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Literature summary extracted from

  • Han, Y.B.; Wu, L.; Rich, J.R.; Huang, F.T.; Withers, S.G.; Feng, Y.; Yang, G.Y.
    Comprehensive characterization of sphingolipid ceramide N-deacylase for the synthesis and fatty acid remodeling of glycosphingolipids (2015), Appl. Microbiol. Biotechnol., 99, 6715-6726.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
3.5.1.69 Triton X-100 activates the hydrolytic reaction, best at 0.5% w/v, but inhibits the synthetic reaction Shewanella algae

Application

EC Number Application Comment Organism
3.5.1.69 synthesis the enzyme can serve as a biocatalyst in the enzymatic synthesis of glycosphingolipids since it catalyzes the reversible hydrolysis/synthesis of the amide linkage between the fatty acid and the sphingosine base in the ceramide moiety of glycosphingolipids Pseudomonas sp.
3.5.1.69 synthesis the enzyme can serve as a biocatalyst in the enzymatic synthesis of glycosphingolipids since it catalyzes the reversible hydrolysis/synthesis of the amide linkage between the fatty acid and the sphingosine base in the ceramide moiety of glycosphingolipids Shewanella algae

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.5.1.69 the gene encoding the mature SA_SCD protein, which lacks its 38-residue N-terminal secretion signal sequence and from which the 277-residue C-terminal sequence is deleted, is codon-optimized and expressed in Escherichia coli strain BL21 (DE3) pLysS as Histagged enzyme Shewanella algae

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.69 Ca2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Co2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Cu2+ inhibits the hydrolytic activity and the synthetic activity of the enzyme Shewanella algae
3.5.1.69 deoxycholic acid complete inhibition of the hydrolytic and synthetic activity Shewanella algae
3.5.1.69 dimethoxyethane addition of 5% of DME strongly promoted the activity, further increasing the DME concentrations progressively inhibited synthetic activity Shewanella algae
3.5.1.69 DMSO low concentrations of DMSO, up to a maximum at 10%, enhance synthetic activity, while higher concentrations inhibit Shewanella algae
3.5.1.69 Fe2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Mg2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Mn2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Ni2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 taurodeoxycholate complete inhibition of the hydrolytic and synthetic activity Shewanella algae
3.5.1.69 Triton X-100 activates the hydrolytic reaction, best at 0.5% w/v, but inhibits the synthetic reaction Shewanella algae
3.5.1.69 Zn2+ inhibits the hydrolytic activity and the synthetic activity of the enzyme Shewanella algae

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.5.1.69 Ca2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Co2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Fe2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Mg2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 Mn2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae
3.5.1.69 additional information poor effect by EDTA Shewanella algae
3.5.1.69 Ni2+ promotes the hydrolytic activity but inhibits the synthetic activity of the enzyme Shewanella algae

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.69 Pseudomonas sp.
-
-
-
3.5.1.69 Shewanella algae Q8RTY6
-
-
3.5.1.69 Shewanella algae G8 Q8RTY6
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.5.1.69 recombinant His-tagged enzyme, lacking the secretion signal, from Escherichia coli strain BL21 (DE3) pLysS by nickel affinity chromatography Shewanella algae

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.5.1.69 commercial preparation
-
 Pseudomonas sp.
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.69 16-(acetylsulfanyl)hexadecanoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 16-(acetylsulfanyl)hexadecanoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 16-(acetylsulfanyl)hexadecanoic acid + lyso-GM1a
-
 Shewanella algae G8 ? + H2O
-
 r
3.5.1.69 16-[(prop-2-yn-1-yl)oxy]hexadecanoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 16-[(prop-2-yn-1-yl)oxy]hexadecanoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 16-[(prop-2-yn-1-yl)oxy]hexadecanoic acid + lyso-GM1a
-
 Shewanella algae G8 ? + H2O
-
 r
3.5.1.69 2-hydroxydodecanoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 2-hydroxydodecanoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 2-hydroxydodecanoic acid + lyso-GM1a
-
 Shewanella algae G8 ? + H2O
-
 r
3.5.1.69 2-hydroxyhexadecanoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 2-hydroxyhexadecanoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 2-hydroxyhexadecanoic acid + lyso-GM1a
-
 Shewanella algae G8 ? + H2O
-
 r
3.5.1.69 arachidic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 arachidic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 behenic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 behenic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 caproic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 caproic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 caprylic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 caprylic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 decanoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 decanoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 docosahexaenoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 docosahexaenoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 eicosapentaenoic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 eicosapentaenoic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 GM1a + H2O
-
 Pseudomonas sp. stearic acid + lyso-GM1a
-
 r
3.5.1.69 GM1a + H2O
-
 Shewanella algae stearic acid + lyso-GM1a
-
 r
3.5.1.69 GM3 + H2O
-
 Pseudomonas sp. stearic acid + lyso-GM3
-
 r
3.5.1.69 GM3 + H2O
-
 Shewanella algae stearic acid + lyso-GM3
-
 r
3.5.1.69 hexadecanedioic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 hexadecanedioic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 hexadecanedioic acid methyl ester + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 hexadecanedioic acid methyl ester + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 lauric acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 lauric acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 lignoceric acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 lignoceric acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 additional information the enzyme catalyzes reversible reactions in which the amide linkage in glycosphingolipids is hydrolyzed or synthesized. PS_SCD also prefers glycosphingolipids possessing larger sugar moieties, but it does not show preference towards glycosphingolipids with charged head groups, the enzyme hydrolyzes sulfatide faster than GM1a and GM3, specificity of the hydrolytic and synthetic reactions of PS_SCD for hydrophilic head groups, overview Pseudomonas sp. ?
-
 ?
3.5.1.69 additional information the enzyme catalyzes reversible reactions in which the amide linkage in glycosphingolipids is hydrolyzed or synthesized. The enzyme shows high catalytic efficiency and has a very broad substrate specificity both in hydrolysis and synthesis, especially for unsaturated fatty acids and fatty acids with very short or long acyl chains. The enzyme SA_SCD hydrolyzes GM1a and GM3 fast, specificity of the hydrolytic and synthetic reactions of SA_SCD for hydrophilic head groups, overview Shewanella algae ?
-
 ?
3.5.1.69 additional information the enzyme catalyzes reversible reactions in which the amide linkage in glycosphingolipids is hydrolyzed or synthesized. The enzyme shows high catalytic efficiency and has a very broad substrate specificity both in hydrolysis and synthesis, especially for unsaturated fatty acids and fatty acids with very short or long acyl chains. The enzyme SA_SCD hydrolyzes GM1a and GM3 fast, specificity of the hydrolytic and synthetic reactions of SA_SCD for hydrophilic head groups, overview Shewanella algae G8 ?
-
 ?
3.5.1.69 myristic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 myristic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 oleic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 oleic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 omega-azido palmitic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 omega-azido palmitic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 omega-bromo-palmitic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 omega-bromo-palmitic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 omega-hydroxypalmitic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 omega-hydroxypalmitic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r
3.5.1.69 palmitic acid + lyso-GM1a
-
 Pseudomonas sp. ? + H2O
-
 r
3.5.1.69 palmitic acid + lyso-GM1a
-
 Shewanella algae ? + H2O
-
 r

Synonyms

EC Number Synonyms Comment Organism
3.5.1.69 PS_SCD
-
 Pseudomonas sp.
3.5.1.69 SA_SCD
-
 Shewanella algae
3.5.1.69 SCDase
-
 Pseudomonas sp.
3.5.1.69 SCDase
-
 Shewanella algae
3.5.1.69 sphingolipid ceramide N-deacylase
-
 Pseudomonas sp.
3.5.1.69 sphingolipid ceramide N-deacylase
-
 Shewanella algae

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.5.1.69 37
-
 assay at Pseudomonas sp.
3.5.1.69 37
-
 assay at Shewanella algae

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.5.1.69 6
-
 assay at, forward direction Pseudomonas sp.
3.5.1.69 6
-
 hydrolytic activity optimum Shewanella algae
3.5.1.69 7.5
-
 assay at, reverse direction Pseudomonas sp.
3.5.1.69 7.5
-
 synthetic activity optimum Shewanella algae

pH Range

EC Number pH Minimum pH Maximum Comment Organism
3.5.1.69 5 9 activity range, hydrolysis Shewanella algae
3.5.1.69 5.5 10 activity range, synthesis Shewanella algae