defines interspecies biosynthetic crosstalk.

Authors:  Makoto Ojika; Shylaja D Molli; Harumi Kanazawa; Arata Yajima; Kou Toda; Tomoo Nukada; Haimeng Mao; Ryo Murata; Tomoyo Asano; Jianhua Qi; Youji Sakagami
Journal:  Nat Chem Biol       Date:  2011-07-24       Impact factor: 15.040

2.  Synthesis and spectroscopic analysis of a stereoisomer library of the phytophthora mating hormone α1 and derived bis-Mosher esters.

Authors:  Reena Bajpai; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2011-11-28       Impact factor: 15.419

3.  Biologically active Phytophthora mating hormone prepared by catalytic asymmetric total synthesis.

Authors:  Syuzanna R Harutyunyan; Zhijian Zhao; Tim den Hartog; Klaas Bouwmeester; Adriaan J Minnaard; Ben L Feringa; Francine Govers
Journal:  Proc Natl Acad Sci U S A       Date:  2008-06-16       Impact factor: 11.205

4.  Elucidation of the relative and absolute stereochemistry of the kalimantacin/batumin antibiotics.

Authors:  Iain R G Thistlethwaite; Freya M Bull; Chengsen Cui; Paul D Walker; Shu-Shan Gao; Luoyi Wang; Zhongshu Song; Joleen Masschelein; Rob Lavigne; Matthew P Crump; Paul R Race; Thomas J Simpson; Christine L Willis
Journal:  Chem Sci       Date:  2017-07-11       Impact factor: 9.825
  4 in total

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