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A3401

Ala-Ala-Phe-7-amido-4-methylcoumarin

Name: Ala-Ala-Phe-7-amido-4-methylcoumarin
Brand: SIGMA

protease substrate

Synonym(s):

H-Ala-Ala-Phe-AMC

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₂₈N₄O₅

CAS Number:

62037-41-6

Molecular Weight:

464.51

NACRES:

NA.32

PubChem Substance ID:

24890766

UNSPSC Code:

12352204

MDL number:

MFCD00070149

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Properties

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

ethanol: 20 mg/mL, clear, colorless to light yellow

storage temp.

2-8°C

SMILES string

CC(N)C(=O)NC(C)C(=O)NC(Cc1ccccc1)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2

InChI

1S/C25H28N4O5/c1-14-11-22(30)34-21-13-18(9-10-19(14)21)28-25(33)20(12-17-7-5-4-6-8-17)29-24(32)16(3)27-23(31)15(2)26/h4-11,13,15-16,20H,12,26H2,1-3H3,(H,27,31)(H,28,33)(H,29,32)

InChI key

FVRLYIFIDKXFHU-UHFFFAOYSA-N

Description

General description

Ala-Ala-Phe-7-amido-4-methylcoumarin is a fluorogenic substrate for the proteolytic activity. It is a positively charged substrate molecule.

Substrate for chymotrypsin and tripeptidyl peptidaseII.

Application

Ala-Ala-Phe-7-amido-4-methylcoumarin has been used:

in the preparation of the reaction mixture for enzymatic assays
to initiate the enzyme reaction in tripeptidyl peptidase-1 (TPP1) enzyme activity assay
to initiate the assay reaction in lysosomal hydrolases activity assay

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Chymotrypsin

Analytical Enzyme Chymotrypsin: Chymotrypsin is produced in the acinar cells of the pancreas as the inactive precursor, chymotrypsinogen.

Effect of interfacial properties on the activation volume of adsorbed enzymes

Schuabb V, et al.

Colloids and Surfaces. B, Biointerfaces, 140, 497-504 (2016)

Accumulation of polyubiquitylated proteins in response to Ala-Ala-Phe-chloromethylketone is independent of the inhibition of tripeptidyl peptidase II

Villasevil E M, et al.

Biochimica et Biophysica Acta - Molecular Cell Research, 1803(9), 1094-1105 (2010)

NADPH oxidase promotes Parkinsonian phenotypes by impairing autophagic flux in an mTORC1-independent fashion in a cellular model of Parkinson?s disease

Pal R, et al.

Scientific reports, 6, 22866-22866 (2016)

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Global Trade Item Number

SKU	GTIN
A3401-25MG	04061832904146