AA26-9

Names

[ Name ]:
AA26-9

[Synonym ]:
Pyrrolidin-1-yl(1H-1,2,3-triazol-1-yl)methanone
MFCD28386498
Methanone, 1-pyrrolidinyl-1H-1,2,3-triazol-1-yl-
1-Pyrrolidinyl(1H-1,2,3-triazol-1-yl)methanone

Biological Activity

[Description]:

AA26-9 is a potent and broad spectrum serine hydrolase inhibitor.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase

Research Areas >> Metabolic Disease

[In Vitro]

AA26-9 is synthesized based on a piperazine scaffold shown previously to inhibit serine hydrolases in the context of p-nitrophenoxy carbamate. AA26-9-inhibited enzymes originated from diverse functional subclasses of serine hydrolases, including lipases/phospholipases (AADACL1, ABHD6, ESD, FAAH, PAFAH2, LYPLA3), peptidases (APEH, PRCP, CTSA), thioesterases (LYPLA1, LYPLA2), and uncharacterized enzymes (ABHD11, ABHD13, BAT5). AA26-9 inhibits one of its enzyme targets LYPLA1 by covalent carbamoylation of the enzyme’s serine nucleophile (S114). AA26-9 inhibits 1/3 of the over 40 serine hydrolase found in T-cells[1].

[Cell Assay]

Cells are cultured with 20 μM inhibitor AA26-9 or DMSO as a control for 4 h, lysed, separated into soluble and analyzed by competitive gel-based ABPP[1].

[References]

[1]. Adibekian A, et al. Click-generated triazole ureas as ultrapotent in vivo-active serine hydrolase inhibitors. Nat Chem Biol. 2011 May 15;7(7):469-78.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
306.7±25.0 °C at 760 mmHg

[ Molecular Formula ]:
C₇H₁₀N₄O

[ Molecular Weight ]:
166.180

[ Flash Point ]:
139.3±23.2 °C

[ Exact Mass ]:
166.085464

[ LogP ]:
-0.78

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.691

[ Storage condition ]:
2-8℃

Related Compounds

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