Literature DB >> 15162222

Enzymatic catalysis of the Diels-Alder reaction in the biosynthesis of natural products.

Hideaki Oikawa1, Tetsuo Tokiwano.   

Abstract

Recent studies on enzymes catalyzing the Diels- Alder reaction. often named "Diels-Alderases", clearlydemonstrated the involvement of this synthetically useful reaction in the biosynthesis of natural products.This review covers natural Diels-Alder type cycloadducts. synthetic efforts on the chemical feasibility ofthe biosynthctic Diels - Alder reaction and a brief history of studies on Diels-Alderases. In addition,reaction mechanisms of artificial and natural Diels--Alderases are discussed.

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Year:  2004        PMID: 15162222     DOI: 10.1039/b305068h

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


  33 in total

1.  Dynamically Complex [6+4] and [4+2] Cycloadditions in the Biosynthesis of Spinosyn A.

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Review 2.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

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Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

Review 3.  Natural [4 + 2]-Cyclases.

Authors:  Byung-Sun Jeon; Shao-An Wang; Mark W Ruszczycky; Hung-Wen Liu
Journal:  Chem Rev       Date:  2016-12-01       Impact factor: 60.622

Review 4.  The Enzymology of Organic Transformations: A Survey of Name Reactions in Biological Systems.

Authors:  Chia-I Lin; Reid M McCarty; Hung-Wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-14       Impact factor: 15.336

5.  Total synthesis of brevianamide A.

Authors:  Robert C Godfrey; Nicholas J Green; Gary S Nichol; Andrew L Lawrence
Journal:  Nat Chem       Date:  2020-04-13       Impact factor: 24.427

Review 6.  The expanding world of biosynthetic pericyclases: cooperation of experiment and theory for discovery.

Authors:  Cooper S Jamieson; Masao Ohashi; Fang Liu; Yi Tang; K N Houk
Journal:  Nat Prod Rep       Date:  2019-05-22       Impact factor: 13.423

7.  FAD-dependent enzyme-catalysed intermolecular [4+2] cycloaddition in natural product biosynthesis.

Authors:  Lei Gao; Cong Su; Xiaoxia Du; Ruishan Wang; Shuming Chen; Yu Zhou; Chengwei Liu; Xiaojing Liu; Runze Tian; Liyun Zhang; Kebo Xie; She Chen; Qianqian Guo; Lanping Guo; Yoshio Hano; Manabu Shimazaki; Atsushi Minami; Hideaki Oikawa; Niu Huang; K N Houk; Luqi Huang; Jungui Dai; Xiaoguang Lei
Journal:  Nat Chem       Date:  2020-05-25       Impact factor: 24.427

8.  Total synthesis of (+)-superstolide A.

Authors:  Mariola Tortosa; Neal A Yakelis; William R Roush
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

9.  Enantioselective synthesis of (+)-chamaecypanone C: a novel microtubule inhibitor.

Authors:  Suwei Dong; Ernest Hamel; Ruoli Bai; David G Covell; John A Beutler; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  Genome-Mined Diels-Alderase Catalyzes Formation of the cis-Octahydrodecalins of Varicidin A and B.

Authors:  Dan Tan; Cooper S Jamieson; Masao Ohashi; Man-Cheng Tang; K N Houk; Yi Tang
Journal:  J Am Chem Soc       Date:  2019-01-08       Impact factor: 15.419

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