Enzyme

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     1. Oxidoreductases
        1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
            1.14.19 With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
ID:1.14.19.29
Description:Sphingolipid 8-(E/Z)-desaturase.
Alternative Name: 8-sphingolipid desaturase.
8 fatty acid desaturase.

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.19.29
BRENDA Enzyme Link: BRENDA 1.14.19.29
KEGG Enzyme Link: KEGG1.14.19.29
BioCyc Enzyme Link: BioCyc 1.14.19.29
ExPASy Enzyme Link: ExPASy1.14.19.29
EC2PDB Enzyme Link: EC2PDB 1.14.19.29
ExplorEnz Enzyme Link: ExplorEnz 1.14.19.29
PRIAM enzyme-specific profiles Link: PRIAM 1.14.19.29
IntEnz Enzyme Link: IntEnz 1.14.19.29
MEDLINE Enzyme Link: MEDLINE 1.14.19.29
MSA:

1.14.19.29;

Phylogenetic Tree:

1.14.19.29;

Uniprot:
M-CSA:
RHEA:46272 2 [Fe(II)-cytochrome b5] + 2 H(+) + N-acyl-(4R)-hydroxysphinganine + O2 = (4R,8Z)-4-hydroxysphing-8-enine ceramide + 2 [Fe(III)-cytochrome b5] + 2 H2O
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH2;+0:3]-[*:4].[Fe+2;H0:5].[Fe+2;H0:6].[H+;H0:7].[H+;H0:8].[O;H0;+0:9]=[O;H0;+0:10]>>[*:1]-[CH;+0:2]=[CH;+0:3]-[*:4].[Fe+3;H0:5].[Fe+3;H0:6].[OH2;+0:9].[OH2;+0:10]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Conformational studies on the Delta8(E,Z)-sphingolipid desaturase from Helianthus annuus with chiral fluoropalmitic acids as mechanistic probes.Habel A, Sperling P, Bartram S, Heinz E, Boland W2010 Aug 620575587
Disruption of the sphingolipid Delta8-desaturase gene causes a delay in morphological changes in Candida albicans.Oura T, Kajiwara S2008 Dec19047747
A higher plant delta8 sphingolipid desaturase with a preference for (Z)-isomer formation confers aluminum tolerance to yeast and plants.Ryan PR, Liu Q, Sperling P, Dong B, Franke S, Delhaize E2007 Aug17600137
A sphingolipid desaturase from higher plants. Identification of a new cytochrome b5 fusion protein.Sperling P, Zähringer U, Heinz E1998 Oct 309786850
Sphingolipid Δ8 unsaturation is important for glucosylceramide biosynthesis and low-temperature performance in Arabidopsis.Chen M, Markham JE, Cahoon EB2012 Mar22023480
Fatty acid desaturases from the microalga Thalassiosira pseudonana.Tonon T, Sayanova O, Michaelson LV, Qing R, Harvey D, Larson TR, Li Y, Napier JA, Graham IA2005 Jul15978045
Isolation and characterization of the genes encoding delta(8)-sphingolipid desaturase from Saccharomyces kluyveri and Kluyveromyces lactis.Takakuwa N, Kinoshita M, Oda Y, Ohnishi M2002 Dec12402089
Characterization of a Delta8-sphingolipid desaturase from higher plants: a stereochemical and mechanistic study on the origin of E,Z isomers.Beckmann C, Rattke J, Oldham NJ, Sperling P, Heinz E, Boland W2002 Jul 212203571
Functional identification of a delta8-sphingolipid desaturase from Borago officinalis.Sperling P, Libisch B, Zähringer U, Napier JA, Heinz E2001 Apr 1511368168
Further characterization of Delta(8)-sphingolipid desaturases from higher plants.Sperling P, Blume A, Zähringer U, Heinz E2000 Dec11171153
The Delta8-desaturase of Euglena gracilis: an alternate pathway for synthesis of 20-carbon polyunsaturated fatty acids.Wallis JG, Browse J1999 May 1510328826

RHEA:46268 2 [Fe(II)-cytochrome b5] + 2 H(+) + N-acyl-(4R)-hydroxysphinganine + O2 = (4R,8E)-4-hydroxysphingenine ceramide + 2 [Fe(III)-cytochrome b5] + 2 H2O
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH2;+0:3]-[*:4].[Fe+2;H0:5].[Fe+2;H0:6].[H+;H0:7].[H+;H0:8].[O;H0;+0:9]=[O;H0;+0:10]>>[*:1]-[CH;+0:2]=[CH;+0:3]-[*:4].[Fe+3;H0:5].[Fe+3;H0:6].[OH2;+0:9].[OH2;+0:10]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Conformational studies on the Delta8(E,Z)-sphingolipid desaturase from Helianthus annuus with chiral fluoropalmitic acids as mechanistic probes.Habel A, Sperling P, Bartram S, Heinz E, Boland W2010 Aug 620575587
Disruption of the sphingolipid Delta8-desaturase gene causes a delay in morphological changes in Candida albicans.Oura T, Kajiwara S2008 Dec19047747
A higher plant delta8 sphingolipid desaturase with a preference for (Z)-isomer formation confers aluminum tolerance to yeast and plants.Ryan PR, Liu Q, Sperling P, Dong B, Franke S, Delhaize E2007 Aug17600137
A sphingolipid desaturase from higher plants. Identification of a new cytochrome b5 fusion protein.Sperling P, Zähringer U, Heinz E1998 Oct 309786850
Sphingolipid Δ8 unsaturation is important for glucosylceramide biosynthesis and low-temperature performance in Arabidopsis.Chen M, Markham JE, Cahoon EB2012 Mar22023480
Fatty acid desaturases from the microalga Thalassiosira pseudonana.Tonon T, Sayanova O, Michaelson LV, Qing R, Harvey D, Larson TR, Li Y, Napier JA, Graham IA2005 Jul15978045
Isolation and characterization of the genes encoding delta(8)-sphingolipid desaturase from Saccharomyces kluyveri and Kluyveromyces lactis.Takakuwa N, Kinoshita M, Oda Y, Ohnishi M2002 Dec12402089
Characterization of a Delta8-sphingolipid desaturase from higher plants: a stereochemical and mechanistic study on the origin of E,Z isomers.Beckmann C, Rattke J, Oldham NJ, Sperling P, Heinz E, Boland W2002 Jul 212203571
Functional identification of a delta8-sphingolipid desaturase from Borago officinalis.Sperling P, Libisch B, Zähringer U, Napier JA, Heinz E2001 Apr 1511368168
Further characterization of Delta(8)-sphingolipid desaturases from higher plants.Sperling P, Blume A, Zähringer U, Heinz E2000 Dec11171153
The Delta8-desaturase of Euglena gracilis: an alternate pathway for synthesis of 20-carbon polyunsaturated fatty acids.Wallis JG, Browse J1999 May 1510328826