KEGG   ENZYME: 2.1.1.70
Entry
EC 2.1.1.70                 Enzyme                                 
Name
8-hydroxyfuranocoumarin 8-O-methyltransferase;
furanocoumarin 8-methyltransferase;
furanocoumarin 8-O-methyl-transferase;
xanthotoxol 8-O-methyltransferase;
XMT;
8-hydroxyfuranocoumarin 8-O-methyltransferase;
SAM:xanthotoxol O-methyltransferase;
S-adenosyl-L-methionine:8-hydroxyfuranocoumarin 8-O-methyltransferase;
xanthotoxol methyltransferase;
xanthotoxol O-methyltransferase;
S-adenosyl-L-methionine:xanthotoxol O-methyltransferase;
S-adenosyl-L-methionine-xanthotoxol O-methyltransferase
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:8-hydroxyfurocoumarin 8-O-methyltransferase
Reaction(IUBMB)
(1) S-adenosyl-L-methionine + an 8-hydroxyfurocoumarin = S-adenosyl-L-homocysteine + an 8-methoxyfurocoumarin (general reaction);
(2) S-adenosyl-L-methionine + xanthotoxol = S-adenosyl-L-homocysteine + xanthotoxin [RN:R02982]
Reaction(KEGG)
R02982
Substrate
S-adenosyl-L-methionine [CPD:C00019];
8-hydroxyfurocoumarin;
xanthotoxol [CPD:C00841]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
8-methoxyfurocoumarin;
xanthotoxin [CPD:C01864]
Comment
Converts xanthotoxol into xanthotoxin, which has therapeutic potential in the treatment of psoriasis as it has photosensitizing and antiproliferative activities [4]. Methylates the 8-hydroxy group of some hydroxy- and methylcoumarins, but has little activity on non-coumarin phenols (see also EC 2.1.1.69, 5-hydroxyfuranocoumarin 5-O-methyltransferase).
History
EC 2.1.1.70 created 1984, modified 2006 (EC 2.1.1.93 created 2006, incorporated 2008)
Pathway
ec00999  Biosynthesis of various plant secondary metabolites
ec01110  Biosynthesis of secondary metabolites
Reference
1  [PMID:28084]
  Authors
Thompson HJ, Sharma SK, Brown SA.
  Title
O-methyltransferases of furanocoumarin biosynthesis.
  Journal
Arch Biochem Biophys 188:272-81 (1978)
DOI:10.1016/S0003-9861(78)80009-5
Reference
2
  Authors
Hauffe, K.D., Hahlbrock, K. and Scheel, D.
  Title
Elicitor-stimulated furanocoumarin biosynthesis in cultured parsley cells - S-adenosyl-L-methionine-bergaptol and S-adenosyl-L-methionine-xanthotoxol O-methyltransferases.
  Journal
Z Naturforsch C: Biosci 41:228-239 (1986)
Reference
3  [PMID:156999]
  Authors
Sharma SK, Garrett JM, Brown SA.
  Title
Separation of the S-adenosylmethionine: 5- and 8-hydroxyfuranocoumarin O-methyltransferases of Ruta graveolens L. by general ligand affinity chromatography.
  Journal
Z Naturforsch [C] 34C:387-91 (1979)
DOI:10.1515/znc-1979-5-611
Reference
4  [PMID:15009205]
  Authors
Hehmann M, Lukacin R, Ekiert H, Matern U
  Title
Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase.
  Journal
Eur J Biochem 271:932-40 (2004)
DOI:10.1111/j.1432-1033.2004.03995.x
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.70
IUBMB Enzyme Nomenclature: 2.1.1.70
ExPASy - ENZYME nomenclature database: 2.1.1.70
BRENDA, the Enzyme Database: 2.1.1.70
CAS: 67339-13-3

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