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Literature summary for 2.7.8.27 extracted from

  • Huang, T.; Li, X.; Hu, S.; Zhao, B.; Chen, P.; Liu, X.; Ye, D.; Cheng, N.
    Analysis of fluorescent ceramide and sphingomyelin analogs: a novel approach for in vivo monitoring of sphingomyelin synthase activity (2014), Lipids, 49, 1071-1079.
    View publication on PubMed

Application

Application Comment Organism
medicine SMS inhibitors might be useful for the treatment of atherosclerosis or coronary artery disease Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
2-(2-(benzyloxy)phenyl)-2-(phenylamino) acetonitrile i.e. D2, development of a HPLC-FLD method for real-time monitoring of relative SMS activity based on the measurement of C6-NBD-Cer and C6-NBDCerPCho in plasma, which is then used to assess the SMS inhibitory activity of D2 in vivo, overview Mus musculus
tricyclodecan-9-yl-xanthogenate i.e. D609 Mus musculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
a ceramide + a phosphatidylcholine Mus musculus
-
a sphingomyelin + a 1,2-diacyl-sn-glycerol
-
?

Organism

Organism UniProt Comment Textmining
Mus musculus Q9D4B1 SMS2
-

Source Tissue

Source Tissue Comment Organism Textmining
blood plasma
-
Mus musculus
-
liver
-
Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
a ceramide + a phosphatidylcholine
-
Mus musculus a sphingomyelin + a 1,2-diacyl-sn-glycerol
-
?
additional information development of a HPLC-FLD method for real-time monitoring of relative SMS activity based on the measurement of 6-((N-(7-nitrobenz-2-oxa-1.3-diazol-4-yl)amino)hexanoyl)-sphingosine (C6-NBD-Cer) and 6-((N-(7-nitro-2-1,3-benzoxadiazol-4-yl)amino)hexanoyl)-sphingosine-1-phosphocholine (C6-NBDCerPCho) in plasma, which is then used to assess the SMS inhibitory activity of D2 in vivo, kinetics, overview Mus musculus ?
-
?
N-(6-((7-nitrobenz-2-oxa-1.3-diazol-4-yl)amino)hexanoyl)-sphingosine + a phosphatidylcholine i.e. C6-NBD-ceramide Mus musculus N-(6-((7-nitro-2-1,3-benzoxadiazol-4-yl)amino)hexanoyl)-sphingosine-1-phosphocholine + a 1,2-diacyl-sn-glycerol i.e. C6-NBD-sphingomyelin or C6-NBDCerPCho ?

Synonyms

Synonyms Comment Organism
SMS
-
Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0135
-
SMS2, pH and temperature not specified in the publication Mus musculus 2-(2-(benzyloxy)phenyl)-2-(phenylamino) acetonitrile
0.0245
-
SMS in liver homogenate, pH and temperature not specified in the publication Mus musculus 2-(2-(benzyloxy)phenyl)-2-(phenylamino) acetonitrile
0.4027
-
pH and temperature not specified in the publication Mus musculus tricyclodecan-9-yl-xanthogenate

General Information

General Information Comment Organism
metabolism sphingomyelin synthase (SMS) is the last key enzyme in the sphingosine-1-phosphocholine synthesis process Mus musculus