Basic information Safety Supplier Related

Z-ALA-ALA-ASN-AMC

Basic information Safety Supplier Related

Z-ALA-ALA-ASN-AMC Basic information

Product Name:
Z-ALA-ALA-ASN-AMC
Synonyms:
  • BENZYLOXYCARBONYL-L-ALANYL-L-ALANYL-L-ASPARAGINE 4-METHYLCOUMARYL-7-AMIDE
  • Z-AAN-AMC
  • Z-ALA-ALA-ASN-AMC
  • Z-ALA-ALA-ASN-MCA
  • L-Aspartamide, N-[(phenylmethoxy)carbonyl]-L-alanyl-L-alanyl-N1-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-
  • Benzyl ((S)-1-(((S)-1-(((S)-4-amino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1,4-dioxobutan-2-yl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate
CAS:
149697-16-5
MF:
C28H31N5O8
MW:
565.57
Product Categories:
  • peptide
Mol File:
149697-16-5.mol
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Z-ALA-ALA-ASN-AMC Chemical Properties

Boiling point:
984.1±65.0 °C(Predicted)
Density 
1.346±0.06 g/cm3(Predicted)
storage temp. 
-15°C
solubility 
Soluble in DMSO
form 
Solid
pka
11.14±0.46(Predicted)
color 
White to off-white
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Z-ALA-ALA-ASN-AMC Usage And Synthesis

Uses

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].

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. DOI:10.1021/bc800448u
[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. DOI:10.1016/j.chembiol.2016.05.020

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