Z-Ala-Ala-Asn-AMC

Names

[ Name ]:
Z-Ala-Ala-Asn-AMC

[Synonym ]:
z-ala-ala-asn-mca
benzyloxycarbonyl-l-alanyl-l-alanyl-l-asparagine 4-methylcoumaryl-7-amide
z-aan-amc

Biological Activity

[Description]:

Z-Ala-Ala-Asn-AMC (Cbz-Ala-Ala-Asn-AMC) is the legumain substrate. Overexpressed legumain in 293 HEK-Leg cells potently cleaved CBZ-Ala-Ala-Asn-AMC[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

The first legumain fluorogenic substrate Cbz-Ala-Ala-Asn-AMC based on the P3-P2-P1 sequence Ala-Ala-Asn. The synthetic substrate Cbz-Ala-Ala-Asn-AMC is effectively cleaved by S. mansoni legumain and human legumain with Kms of 90 and 80 uM respectively[2][3].

[References]

[1]. Stern L, Perry R, Ofek P, Many A, Shabat D, Satchi-Fainaro R. A novel antitumor prodrug platform designed to be cleaved by the endoprotease legumain. Bioconjug Chem. 2009;20(3):500-510.

[2]. James C. Powers, et al. Propenoyl hydrazides. US7482379B2.

[3]. Poreba M, et al. Counter Selection Substrate Library Strategy for Developing Specific Protease Substrates and Probes. Cell Chem Biol. 2016;23(8):1023-1035.

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₈H₃₀N₄O₉

[ Molecular Weight ]:
565.57400

[ Exact Mass ]:
565.21700

[ PSA ]:
198.93000

[ LogP ]:
3.16570

Related Compounds

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