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Molecular dynamics study of taxadiene synthase catalysis
- Source :
- Journal of Computational Chemistry. 39:1215-1225
- Publication Year :
- 2018
- Publisher :
- Wiley, 2018.
-
Abstract
- Molecular dynamics (MD) simulations have been performed to study the dynamic behavior of noncovalent enzyme carbocation complexes involved in the cyclization of geranylgeranyl diphosphate to taxadiene catalyzed by taxadiene synthase (TXS). Taxadiene and the observed four side products originate from the deprotonation of carbocation intermediates. The MD simulations of the TXS carbocation complexes provide insights into potential deprotonation mechanisms of such carbocations. The MD results do not support a previous hypothesis that carbocation tumbling is a key factor in the deprotonation of the carbocations by pyrophosphate. Instead water bridges are identified which may allow the formation of side products via multiple proton transfer reactions. A novel reaction path for taxadiene formation is proposed on the basis of the simulations. © 2018 Wiley Periodicals, Inc.
- Subjects :
- biology
010405 organic chemistry
Chemistry
Stereochemistry
Taxadiene
General Chemistry
Carbocation
010402 general chemistry
01 natural sciences
Pyrophosphate
0104 chemical sciences
Catalysis
Computational Mathematics
Molecular dynamics
chemistry.chemical_compound
Deprotonation
Taxadiene synthase
biology.protein
Enzyme promiscuity
Subjects
Details
- ISSN :
- 01928651
- Volume :
- 39
- Database :
- OpenAIRE
- Journal :
- Journal of Computational Chemistry
- Accession number :
- edsair.doi.dedup.....5c8e32eff1d7bfd59c874e044e55239a