Literature DB >> 19496101

Structural basis and enzymatic mechanism of the biosynthesis of C9- from C10-monoterpenoid indole alkaloids.

Liuqing Yang1, Marco Hill, Meitian Wang, Santosh Panjikar, Joachim Stöckigt.   

Abstract

Cutting carbons: The three-dimensional structure of polyneuridine aldehyde esterase (PNAE) gives insight into the enzymatic mechanism of the biosynthesis of C(9)- from C(10)-monoterpenoid indole alkaloids (see scheme). PNAE is a very substrate-specific serine esterase. It harbors the catalytic triad S87-D216-H244, and is a new member of the alpha/beta-fold hydrolase superfamily. Its novel function leads to the diversification of alkaloid structures.

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Year:  2009        PMID: 19496101     DOI: 10.1002/anie.200900150

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  Enantiospecific total synthesis of the important biogenetic intermediates along the ajmaline pathway, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epivellosimine and macusine A.

Authors:  Wenyuan Yin; M Shahjahan Kabir; Zhijian Wang; Sundari K Rallapalli; Jun Ma; James M Cook
Journal:  J Org Chem       Date:  2010-05-21       Impact factor: 4.354

2.  Crystal structure of perakine reductase, founding member of a novel aldo-keto reductase (AKR) subfamily that undergoes unique conformational changes during NADPH binding.

Authors:  Lianli Sun; Yixin Chen; Chitra Rajendran; Uwe Mueller; Santosh Panjikar; Meitian Wang; Rebekka Mindnich; Cindy Rosenthal; Trevor M Penning; Joachim Stöckigt
Journal:  J Biol Chem       Date:  2012-02-13       Impact factor: 5.157

3.  Emergent decarboxylase activity and attenuation of α/β-hydrolase activity during the evolution of methylketone biosynthesis in tomato.

Authors:  Michele E Auldridge; Yongxia Guo; Michael B Austin; Justin Ramsey; Eyal Fridman; Eran Pichersky; Joseph P Noel
Journal:  Plant Cell       Date:  2012-04-20       Impact factor: 11.277

Review 4.  Unveiling the functional diversity of the alpha/beta hydrolase superfamily in the plant kingdom.

Authors:  Jeffrey T Mindrebo; Charisse M Nartey; Yoshiya Seto; Michael D Burkart; Joseph P Noel
Journal:  Curr Opin Struct Biol       Date:  2016-09-21       Impact factor: 6.809

Review 5.  Application of the Asymmetric Pictet-Spengler Reaction in the Total Synthesis of Natural Products and Relevant Biologically Active Compounds.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Masumeh Malmir
Journal:  Molecules       Date:  2018-04-18       Impact factor: 4.411

6.  Asymmetric synthesis of N-bridged [3.3.1] ring systems by phosphonium salt/Lewis acid relay catalysis.

Authors:  Jian-Ping Tan; Kehan Li; Boming Shen; Cheng Zhuang; Zanjiao Liu; Kai Xiao; Peiyuan Yu; Bing Yi; Xiaoyu Ren; Tianli Wang
Journal:  Nat Commun       Date:  2022-01-18       Impact factor: 14.919

7.  A Metabolic Gene Cluster in the Wheat W1 and the Barley Cer-cqu Loci Determines β-Diketone Biosynthesis and Glaucousness.

Authors:  Shelly Hen-Avivi; Orna Savin; Radu C Racovita; Wing-Sham Lee; Nikolai M Adamski; Sergey Malitsky; Efrat Almekias-Siegl; Matan Levy; Sonia Vautrin; Hélène Bergès; Gilgi Friedlander; Elena Kartvelishvily; Gil Ben-Zvi; Noam Alkan; Cristobal Uauy; Kostya Kanyuka; Reinhard Jetter; Assaf Distelfeld; Asaph Aharoni
Journal:  Plant Cell       Date:  2016-05-25       Impact factor: 11.277

  7 in total

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