ChemicalBook--->CAS DataBase List--->167498-29-5

167498-29-5

167498-29-5 Structure

167498-29-5 Structure
IdentificationBack Directory
[Name]

Z-FY-CHO
[CAS]

167498-29-5
[Synonyms]

Z-FY-CHO
Z-Phe-Tyr-al
Z-PHE-TYR-CHO
Z-PHE-TYR-ALDEHYDE
Z-L-PHE-L-TYR-ALDEHYDE
CATHEPSIN L INHIBITOR II
Carbamic acid, N-[(1S)-2-[[(1S)-1-formyl-2-(4-hydroxyphenyl)ethyl]amino]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester
[Molecular Formula]

C26H26N2O5
[MDL Number]

MFCD00942274
[MOL File]

167498-29-5.mol
[Molecular Weight]

446.49
Chemical PropertiesBack Directory
[Boiling point ]

726.5±60.0 °C(Predicted)
[density ]

1.249±0.06 g/cm3(Predicted)
[storage temp. ]

-15°C
[solubility ]

Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 50 mg/ml)
[form ]

solid
[pka]

9.87±0.15(Predicted)
[color ]

Off-white to pale yellow
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Hazard InformationBack Directory
[Description]

Z-Phe-Tyr-CHO (167498-29-5) is a potent and selective inhibitor of cathepsin L, IC50=0.85 nM 1 selective over ?cathepsin B and calpain II (IC50s=85.1 and 184 nM respectively). Suppresses osteoclastic ?pit formation at 1.5 nM and markedly inhibited parathyroid hormone-stimulated osteoclastic bone resorption.2 Also inhibits cathepsin K (Kis=0.052 and 1.57 nM for cat L and cat K respectively) and partially provides the basis for the finding that cathepsin K is the protease responsible for osteoclastic bone resorption.3 Provides partial protection against serum and potassium deprivation-induced neuronal death.4 Active in vivo.2
[References]

1) Woo et al. (1995), Peptidyl aldehyde derivatives as potent and selective inhibitors of cathepsin L; Bioorg. Med. Chem. Lett., 5 1501 2) Woo et al. (1996), Suppressive effect of N-(benzyloxycarbonyl)-L-phenylalanyl-L-tyrosinal on bone resorption in vitro and in vivo; Eur. J. Pharmacol., 300 131 3) James et al. (2001) Potent and selective cathepsin L inhibitors do not inhibit human osteoclast resoption in vitro; J. Biol. Chem., 276 11507 4) Kaasik et al. (2005), Up regulation if lysosomal cathepsin L and autophagy during neuronal death induced by reduced serum and potassium; Eur. J. Neurosci., 22 1023
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