KEGG ENZYME: 1.14.18.4

ENZYME: 1.14.18.4

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

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)

R11002

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

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)
DOI:10.1104/pp.67.4.672

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)
DOI:10.1042/bj2870141

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

[ag:AAC49010]

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

DBGET integrated database retrieval system