Literature DB >> 25764274

Feasibility of intramolecular proton transfers in terpene biosynthesis--guiding principles.

Young J Hong1, Dean J Tantillo1.   

Abstract

On the basis of results from quantum chemical calculations, the feasibility of an extensive series of intramolecular proton-transfer reactions postulated to occur during terpene biosynthesis is assessed and guiding principles are proposed.

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Year:  2015        PMID: 25764274     DOI: 10.1021/ja512685x

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Nature as organic chemist.

Authors:  David E Cane
Journal:  J Antibiot (Tokyo)       Date:  2016-07       Impact factor: 2.649

2.  Predicting Productive Binding Modes for Substrates and Carbocation Intermediates in Terpene Synthases-Bornyl Diphosphate Synthase as a Representative Case.

Authors:  Terrence E O'Brien; Steven J Bertolani; Yue Zhang; Justin B Siegel; Dean J Tantillo
Journal:  ACS Catal       Date:  2018-03-08       Impact factor: 13.084

Review 3.  General base-general acid catalysis by terpenoid cyclases.

Authors:  Travis A Pemberton; David W Christianson
Journal:  J Antibiot (Tokyo)       Date:  2016-04-13       Impact factor: 2.649

4.  "Cation-Stitching Cascade": exquisite control of terpene cyclization in cyclooctatin biosynthesis.

Authors:  Hajime Sato; Kazuya Teramoto; Yui Masumoto; Noriyuki Tezuka; Kenta Sakai; Shota Ueda; Yusuke Totsuka; Tetsuro Shinada; Makoto Nishiyama; Chao Wang; Tomohisa Kuzuyama; Masanobu Uchiyama
Journal:  Sci Rep       Date:  2015-12-18       Impact factor: 4.379

5.  Mechanistically informed predictions of binding modes for carbocation intermediates of a sesquiterpene synthase reaction.

Authors:  T E O'Brien; S J Bertolani; D J Tantillo; J B Siegel
Journal:  Chem Sci       Date:  2016-03-21       Impact factor: 9.825

Review 6.  Dynamic behavior of rearranging carbocations - implications for terpene biosynthesis.

Authors:  Stephanie R Hare; Dean J Tantillo
Journal:  Beilstein J Org Chem       Date:  2016-02-29       Impact factor: 2.883

  6 in total

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