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Literature DB >> 28349600

Importance of Inherent Substrate Reactivity in Enzyme-Promoted Carbocation Cyclization/Rearrangements.

Abstract

The importance of inherent substrate reactivity for terpene synthase enzymes is discussed, with a focus on recent experimental tests of predictions derived from computations on gas-phase reactivity of carbocations.

Entities: Chemical

Keywords: carbocations; enzymes; inherent reactivity; intrinsic reactivity; terpenes

Mesh：

Substances：

Year: 2017 PMID： 28349600 DOI： 10.1002/anie.201702363

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

28 in total

1. Combinatorial biosynthesis and the basis for substrate promiscuity in class I diterpene synthases.

Authors: Meirong Jia; Sambit K Mishra; Samuel Tufts; Robert L Jernigan; Reuben J Peters
Journal: Metab Eng Date: 2019-06-17 Impact factor: 9.783

2. Biomimetic Platinum-Promoted Polyene Polycyclizations: Influence of Alkene Substitution and Pre-cyclization Conformations.

Authors: Christina H McCulley; Michael J Geier; Brandi M Hudson; Michel R Gagné; Dean J Tantillo
Journal: J Am Chem Soc Date: 2017-08-03 Impact factor: 15.419

3. Crystal Structure and Mechanistic Molecular Modeling Studies of Mycobacterium tuberculosis Diterpene Cyclase Rv3377c.

Authors: Yue Zhang; Lisa M Prach; Terrence E O'Brien; Frank DiMaio; Daniil M Prigozhin; Jacob E Corn; Tom Alber; Justin B Siegel; Dean J Tantillo
Journal: Biochemistry Date: 2020-11-12 Impact factor: 3.162

4. Catalytic Bases and Stereocontrol in Lamiaceae Class II Diterpene Cyclases.

Authors: Samuel Schulte; Kevin C Potter; Cody Lemke; Reuben J Peters
Journal: Biochemistry Date: 2018-05-31 Impact factor: 3.162

5. Mechanistic Insights into the Formation of the 6,10-Bicyclic Eunicellane Skeleton by the Bacterial Diterpene Synthase Bnd4.

Authors: Baofu Xu; Dean J Tantillo; Jeffrey D Rudolf
Journal: Angew Chem Int Ed Engl Date: 2021-09-20 Impact factor: 16.823

6. Computational Prediction and Experimental Validation of a Bridged Cation Intermediate in Akanthomycin Biosynthesis.

Authors: Cooper S Jamieson; Masao Ohashi; K N Houk; Yi Tang
Journal: J Am Chem Soc Date: 2022-03-17 Impact factor: 16.383

7. 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