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A3401

Sigma-Aldrich

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

protease substrate

Synonym(e):

H-Ala-Ala-Phe-AMC

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About This Item

Empirische Formel (Hill-System):
C25H28N4O5
CAS-Nummer:
62037-41-6
Molekulargewicht:
464.51
MDL-Nummer:
MFCD00070149
UNSPSC-Code:
12352204
PubChem Substanz-ID:
24890766
NACRES:
NA.32

Qualitätsniveau

200

Assay

≥98% (TLC)

Form

powder

Löslichkeit

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

Lagertemp.

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)

InChIKey

FVRLYIFIDKXFHU-UHFFFAOYSA-N

Allgemeine Beschreibung

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

Anwendung

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

Substrate

Substrate for chymotrypsin and tripeptidyl peptidaseII.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Sigma-Aldrich

B6760

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L-Asparaginsäure-β-(7-amido-4-methylcumarin) fluorescent amino acid

Sigma-Aldrich

A1057

L-Asparaginsäure-β-(7-amido-4-methylcumarin)

7-Amino-4-methylcumarin 99%

Sigma-Aldrich

257370

7-Amino-4-methylcumarin

N-Succinyl-Leu-Leu-Val-Tyr-7-Amido-4-Methylcoumarin ≥90% (HPLC)

Sigma-Aldrich

S6510

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2-Hydroxy-5-nitrophenyl-sulfat Dikaliumsalz Monohydrat crystalline

Sigma-Aldrich

N7251

2-Hydroxy-5-nitrophenyl-sulfat Dikaliumsalz Monohydrat

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)
Raffaella Di Giacopo et al.
Journal of the neurological sciences, 356(1-2), 65-71 (2015-07-06)
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R M Bålöw et al.
The Journal of biological chemistry, 261(5), 2409-2417 (1986-02-15)
An extralysosomal tripeptide-releasing aminopeptidase was recently discovered in rat liver (Bålöw, R.-M., Ragnarsson, U., and Zetterqvist, O. (1983) J. Biol. Chem. 258, 11622-11628). In the present work this tripeptidyl peptidase is shown to occur in several rat tissues and in
Effect of interfacial properties on the activation volume of adsorbed enzymes
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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.
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