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Literature summary extracted from

  • Aeed, P.A.; Young, C.L.; Nagiec, M.M.; Elhammer, A.P.
    Inhibition of inositol phosphorylceramide synthase by the cyclic peptide aureobasidin A (2009), Antimicrob. Agents Chemother., 53, 496-504 .
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.1.227 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-(2-propylpentanoyl)valinate synthetic inhibitor based on aureobasdidin A structure, reversible Candida albicans
2.7.1.227 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-(6-phenylhexanoyl)valinate synthetic inhibitor based on aureobasdidin A structure, reversible Candida albicans
2.7.1.227 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-nonanoylvalinate synthetic inhibitor based on aureobasdidin A structure, reversible Candida albicans
2.7.1.227 aureobasidin A irreversible Candida albicans
2.7.1.227 aureobasidin A irreversible Saccharomyces cerevisiae
2.7.1.227 khafrefungin
-
 Candida albicans
2.7.1.227 khafrefungin
-
 Saccharomyces cerevisiae
2.7.1.227 rustimicin i.e. galbonolide A Candida albicans
2.7.1.227 rustimicin i.e. galbonolide A Saccharomyces cerevisiae

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.7.1.227 0.003
-
 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-hexanoyl)-sphingosine pH 7.0, 23°C Saccharomyces cerevisiae
2.7.1.227 0.0033
-
 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-hexanoyl)-sphingosine pH 7.0, 23°C Candida albicans
2.7.1.227 0.13
-
 1-phosphatidyl-1D-myo-inositol pH 7.0, 23°C Candida albicans
2.7.1.227 0.555
-
 1-phosphatidyl-1D-myo-inositol pH 7.0, 23°C Saccharomyces cerevisiae

Organism

EC Number Organism UniProt Comment Textmining
2.7.1.227 Candida albicans O13332
-
-
2.7.1.227 Candida albicans ATCC MYA-2876 O13332
-
-
2.7.1.227 Saccharomyces cerevisiae P36107
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.1.227 1-phosphatidyl-1D-myo-inositol + 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-hexanoyl)-sphingosine
-
 Saccharomyces cerevisiae ?
-
 ?
2.7.1.227 1-phosphatidyl-1D-myo-inositol + 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-hexanoyl)-sphingosine
-
 Candida albicans ?
-
 ?
2.7.1.227 1-phosphatidyl-1D-myo-inositol + 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-hexanoyl)-sphingosine
-
 Candida albicans ATCC MYA-2876 ?
-
 ?

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.7.1.227 0.000000183
-
 aureobasidin A pH 7.0, 23°C Candida albicans
2.7.1.227 0.00000023
-
 aureobasidin A pH 7.0, 23°C Saccharomyces cerevisiae
2.7.1.227 0.00000043
-
 khafrefungin pH 7.0, 23°C Candida albicans
2.7.1.227 0.000016
-
 rustimicin pH 7.0, 23°C Candida albicans
2.7.1.227 0.008
-
 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-(2-propylpentanoyl)valinate pH 7.0, 23°C Candida albicans
2.7.1.227 0.011
-
 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-(6-phenylhexanoyl)valinate pH 7.0, 23°C Candida albicans
2.7.1.227 0.012
-
 (1R)-1-cyclohexyl-5-(3,4-dimethoxyphenyl)-3-methyl-2-oxopentyl 3-hydroxy-N-methyl-N-nonanoylvalinate pH 7.0, 23°C Candida albicans

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.7.1.227 0.000013
-
 pH 7.0, 23°C Saccharomyces cerevisiae rustimicin
2.7.1.227 0.000043
-
 pH 7.0, 23°C Saccharomyces cerevisiae khafrefungin