ExplorEnz: EC 4.1.99.27

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4.1.99.27

Accepted name:

cyclopenase

Reaction:

(–)-cyclopenine = viridicatin + methyl isocyanate

For diagram of cyclopeptine, cyclopenine and viridicatin biosynthesis, click here

Glossary:

(–)-cyclopenine = (3S,3′R)-4-methyl-3′-phenyl-1H-spiro[1,4-benzodiazepine-3,2′-oxirane]-2,5-dione
viridicatin = 3-hydroxy-4-phenyl-1H-quinolin-2-one

Other name(s):

asqI (gene name)

Systematic name:

(–)-cyclopenine methyl-isocyanate lyase (viridicatin-forming)

Comments:

This fungal enzyme catalyses a key reaction in the biosynthesis of quinolone compounds, converting the benzodiazepine structure into a quinolone structure. The enzyme is also active with (–)-4′-methoxycyclopenine.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Kishimoto, S., Hara, K., Hashimoto, H., Hirayama, Y., Champagne, P.A., Houk, K.N., Tang, Y. and Watanabe, K. Enzymatic one-step ring contraction for quinolone biosynthesis. Nat. Commun. 9:2826 (2018). [DOI] [PMID: 30026518]

[EC 4.1.99.27 created 2022]