Literature DB >> 24326700

Pentalenene formation mechanisms redux.

Michael W Lodewyk1, Dan Willenbring, Dean J Tantillo.   

Abstract

Quantum chemical calculations are used to assess various means of lowering the barrier for the dyotropic rearrangement previously proposed to occur during the carbocation rearrangement process promoted by pentalenene synthase. Several means of lowering this barrier, including a stepwise pathway for dyotropic rearrangement, are uncovered.

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Year:  2014        PMID： 24326700     DOI： 10.1039/c3ob42005a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  5 in total

1.  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

2.  Crystal Structure of Cucumene Synthase, a Terpenoid Cyclase That Generates a Linear Triquinane Sesquiterpene.

Authors:  Patrick N Blank; Travis A Pemberton; Jeng-Yeong Chow; C Dale Poulter; David W Christianson
Journal:  Biochemistry       Date:  2018-10-22       Impact factor: 3.162

3.  Mechanism Underlying Anti-Markovnikov Addition in the Reaction of Pentalenene Synthase.

Authors:  Jason O Matos; Ramasamy P Kumar; Alison C Ma; MacKenzie Patterson; Isaac J Krauss; Daniel D Oprian
Journal:  Biochemistry       Date:  2020-08-18       Impact factor: 3.162

4.  Theoretical Study of Sesterfisherol Biosynthesis: Computational Prediction of Key Amino Acid Residue in Terpene Synthase.

Authors:  Hajime Sato; Koji Narita; Atsushi Minami; Mami Yamazaki; Chao Wang; Hironori Suemune; Shingo Nagano; Takeo Tomita; Hideaki Oikawa; Masanobu Uchiyama
Journal:  Sci Rep       Date:  2018-02-06       Impact factor: 4.379

5.  Bioinspired synthesis of pentacyclic onocerane triterpenoids.

Authors:  Florian Bartels; Young J Hong; Daijiro Ueda; Manuela Weber; Tsutomu Sato; Dean J Tantillo; Mathias Christmann
Journal:  Chem Sci       Date:  2017-10-16       Impact factor: 9.825
  5 in total

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