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Literature summary extracted from

  • Beckmann Christop, B.C.; Rattke Janin, R.J.; Oldham Neil, O.N.; Sperling Petr, S.P.; Heinz Erns, H.E.; Boland Wilhel, B.W.
    Characterization of a DELTA8-sphingolipid desaturase from higher plants: a stereochemical and mechanistic study on the origin of E,Z isomers (2002), Angew. Chem. Int. Ed. Engl., 41, 2298-2300.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.19.4 functional expression in Saccharomyces cerevisiae, using the constitutive ADH1 promotor of the yeast expression vector pVT-U-102, results in synthesis of acylated (8E)- and (8Z)-4-hydroxy-8-sphingenine via N-acyl-4-hydroxysphinganine from fed deuterium-labeled palmitic acid, primary kinetic isotope effects, overview Helianthus annuus
1.14.19.29 expressed in Saccharomyces cerevisiae Helianthus annuus
1.14.19.29 the open reading frame is cloned behind the constitutive ADH1 promotor of the yeast expression vector pVT-U-102 and transformed in Saccharomyces cerevisiae INVSc1 Helianthus annuus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.29 (4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+ Helianthus annuus
-
 (4R,8E)-4-hydroxysphing-8-enine ceramide + (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O 7:1 product mixture of (4R,8E)- and (4R,8Z)-4-hydroxy-sphing-8-enine ceramide ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+ Helianthus annuus
-
 (4R,8E)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O
-
 ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+ Helianthus annuus
-
 (4R,8Z)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O (2) ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.4 Helianthus annuus
-
-
-
1.14.19.4 no activity in Saccharomyces cerevisiae
-
-
-
1.14.19.29 Helianthus annuus
-
-
-
1.14.19.29 Helianthus annuus Q43469
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.4 phytosphinganine + reduced acceptor + O2 reaction in a in a stereospecific manner by syn elimination of two vicinal hydrogen atoms Helianthus annuus (8E)-4-hydroxy-8-sphingenine + (8Z)-4-hydroxy-8-sphingenine + acceptor + H2O production of two water molecules in the reaction ?
1.14.19.29 (4R)-4-hydroxysphinganine ceramide + ferrocytochrome b5 + O2 + H+
-
 Helianthus annuus (4R,8E)-4-hydroxysphing-8-enine ceramide + (4R,8Z)-4-hydroxysphing-8-enine ceramide + ferricytochrome b5 + H2O 7:1 product mixture of (4R,8E)- and (4R,8Z)-4-hydroxy-sphing-8-enine ceramide ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+
-
 Helianthus annuus (4R,8E)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O
-
 ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+ the enzyme expressed in Saccharomyces cerevisiae converts 4-hydroxy-sphinganine (phytosphinganine) into a 7:1 mixture of (4R,8E)- and (4R,8Z)-4-hydroxy-8-sphingenine. Both desaturation steps leading to either the 8E or the 8Z isomer of 4-hydroxy-8-sphingenine involved the syn elimination of two vicinal hydrogen atoms Helianthus annuus (4R,8E)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O
-
 ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+
-
 Helianthus annuus (4R,8Z)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O (2) ?
1.14.19.29 phytosphinganine + 2 ferrocytochrome b5 + O2 + 2 H+ the enzyme expressed in Saccharomyces cerevisiae converts 4-hydroxy-sphinganine (phytosphinganine) into a 7:1 mixture of (4R,8E)- and (4R,8Z)-4-hydroxy-8-sphingenine. Both desaturation steps leading to either the 8E or the 8Z isomer of 4-hydroxy-8-sphingenine involved the syn elimination of two vicinal hydrogen atoms Helianthus annuus (4R,8Z)-4-hydroxy-8-sphingenine + 2 ferricytochrome b5 + 2 H2O (2) ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.4 DELTA8-sphingolipid desaturase
-
 Helianthus annuus
1.14.19.29 DELTA8-sphingolipid desaturase
-
 Helianthus annuus

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.29 cytochrome b5
-
 Helianthus annuus