Literature DB >> 7763429

Strictosidine: from alkaloid to enzyme to gene.

T M Kutchan1.   

Abstract

In this review, the elucidation of the structure of the first key alkaloidal intermediate in monoterpenoid indole alkaloid biosynthesis, 3 alpha(S)-strictosidine, is presented. The discovery of the enzyme which catalyses the stereospecific formation of this alkaloidal precursor from tryptamine and secologanin, strictosidine synthase, is also detailed. From the knowledge provided by the stereochemical structure of strictosidine and the biochemical characteristics of the biosynthetic enzyme, strictosidine synthase, a new approach to the study of monoterpenoid indole alkaloid biosynthesis was developed. Physiological studies of monoterpenoid indole alkaloid biosynthesis at the enzymic level in plants and plant cell cultures were performed followed by the analyses of these systems at the level of molecular genetics.

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Year:  1993        PMID: 7763429     DOI: 10.1016/s0031-9422(00)95128-8

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  19 in total

1.  Catharanthus roseus G-box binding factors 1 and 2 act as repressors of strictosidine synthase gene expression in cell cultures.

Authors:  Y Sibéril; S Benhamron; J Memelink; N Giglioli-Guivarc'h; M Thiersault; B Boisson; P Doireau; P Gantet
Journal:  Plant Mol Biol       Date:  2001-03       Impact factor: 4.076

Review 2.  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

3.  Alkaloid Biosynthesis[mdash]The Basis for Metabolic Engineering of Medicinal Plants.

Authors:  T. M. Kutchan
Journal:  Plant Cell       Date:  1995-07       Impact factor: 11.277

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.  Total synthesis of the unusual monoterpenoid indole alkaloid (±)-alstilobanine A.

Authors:  Yiqing Feng; Max M Majireck; Steven M Weinreb
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-19       Impact factor: 15.336

6.  Functional expression of an ajmaline pathway-specific esterase from Rauvolfia in a novel plant-virus expression system.

Authors:  Martin Ruppert; Jörn Woll; Anatoli Giritch; Ezzat Genady; Xueyan Ma; Joachim Stöckigt
Journal:  Planta       Date:  2005-08-18       Impact factor: 4.116

7.  Strictosidine synthase from Catharanthus roseus: purification and characterization of multiple forms.

Authors:  A de Waal; A H Meijer; R Verpoorte
Journal:  Biochem J       Date:  1995-03-01       Impact factor: 3.857

8.  Total syntheses of the monoterpene indole alkaloids (±)-alstilobanine A and E and (±)-angustilodine.

Authors:  Yiqing Feng; Max M Majireck; Steven M Weinreb
Journal:  J Org Chem       Date:  2013-12-12       Impact factor: 4.354

9.  Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle.

Authors:  Peter Bernhardt; Elizabeth McCoy; Sarah E O'Connor
Journal:  Chem Biol       Date:  2007-08

10.  Biosynthesis of camptothecin. In silico and in vivo tracer study from [1-13C]glucose.

Authors:  Yasuyo Yamazaki; Mariko Kitajima; Masanori Arita; Hiromitsu Takayama; Hiroshi Sudo; Mami Yamazaki; Norio Aimi; Kazuki Saito
Journal:  Plant Physiol       Date:  2003-12-04       Impact factor: 8.340

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