Literature DB >> 19795053

Bypassing stereoselectivity in the early steps of alkaloid biosynthesis.

Peter Bernhardt1, Nancy Yerkes, Sarah E O'Connor.   

Abstract

Total synthesis of glycosylated seco-iridoid stereoisomers allows the identification and bypassing of the stereoselectivity of early steps in monoterpene indole alkaloid biosynthesis.

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Year:  2009        PMID： 19795053      PMCID： PMC3020909          DOI： 10.1039/b916027m

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


  14 in total

1.  Molecular cloning and analysis of strictosidine beta-D-glucosidase, an enzyme in terpenoid indole alkaloid biosynthesis in Catharanthus roseus.

Authors:  A Geerlings; M M Ibañez; J Memelink; R van Der Heijden; R Verpoorte
Journal:  J Biol Chem       Date:  2000-02-04       Impact factor: 5.157

2.  Development of a highly efficient catalytic method for synthesis of vinyl ethers.

Authors:  Yoshio Okimoto; Satoshi Sakaguchi; Yasutaka Ishii
Journal:  J Am Chem Soc       Date:  2002-02-27       Impact factor: 15.419

Review 3.  Chemistry and biology of monoterpene indole alkaloid biosynthesis.

Authors:  Sarah E O'Connor; Justin J Maresh
Journal:  Nat Prod Rep       Date:  2006-05-26       Impact factor: 13.423

4.  The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed beta-propeller fold in plant proteins.

Authors:  Xueyan Ma; Santosh Panjikar; Juergen Koepke; Elke Loris; Joachim Stöckigt
Journal:  Plant Cell       Date:  2006-03-10       Impact factor: 11.277

5.  Heterologous expression of a Rauvolfia cDNA encoding strictosidine glucosidase, a biosynthetic key to over 2000 monoterpenoid indole alkaloids.

Authors:  Irina Gerasimenko; Yuri Sheludko; Xueyan Ma; Joachim Stöckigt
Journal:  Eur J Biochem       Date:  2002-04

6.  Partial purification and characterization of a NADPH dependent tetrahydroalstonine synthase from Catharanthus roseus cell suspension cultures.

Authors:  T Hemscheidt; M H Zenk
Journal:  Plant Cell Rep       Date:  1985-08       Impact factor: 4.570

7.  Beneficial effect of papaverine plus raubasine in peripheral arterial insufficiency.

Authors:  G Brevetti; M Chiariello; S Verrienti; M Spena; M Desiderati; M Condorelli
Journal:  Angiology       Date:  1983-08       Impact factor: 3.619

8.  Substrate specificity and diastereoselectivity of strictosidine glucosidase, a key enzyme in monoterpene indole alkaloid biosynthesis.

Authors:  Nancy Yerkes; Jia Xin Wu; Elizabeth McCoy; M Carmen Galan; Shi Chen; Sarah E O'Connor
Journal:  Bioorg Med Chem Lett       Date:  2007-11-22       Impact factor: 2.823

9.  Assessment of the therapeutic activity of a combination of almitrine and raubasine on functional rehabilitation following ischaemic stroke.

Authors:  Shunwei Li; Jie Long; Zhizhong Ma; Zhongbao Xu; Jing Li; Zhuo Zhang
Journal:  Curr Med Res Opin       Date:  2004-03       Impact factor: 2.580

Review 10.  The Catharanthus alkaloids: pharmacognosy and biotechnology.

Authors:  Robert van Der Heijden; Denise I Jacobs; Wim Snoeijer; Didier Hallard; Robert Verpoorte
Journal:  Curr Med Chem       Date:  2004-03       Impact factor: 4.530
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  2 in total

1.  Aza-tryptamine substrates in monoterpene indole alkaloid biosynthesis.

Authors:  Hyang-Yeol Lee; Nancy Yerkes; Sarah E O'Connor
Journal:  Chem Biol       Date:  2009-12-24

2.  Total Synthesis of (-)-Strictosidine and Interception of Aryne Natural Product Derivatives "Strictosidyne" and "Strictosamidyne".

Authors:  Sarah M Anthony; Veronica Tona; Yike Zou; Lucas A Morrill; John M Billingsley; Megan Lim; Yi Tang; K N Houk; Neil K Garg
Journal:  J Am Chem Soc       Date:  2021-05-06       Impact factor: 15.419
  2 in total

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