KEGG   ENZYME: 1.14.18.4Help
Entry
EC 1.14.18.4                Enzyme                                 

Name
phosphatidylcholine 12-monooxygenase;
ricinoleic acid synthase;
oleate Delta12-hydroxylase;
oleate Delta12-monooxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With another compound as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
1-acyl-2-oleoyl-sn-glycero-3-phosphocholine,ferrocytochrome-b5:oxygen oxidoreductase (12-hydroxylating)
Reaction(IUBMB)
a 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine + 2 ferrocytochrome b5 + O2 + 2 H+ = a 1-acyl-2-[(12R)-12-hydroxyoleoyl]-sn-glycero-3-phosphocholine + 2 ferricytochrome b5 + H2O [RN:R11002]
Reaction(KEGG)
Substrate
1-acyl-2-oleoyl-sn-glycero-3-phosphocholine [CPD:C01282];
ferrocytochrome b5 [CPD:C00999];
O2 [CPD:C00007];
H+ [CPD:C00080]
Product
1-acyl-2-[(12R)-12-hydroxyoleoyl]-sn-glycero-3-phosphocholine [CPD:C21019];
ferricytochrome b5 [CPD:C00996];
H2O [CPD:C00001]
Comment
The enzyme, characterized from the plant Ricinus communis (castor bean), is involved in production of the 12-hydroxylated fatty acid ricinoleate. The enzyme, which shares sequence similarity with fatty-acyl desaturases, requires a cytochrome b5 as the electron donor.
History
EC 1.14.18.4 created 1984 as EC 1.14.13.26, transferred 2015 to EC 1.14.18.4
Orthology
K21704  phosphatidylcholine 12-monooxygenase
Genes
RCU: 8267537
Taxonomy
Reference
1  [PMID:4289003]
  Authors
Galliard T, Stumpf PK.
  Title
Fat metabolism in higher plants. 30. Enzymatic synthesis of ricinoleic acid by a microsomal preparation from developing Ricinus communis seeds.
  Journal
J Biol Chem 241:5806-12 (1966)
Reference
2  [PMID:16661734]
  Authors
Moreau RA, Stumpf PK.
  Title
Recent Studies of the Enzymic Synthesis of Ricinoleic Acid by Developing Castor Beans.
  Journal
Plant Physiol 67:672-676 (1981)
Reference
3  [PMID:1417766]
  Authors
Smith MA, Jonsson L, Stymne S, Stobart K
  Title
Evidence for cytochrome b5 as an electron donor in ricinoleic acid biosynthesis in microsomal preparations from developing castor bean (Ricinus communis L.).
  Journal
Biochem J 287 ( Pt 1):141-4 (1992)
Reference
4  [PMID:8784737]
  Authors
Lin JT, McKeon TA, Goodrich-Tanrikulu M, Stafford AE
  Title
Characterization of oleoyl-12-hydroxylase in castor microsomes using the putative substrate, 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine.
  Journal
Lipids 31:571-7 (1996)
DOI:10.1007/BF02523827
Reference
5  [PMID:9085577]
  Authors
Broun P, Somerville C
  Title
Accumulation of ricinoleic, lesquerolic, and densipolic acids in seeds of transgenic Arabidopsis plants that express a fatty acyl hydroxylase cDNA from castor bean.
  Journal
Plant Physiol 113:933-42 (1997)
DOI:10.1104/pp.113.3.933
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.18.4
IUBMB Enzyme Nomenclature: 1.14.18.4
ExPASy - ENZYME nomenclature database: 1.14.18.4
BRENDA, the Enzyme Database: 1.14.18.4
CAS: 77950-95-9

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