Suc-Ala-Ala-Phe-AMC

• CAT Number: I043462
• CAS Number: 71973-79-0
• Molecular Formula: C29H32N4O8
• Molecular Weight: 564.59
• Purity: ≥95%
• Synonyms: 4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoic acid
• InChI: InChI=1S/C29H32N4O8/c1-16-13-26(37)41-23-15-20(9-10-21(16)23)32-29(40)22(14-19-7-5-4-6-8-19)33-28(39)18(3)31-27(38)17(2)30-24(34)11-12-25(35)36/h4-10,13,15,17-18,22H,11-12,14H2,1-3H3,(H,30,34)(H,31,38)(H,32,40)(H,33,39)(H,35,36)/t17-,18-,22-/m0/s1
• InChIKey: HHPVJKZZYOXPLH-SPEDKVCISA-N
• SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)C(CC3=CC=CC=C3)NC(=O)C(C)NC(=O)C(C)NC(=O)CCC(=O)O

Suc-Ala-Ala-Phe-AMC is a fluorogenic chymotrypsin substrate, can be hydrolyzed by endopeptidase. Suc-Ala-Ala-Phe-AMC has been used in both in vivo assays of the acrosome reaction and in vitro enzyme assays[1][2][3].

Reference

[1]. Farach HA Jr, et al. Evidence for the involvement of metalloendoproteases in the acrosome reaction in sea urchin sperm. J Biol Chem. 1987 Apr 25;262(12):5483-7.
 [Content Brief]

[2]. Pinto MR, et al. Chymotrypsin-like enzymes are involved in sperm penetration through the vitelline coat of Ciona intestinalis egg. Mol Reprod Dev. 1990 Aug;26(4):319-23.
 [Content Brief]

[3]. Mumford RA, et al. A zinc metalloendopeptidase associated with dog pancreatic membranes. J Biol Chem. 1980 Mar 25;255(6):2227-30.
 [Content Brief]