EC |
4.2.3.154 |
Accepted name: |
demethyl-4-deoxygadusol synthase |
Reaction: |
D-sedoheptulose 7-phosphate = demethyl-4-deoxygadusol + phosphate + H2O |
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For diagram of valiolone biosynthesis, click here |
Glossary: |
demethyl-4-deoxygadusol = 2,3,5-trihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-one |
Other name(s): |
Nos2 (gene name); Anb2 (gene name) |
Systematic name: |
D-sedoheptulose-7-phosphate phosphate-lyase (cyclizing; demethyl-4-deoxygadusol-forming) |
Comments: |
The enzyme, characterized from the cyanobacterium Nostoc punctiforme PCC 73102, is involved in the biosynthesis of the sunscreen compound shinorine. It requires a divalent metal ion (Zn2+ or Co2+) and an NAD+ cofactor, which is transiently reduced during the reaction. cf. EC 4.2.3.152, 2-epi-5-epi-valiolone synthase and EC 4.2.3.155, 2-epi-valiolone synthase. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB |
References: |
1. |
Balskus, E.P. and Walsh, C.T. The genetic and molecular basis for sunscreen biosynthesis in cyanobacteria. Science 329 (2010) 1653–1656. [DOI] [PMID: 20813918] |
2. |
Asamizu, S., Xie, P., Brumsted, C.J., Flatt, P.M. and Mahmud, T. Evolutionary divergence of sedoheptulose 7-phosphate cyclases leads to several distinct cyclic products. J. Am. Chem. Soc. 134 (2012) 12219–12229. [DOI] [PMID: 22741921] |
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[EC 4.2.3.154 created 2016] |
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