5-hydroxyfuranocoumarin 5-O-methyltransferase

5-hydroxyfuranocoumarin 5-O-methyltransferase
Identifiers
EC number 2.1.1.69
CAS number 101637-31-4&title= 67339-12-2, 101637-31-4
Databases
IntEnz IntEnz view
BRENDA BRENDA entry
ExPASy NiceZyme view
KEGG KEGG entry
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

5-hydroxyfuranocoumarin 5-O-methyltransferase (EC 2.1.1.69, furanocoumarin 5-methyltransferase, furanocoumarin 5-O-methyltransferase, bergaptol 5-O-methyltransferase, bergaptol O-methyltransferase, bergaptol methyltransferase, S-adenosyl-L-methionine:bergaptol O-methyltransferase, BMT, S-adenosyl-L-methionine:5-hydroxyfuranocoumarin 5.1-O-methyltransferase) is an enzyme with systematic name S-adenosyl-L-methionine:5-hydroxyfurocoumarin 5-O-methyltransferase.[1][2][3][4] This enzyme catalyses the following chemical reaction

(1) S-adenosyl-L-methionine + a 5-hydroxyfurocoumarin S-adenosyl-L-homocysteine + a 5-methoxyfurocoumarin (general reaction)
(2) S-adenosyl-L-methionine + bergaptol S-adenosyl-L-homocysteine + bergapten

The enzyme methylates the 5-hydroxy group of some hydroxy- and methylcoumarins, such as 5-hydroxyxanthotoxin.

References

  1. Thompson HJ, Sharma SK, Brown SA (June 1978). "O-methyltransferases of furanocoumarin biosynthesis". Archives of Biochemistry and Biophysics. 188 (2): 272–81. doi:10.1016/s0003-9861(78)80009-5. PMID 28084.
  2. Sharma SK, Garrett JM, Brown SA (1979). "Separation of the S-adenosylmethionine: 5- and 8-hydroxyfuranocoumarin O-methyltransferases of Ruta graveolens L. by general ligand affinity chromatography". Zeitschrift Fur Naturforschung. Section C, Biosciences. 34C (5–6): 387–91. PMID 156999.
  3. Hauffe, K.D.; Hahlbrock, K.; Scheel, D. (1986). "Elicitor-stimulated furanocoumarin biosynthesis in cultured parsley cells - S-adenosyl-L-methionine-bergaptol and S-adenosyl-L-methionine-xanthotoxol O-methyltransferases". Z. Naturforsch. C: Biosci. 41: 228–239.
  4. Hehmann M, Lukacin R, Ekiert H, Matern U (March 2004). "Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase". European Journal of Biochemistry. 271 (5): 932–40. doi:10.1111/j.1432-1033.2004.03995.x. PMID 15009205.
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