4-Nonylphenylboronic acid

Description

Nonylbenzeneboronic acid (CAS 256383-45-6) is a potent and selective inhibitor of fatty acid amide hydrolase (FAAH, the enzyme which hydrolyzes and deactivates anandamide), IC50=9.1 nM1. Also inhibits monoacylglycerol lipase (MAGL, the enzyme which hydrolyzes 2-arachidonoyl-glycerol), IC50=7.9 μM.1

The Uses of 4-Nonylphenylboronic acid

4-n-Nonylbenzeneboronic acid is a potent inhibitor of fatty acid amide hydrolase. It is also able to inhibit monoacylglycerol lipase (MAGL), which hydrolyzes 2-arachidonoyl glycerol (2-AG).

in vitro

4-(n-nonyl) benzeneboronic acid was synthezed as a potent inhibitor of faah, with an ic50 of 9.1 nm. 4-(n-nonyl) benzeneboronic acid was also found to be able to inhibit magl, which could hydrolyze 2-arachidonoyl glycerol, but at around 1000-fold higher concentration. moreover, it was found that as the most potent para-substituted compound, 4-(n-nonyl) benzeneboronic acid showed rather high pka of 9.1. in addition, the molecular docking was utilized to gain insight on the faah binding mode of 4-(n-nonyl) benzeneboronic acid and a putative binding mode was observed [1].

References

1) Minkkila?et al.?(2008),?Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase; J. Med. Chem.,?51?7057