Literature DB >> 18033581

Enzymatic synthesis of cyclic triterpenes.

Ikuro Abe1.   

Abstract

This review covers recent advances in the chemistry and enzymology of squalene cyclase and oxidosqualene cyclase. The enzymatic cyclizations of squalene and oxidosqualene are the most remarkable steps in the biosynthesis of sterols and triterpenes. The polyenes are converted to various polycyclic triterpenes by different enzyme systems employing only small modification of the active-site. Recent crystallographic and structure-based mutagenesis studies as well as utilization of chemically synthesized active-site probes have begun to reveal intimate structural details of the enzyme-templated cyclization reactions. 126 References are cited.

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Year:  2007        PMID: 18033581     DOI: 10.1039/b616857b

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


  40 in total

Review 1.  Protein engineering towards natural product synthesis and diversification.

Authors:  Angelica O Zabala; Ralph A Cacho; Yi Tang
Journal:  J Ind Microbiol Biotechnol       Date:  2011-10-18       Impact factor: 3.346

2.  Catalytic promiscuity in the biosynthesis of cyclic peptide secondary metabolites in planktonic marine cyanobacteria.

Authors:  Bo Li; Daniel Sher; Libusha Kelly; Yanxiang Shi; Katherine Huang; Patrick J Knerr; Ike Joewono; Doug Rusch; Sallie W Chisholm; Wilfred A van der Donk
Journal:  Proc Natl Acad Sci U S A       Date:  2010-05-17       Impact factor: 11.205

3.  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

Review 4.  Oxidative Cyclization in Natural Product Biosynthesis.

Authors:  Man-Cheng Tang; Yi Zou; Kenji Watanabe; Christopher T Walsh; Yi Tang
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

5.  Two oxidosqualene cyclases responsible for biosynthesis of tomato fruit cuticular triterpenoids.

Authors:  Zhonghua Wang; Ortwin Guhling; Ruonan Yao; Fengling Li; Trevor H Yeats; Jocelyn K C Rose; Reinhard Jetter
Journal:  Plant Physiol       Date:  2010-11-08       Impact factor: 8.340

6.  Combinatorial biosynthesis of sapogenins and saponins in Saccharomyces cerevisiae using a C-16α hydroxylase from Bupleurum falcatum.

Authors:  Tessa Moses; Jacob Pollier; Lorena Almagro; Dieter Buyst; Marc Van Montagu; María A Pedreño; José C Martins; Johan M Thevelein; Alain Goossens
Journal:  Proc Natl Acad Sci U S A       Date:  2014-01-13       Impact factor: 11.205

7.  Specificity Distorted: Chemical Induction of Biological Paracatalysis.

Authors:  Brian P Callahan; Daniel A Ciulla; Andrew G Wagner; Zihan Xu; Xiaoyu Zhang
Journal:  Biochemistry       Date:  2020-09-15       Impact factor: 3.162

8.  Methyl jasmonate-elicited transcriptional responses and pentacyclic triterpene biosynthesis in sweet basil.

Authors:  Rajesh Chandra Misra; Protiti Maiti; Chandan Singh Chanotiya; Karuna Shanker; Sumit Ghosh
Journal:  Plant Physiol       Date:  2013-12-23       Impact factor: 8.340

9.  The cation-π interaction.

Authors:  Dennis A Dougherty
Journal:  Acc Chem Res       Date:  2012-12-07       Impact factor: 22.384

Review 10.  Traversing the fungal terpenome.

Authors:  Maureen B Quin; Christopher M Flynn; Claudia Schmidt-Dannert
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

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