EC Number |
Reaction |
Reference |
---|
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
a concerted or stepwise mechanism involving carbonium ion or covalent intermediates are not likely to be operative for the enzyme-catalyzed syn (cis) elimination |
3651 |
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
in the reverse reaction the alpha proton of muconolactone is abstracted by a homolog of Lys166(Lys169) to generate an enolic intermediate, this intermediate undergoes vinylopous beta-elimination of the remote carboxylate group to produce cis,cis-muconate |
3644 |
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
Mn2+ and Lys167 provide electrophilic stabilization of the enol/enolate intermediate that is formed during the course of the reaction |
-, 3645 |
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
reaction may proceed through formation of an intermediate carbanion located alpha to a carboxyl group, subsequent protonation of this putative carbanion, the carbanion is generated by attack of the remote carboxylate group on a double bond |
3649 |
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
reaction mechanism, DFT QM/MM calculations and structure-function relationship, overview |
715976 |
5.5.1.1 | (+)-muconolactone = cis,cis-muconate |
syn lactonization |
3646 |