Entry
Name
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
BRITE hierarchy
Sysname
loganin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ring-cleaving)
Reaction(IUBMB)
loganin + [reduced NADPH---hemoprotein reductase] + O2 = secologanin + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:
R03555 ]
Reaction(KEGG)
Substrate
loganin [CPD:
C01433 ];
[reduced NADPH---hemoprotein reductase] [CPD:
C03024 ];
O2 [CPD:
C00007 ]
Product
secologanin [CPD:
C01852 ];
[oxidized NADPH---hemoprotein reductase] [CPD:
C03161 ];
H2O [CPD:
C00001 ]
Comment
A cytochrome P-450 (heme-thiolate) protein. Secologanin is the precursor of the monoterpenoid indole alkaloids and ipecac alkaloids.
History
EC 1.14.19.62 created 2002 as EC 1.3.3.9, transferred 2018 to EC 1.14.19.62
Pathway
ec01110 Biosynthesis of secondary metabolites
Orthology
Reference
1
Authors
Yamamoto H, Katano N, Ooi Y, Inoue K.
Title
Transformation of loganin and 7-deoxyloganin into secologanin by Lonicera japonica cell suspension cultures.
Journal
Phytochemistry 50:417-422 (1999)
Reference
Authors
Yamamoto H, Katano N, Ooi A, Inoue K.
Title
Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450.
Journal
Reference
Authors
Irmler S, Schroder G, St-Pierre B, Crouch NP, Hotze M, Schmidt J, Strack D, Matern U, Schroder J
Title
Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase.
Journal
Sequence
Other DBs