Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.1.1.4 extracted from

  • Barbayianni, E.; Stephens, D.; Grkovich, A.; Magrioti, V.; Hsu, Y.H.; Dolatzas, P.; Kalogiannidis, D.; Dennis, E.A.; Kokotos, G.
    2-Oxoamide inhibitors of phospholipase A2 activity and cellular arachidonate release based on dipeptides and pseudodipeptides (2009), Bioorg. Med. Chem., 17, 4833-4843.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.1.1.4

Inhibitors

Inhibitors Comment Organism Structure
(2E,4E,6S)-6-[(2-oxohexadecanoyl)amino]deca-2,4-dienoic acid reduces the cellular release of arachidonic acid by 6% Homo sapiens
(2E,4S)-4-[(2-oxohexadecanoyl)amino]oct-2-enoic acid reduces the cellular release of arachidonic acid by 74% Homo sapiens
(4R)-6-methyl-4-[(2-oxohexadecanoyl)amino]heptanoic acid reduces the cellular release of arachidonic acid by 62% Homo sapiens
(4S)-4-[(2-oxododecanoyl)amino]octanoic acid reduces the cellular release of arachidonic acid by 56% Homo sapiens
(4S)-4-[(2-oxohexadecanoyl)amino]octanoic acid reduces the cellular release of arachidonic acid by 79% Homo sapiens
(5S)-5-[(2-oxohexadecanoyl)amino]nonanoic acid reduces the cellular release of arachidonic acid by 59% Homo sapiens
(S)-2-(2-(2-oxohexadecanamido)hexanamido)acetic acid contains a free carboxyl group, inhibits GIVA cPLA2 without affecting the activity of the other intracellular enzyme GVIA iPLA2 Homo sapiens
(S)-2-(2-(2-oxohexadecanamido)hexyloxy)acetic acid selectively inhibits GIVA cPLA2, due to its free carboxyl group. Most potent inhibitor of GIVA cPLA2. Reduces the cellular release of arachidonic acid by 68% Homo sapiens
(S)-2-(3-methyl-2-(2-oxohexadecanamido)butanamido)acetic acid contains a free carboxyl group, inhibits GIVA cPLA2 without affecting the activity of the other intracellular enzyme GVIA iPLA2 Homo sapiens
(S)-ethyl 2-(2-(2-oxohexadecanamido)hexanamido)acetate ethyl ester based on Nle-Gly dipeptide, potent inhibition of GVIA iPLA2, inhibits GIVA cPLA2 (73%) and GV sPLA2 (63%) Homo sapiens
(S)-ethyl 2-(2-(2-oxohexadecanamido)hexyloxy)acetate preferentially inhibits GVIA iPLA2, is a potent inhibitor of GVIA iPLA2, inhibits GIVA cPLA2 by 52% and GV sPLA2 by 81% Homo sapiens
(S)-methyl 2-(2-(2-oxohexadecanamido)hexanamido)acetate methyl ester based on dipeptide Nle-Gly, inhibits both GIVA cPLA2 and GVIA iPLA2, showing a small preference for GIVA cPLA2, inhibits GV sPLA2 by 65% Homo sapiens
(S)-methyl 2-(3-methyl-2-(2-oxohexadecanamido)butanamido)acetate methyl ester based on dipeptide Val-Gly, inhibits activity of GIVA cPLA2 by 25% Homo sapiens
(S)-tert-butyl 2-(2-(2-oxohexadecanamido)hexanamido)acetate tert-butyl ester based on Nle-Gly dipeptide, potent inhibition of GVIA iPLA2, inhibits GIVA cPLA2 (72%) and GV sPLA2 (59%) Homo sapiens
(S)-tert-butyl 2-(2-(2-oxohexadecanamido)hexyloxy)acetate preferentially inhibits GVIA iPLA2 (81% inhibition), inhibits GIVA cPLA2 by 44% and GV sPLA2 by 57% Homo sapiens
(S)-tert-butyl 2-(3-methyl-2-(2-oxohexadecanamido)butanamido)acetate tert-butyl ester based on dipeptide Val-Gly, inhibits both GIVA cPLA2 and GVIA iPLA2, showing a small preference for GIVA cPLA2, reduces GV sPLA2 activity by 78%. Reduces the cellular release of arachidonic acid by 30% Homo sapiens
4-[(2-oxohexadecanoyl)amino]butanoic acid reduces the cellular release of arachidonic acid by 52% Homo sapiens
AX006 inhibits GIVA cPLA2 Homo sapiens
AX048 inhibits GIVA cPLA2 and GVIA iPLA2 Homo sapiens
ethyl (2E,4S)-4-[(2-oxohexadecanoyl)amino]oct-2-enoate reduces the cellular release of arachidonic acid by 16% Homo sapiens
methyl N-(2-oxohexadecanoyl)glycinate reduces the cellular release of arachidonic acid by 30% Homo sapiens
additional information replacement of the amino acid unit of a 2-oxoamide inhibitor by a dipeptide unit may shift the selectivity in favour of GVIA iPLA2 Homo sapiens
N-(2-oxododecanoyl)-L-norleucine reduces the cellular release of arachidonic acid by 21% Homo sapiens
tert-butyl 5-[(2-oxohexadecanoyl)amino]pentanoate reduces the cellular release of arachidonic acid by 11% Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
macrophage primary lung macrophage Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-palmitoyl-2-arachidonoylglycerophosphocholine + H2O GIVA cPLA2 substrate and GIVA iPLA2 Homo sapiens 1-palmitoyl-glycerophosphorylcholine + arachidonic acid
-
 ?
dipalmitoyl-phosphatidylcholine + H2O GIVA iPLA2 and GV sPLA2 Homo sapiens 1-palmitoyl-glycerophosphocholine + palmitic acid
-
 ?

Synonyms

Synonyms Comment Organism
GIVA cPLA2
-
 Homo sapiens
GV sPLA2
-
 Homo sapiens
GVIA iPLA2
-
 Homo sapiens
phospholipase A2
-
 Homo sapiens
secretory phospholipase A2
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.002
-
 at 37°C, pH not specified in the publication Homo sapiens (S)-2-(2-(2-oxohexadecanamido)hexyloxy)acetic acid
0.007
-
 at 37°C, pH not specified in the publication Homo sapiens (5S)-5-[(2-oxohexadecanoyl)amino]nonanoic acid
0.01
-
 at 37°C, pH not specified in the publication Homo sapiens (4S)-4-[(2-oxododecanoyl)amino]octanoic acid
0.025
-
 at 37°C, pH not specified in the publication Homo sapiens 4-[(2-oxohexadecanoyl)amino]butanoic acid
0.025
-
 at 37°C, pH not specified in the publication Homo sapiens (4R)-6-methyl-4-[(2-oxohexadecanoyl)amino]heptanoic acid
0.025
-
 at 37°C, pH not specified in the publication Homo sapiens (4S)-4-[(2-oxohexadecanoyl)amino]octanoic acid
0.025
-
 at 37°C, pH not specified in the publication Homo sapiens (2E,4S)-4-[(2-oxohexadecanoyl)amino]oct-2-enoic acid