Literature DB >> 21541432

Biosynthesis via carbocations: theoretical studies on terpene formation.

Dean J Tantillo1.   

Abstract

This review describes applications of quantum chemical calculations in the field of terpene biosynthesis, with a focus on insights into the mechanisms of terpene-forming carbocation rearrangements arising from theoretical studies.

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Year:  2011        PMID： 21541432     DOI： 10.1039/c1np00006c

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN： 0265-0568            Impact factor:   13.423


  74 in total

1.  Draft genome of Omphalotus olearius provides a predictive framework for sesquiterpenoid natural product biosynthesis in Basidiomycota.

Authors:  Grayson T Wawrzyn; Maureen B Quin; Swati Choudhary; Fernando López-Gallego; Claudia Schmidt-Dannert
Journal:  Chem Biol       Date:  2012-06-22

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.  Computational-guided discovery and characterization of a sesquiterpene synthase from Streptomyces clavuligerus.

Authors:  Jeng-Yeong Chow; Bo-Xue Tian; Gurusankar Ramamoorthy; Brandan S Hillerich; Ronald D Seidel; Steven C Almo; Matthew P Jacobson; C Dale Poulter
Journal:  Proc Natl Acad Sci U S A       Date:  2015-04-21       Impact factor: 11.205

4.  Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin.

Authors:  Jiajie Feng; Florian Noack; Michael J Krische
Journal:  J Am Chem Soc       Date:  2016-09-15       Impact factor: 15.419

5.  Computational and Synthetic Investigation of Cationic Rearrangement in the Putative Biosynthesis of Justicane Triterpenoids.

Authors:  Masha Elkin; Anthony C Scruse; Aneta Turlik; Timothy R Newhouse
Journal:  Angew Chem Int Ed Engl       Date:  2018-12-21       Impact factor: 15.336

6.  Carbonium vs. carbenium ion-like transition state geometries for carbocation cyclization - how strain associated with bridging affects 5-exo vs. 6-endo selectivity.

Authors:  Osvaldo Gutierrez; Jason G Harrison; Ryan J Felix; Fernando Cortés Guzman; Michel R Gagné; Dean J Tantillo
Journal:  Chem Sci       Date:  2013-10       Impact factor: 9.825

7.  Quantum chemical study of the isomerization of 24-methylenecycloartanol, a potential marker of olive oil refining.

Authors:  Henry B Wedler; Ryan P Pemberton; Valère Lounnas; Gert Vriend; Dean J Tantillo; Selina C Wang
Journal:  J Mol Model       Date:  2015-04-10       Impact factor: 1.810

Review 8.  Leveraging structure for enzyme function prediction: methods, opportunities, and challenges.

Authors:  Matthew P Jacobson; Chakrapani Kalyanaraman; Suwen Zhao; Boxue Tian
Journal:  Trends Biochem Sci       Date:  2014-07-02       Impact factor: 13.807

9.  Chemical Control in the Battle against Fidelity in Promiscuous Natural Product Biosynthesis: The Case of Trichodiene Synthase.

Authors:  Mudit Dixit; Michal Weitman; Jiali Gao; Dan T Major
Journal:  ACS Catal       Date:  2016-12-02       Impact factor: 13.084

Review 10.  Terpenoid synthase structures: a so far incomplete view of complex catalysis.

Authors:  Yang Gao; Richard B Honzatko; Reuben J Peters
Journal:  Nat Prod Rep       Date:  2012-08-21       Impact factor: 13.423
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