Regiochemical and Stereochemical Evidence for Enzyme-Initiated Catalysis in Dual Positional Specific Maize Lipoxygenase-1
| Autor: | Sungkuk Jang, Keumhwa Kim, Eunji Um, Thavrak Huon, Oksoo Han |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
chemistry.chemical_classification
Binding Sites Molecular Structure biology Molecular model Chemistry Stereochemistry Radical Lipoxygenase Organic Chemistry Active site Stereoisomerism Free Radical Scavengers Zea mays Biochemistry Catalysis Scavenger (chemistry) Cyclic N-Oxides Enzyme Structural isomer biology.protein Spin Labels Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 9:3113-3116 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol0712024 |
| Popis: | Dual positional specific maize lipoxygenase-1 catalyzed the formation of racemic mixtures of four possible regioisomers and was strongly inhibited by the radical scavenger, 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinoxy radical. Molecular modeling studies indicated that the oxygen-binding cavity is segregated from the substrate-binding cavity. The data suggest that a bis-allylic radical reaction intermediate is generated enzymatically, released from the enzyme active site, and subsequently oxygenated outside of the enzyme active site by a nonenzymatic mechanism. |
| Databáze: | OpenAIRE |
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