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PHOP

Cayman Chemical Item Number 71655

Phenyl hexanoyl oxazolopyridine; CAY10402 (CAS 288862-83-9)

PHOP (CAS 288862-83-9)

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Description

Fatty acid amide hydrolase (FAAH) is the enzyme responsible for hydrolysis and inactivation of fatty acid amides including anandamide and oleamide. PHOP is a potent FAAH inhibitor, exhibiting Ki values of 0.094 nM and 0.2 nM for the human and rat enzymes, respectively.1 Using a proteomics approach, PHOP was screened against the serine hydrolase family of enzymes, of which FAAH is a member. In this assay, PHOP exhibited IC50 values of 1.1 nM, 1.4 nM, and >100 µM for FAAH, triacylglycerol hydrolase (TGH), and an uncharacterized hydrolase (KIAA1363), respectively.2 Knowledge of the specificity of PHOP obtained from this experiment should allow for more accurate interpretation of results using this inhibitor in complex environments such as whole cells or animals.

1 Boger, D.L., Sato, H., Lerner, A.E., et al. Exceptionally potent inhibitors of fatty acid amide hydrolase: The enzyme responsible for degradation of endogenous oleamide and anandamide. Proc Natl Acad Sci USA 97 5044-5049 (2000).

2 Leung, D., Hardouin, C., Boger, D.L., et al. Discovering potent and selective reversible inhibitors of enzymes in complex proteomes. Nat Biotech 21(6) 687-691 (2003).

Synonyms
  • Phenyl hexanoyl oxazolopyridine
  • CAY10402
Formal Name 1-​oxazolo[4,​5-​b]pyridin-​2-​yl-​6-​phenyl-​1-​hexanone
CAS Number 288862-83-9
Molecular Formula C18H18N2O2
Formula Weight 294.4
Formulation A solution in methyl acetate
Purity >98%
λmax 205, 297 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(CCCCCc1ccccc1)​c1nc2ncccc2o1

Background Reading

Leung, D., Hardouin, C., Boger, D.L., et al. Discovering potent and selective reversible inhibitors of enzymes in complex proteomes. Nat Biotech 21(6) 687-691 (2003).

Boger, D.L., Sato, H., Lerner, A.E., et al. Exceptionally potent inhibitors of fatty acid amide hydrolase: The enzyme responsible for degradation of endogenous oleamide and anandamide. Proc Natl Acad Sci USA 97 5044-5049 (2000).

PHOP is available in the following screening library:

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Warning This product is not for human or veterinary use.

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