Literature DB >> 13678181

Stabilisation of eudesmane cation by tryptophan 334 during aristolochene synthase catalysis.

Athina Deligeorgopoulou1, Susan E Taylor, Silvia Forcat, Rudolf K Allemann.   

Abstract

Analysis of the hydrocarbons produced during catalysis by mutants of aristolochene synthase from Penicillium roqueforti indicated that Trp 334 had a pivotal function for the efficient production of aristolochene from farnesylpyrophosphate most likely by stabilising the intermediate, eudesmane cation.

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Year:  2003        PMID： 13678181     DOI： 10.1039/b306867f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

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Authors:  David W Christianson
Journal:  Chem Rev       Date:  2017-08-25       Impact factor: 60.622

2.  X-ray crystal structure of aristolochene synthase from Aspergillus terreus and evolution of templates for the cyclization of farnesyl diphosphate.

Authors:  Ekaterina Y Shishova; Luigi Di Costanzo; David E Cane; David W Christianson
Journal:  Biochemistry       Date:  2007-01-30       Impact factor: 3.162

3.  A Catalytic Role for C-H/π Interactions in Base Excision Repair by Bacillus cereus DNA Glycosylase AlkD.

Authors:  Zachary D Parsons; Joshua M Bland; Elwood A Mullins; Brandt F Eichman
Journal:  J Am Chem Soc       Date:  2016-09-01       Impact factor: 15.419

Review 4.  Terpenoid synthase structures: a so far incomplete view of complex catalysis.

Authors:  Yang Gao; Richard B Honzatko; Reuben J Peters
Journal:  Nat Prod Rep       Date:  2012-08-21       Impact factor: 13.423

5.  Characterization of cyclo-acetoacetyl-L-tryptophan dimethylallyltransferase in cyclopiazonic acid biosynthesis: substrate promiscuity and site directed mutagenesis studies.

Authors:  Xinyu Liu; Christopher T Walsh
Journal:  Biochemistry       Date:  2009-11-24       Impact factor: 3.162

6.  Synthetic efficiency in enzyme mechanisms involving carbocations: aristolochene synthase.

Authors:  Rudolf K Allemann; Neil J Young; Shuhua Ma; Donald G Truhlar; Jiali Gao
Journal:  J Am Chem Soc       Date:  2007-10-05       Impact factor: 15.419

Review 7.  Germacrene A-A Central Intermediate in Sesquiterpene Biosynthesis.

Authors:  Houchao Xu; Jeroen S Dickschat
Journal:  Chemistry       Date:  2020-09-30       Impact factor: 5.236

8.  Caryolene-forming carbocation rearrangements.

Authors:  Quynh Nhu N Nguyen; Dean J Tantillo
Journal:  Beilstein J Org Chem       Date:  2013-02-13       Impact factor: 2.883

9.  Nucleophilic Water Capture or Proton Loss: Single Amino Acid Switch Converts δ-Cadinene Synthase into Germacradien-4-ol Synthase.

Authors:  Marianna Loizzi; Veronica González; David J Miller; Rudolf K Allemann
Journal:  Chembiochem       Date:  2017-11-23       Impact factor: 3.164
  9 in total

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