KEGG ENZYME: 2.1.1.70

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

Authors

Hauffe KD, Hahlbrock K, 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

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