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Ligand a (4R)-4-hydroxysphinganine ceramide

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Natural Substrate (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8E)-4-hydroxysphing-8-enine ceramide + (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

684433, 734912

-

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8E)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

712836, 733940, 689583, 726865, 734929, 728540, 657719

-

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

712836, 733940, 726865, 734929, 689583, 728540, 657719

-

1.14.19.29

a (4R)-4-hydroxysphinganine ceramide + 2 ferrocytochrome b5 + O2 + 2 H+ = a (4R,8E)-4-hydroxysphing-8-enine ceramide + 2 ferricytochrome b5 + 2 H2O

745637, 745033

-

1.14.19.29

a (4R)-4-hydroxysphinganine ceramide + 2 ferrocytochrome b5 + O2 + 2 H+ = a (4R,8Z)-4-hydroxysphing-8-enine ceramide + 2 ferricytochrome b5 + 2 H2O

745637, 745033

-

1.14.19.29

5 entries

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8E)-4-hydroxysphing-8-enine ceramide + (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

684433, 734912

-

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8E)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

712836, 733940, 689583, 726865, 734929, 728540, 657719

-

1.14.19.29

(4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ = (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O

712836, 733940, 726865, 734929, 689583, 728540, 657719

-

1.14.19.29

a (4R)-4-hydroxysphinganine ceramide + 2 ferrocytochrome b5 + O2 + 2 H+ = a (4R,8E)-4-hydroxysphing-8-enine ceramide + 2 ferricytochrome b5 + 2 H2O

745637, 745033

-

1.14.19.29

a (4R)-4-hydroxysphinganine ceramide + 2 ferrocytochrome b5 + O2 + 2 H+ = a (4R,8Z)-4-hydroxysphing-8-enine ceramide + 2 ferricytochrome b5 + 2 H2O

745637, 745033

-

1.14.19.29

5 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.24

acyl-CoA + phytosphingosine = CoA + N-acylphytosphingosine

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-

Enzyme Kinetic Parameters

References & Links

Literature References (11)

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Show Reference (11 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

657719

11162428

Chimeras of DELTA6-fatty acid and DELTA8-sphingolipid desaturases

2000

Libisch, B.; Michaelson, L.V.; Lewis, M.J.; Shewry, P.R.; Napier, J.A.

Biochem. Biophys. Res. Commun.

279

779-785

684433

12203571

Characterization of a DELTA8-sphingolipid desaturase from higher plants: a stereochemical and mechanistic study on the origin of E,Z isomers

2002

Beckmann Christop, B.C.; Rattke Janin, R.J.; Oldham Neil, O.N.; Sperling Petr, S.P.; Heinz Erns, H.E.; Boland Wilhel, B.W.

Angew. Chem. Int. Ed. Engl.

41

2298-2300

689583

17600137

A higher plant DELTA8 sphingolipid desaturase with a preference for (Z)-isomer formation confers aluminum tolerance to yeast and plants

2007

Ryan, P.R.; Liu, Q.; Sperling, P.; Dong, B.; Franke, S.; Delhaize, E.

Plant Physiol.

144

1968-1977

712836

20575587

Conformational studies on the DELTA8(E,Z)-sphingolipid desaturase from Helianthus annuus with chiral fluoropalmitic acids as mechanistic probes

2010

Habel, A.; Sperling, P.; Bartram, S.; Heinz, E.; Boland, W.

J. Org. Chem.

75

4975-4982

726865

22100812

Newly identified essential amino acid residues affecting DELTA8-sphingolipid desaturase activity revealed by site-directed mutagenesis

2011

Li, S.F.; Song, L.Y.; Zhang, G.J.; Yin, W.B.; Chen, Y.H.; Wang, R.R.; Hu, Z.M.

Biochem. Biophys. Res. Commun.

416

165-171

728540

24366682

Identification of the substrate recognition region in the DELTA6-fatty acid and DELTA8-sphingolipid desaturase by fusion mutagenesis

2014

Song, L.; Zhang, Y.; Li, S.; Hu, J.; Yin, W.; Chen, Y.; Hao, S.; Wang, B.; Wang, R.; Hu, Z.

Planta

239

753-763

733940

-

Three homologous genes encoding functional DELTA8-sphingolipid desaturase in Populus tomentosa

2014

Li, S.; Zhang, G.; Yuan, Y.; Wang, C.; Gao, W.; Deng, C.; Lu, L.; Hu, Z.

Genes Genomics

36

293-301

734912

22023480

Sphingolipid DELTA8 unsaturation is important for glucosylceramide biosynthesis and low-temperature performance in Arabidopsis

2012

Chen, M.; Markham, J.; Cahoon, E.

Plant J.

69

769-781

734929

17325828

Cloning and molecular characterisation of a DELTA8-sphingolipid-desaturase from Nicotiana tabacum closely related to DELTA6-acyl-desaturases

2007

Garcia-Maroto, F.; Garrido-Cardenas, J.A.; Michaelson, L.V.; Napier, J.A.; Alonso, D.L.

Plant Mol. Biol.

64

241-250

745033

-

Three homologous genes encoding functional DELTA8-sphingolipid desaturase in Populus tomentosa

2014

Li, S.; Zhang, G.; Yuan, Y.; Wang, C.; Gao, W.; Deng, C.; Lu, L.; Hu, Z.

Genes Genomics

36

293-301

745637

27294968

Genes encoding DELTA8-sphingolipid desaturase from various plants identification, biochemical functions, and evolution

2016

Li, S.F.; Zhang, G.J.; Zhang, X.J.; Yuan, J.H.; Deng, C.L.; Hu, Z.M.; Gao, W.J.

J. Plant Res.

129

979-987

Links to other databases for a (4R)-4-hydroxysphinganine ceramide

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Show Links (1 entry)