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A2628

Sigma-Aldrich

L-Alanine β-naphthylamide

protease substrate

Synonym(s):

L-Alanine 2-naphthylamide

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O
CAS Number:
720-82-1
Molecular Weight:
214.26
EC Number:
211-956-5
MDL number:
MFCD00064969
UNSPSC Code:
12352204
eCl@ss:
32160406
PubChem Substance ID:
24890677
NACRES:
NA.83

Assay

≥98% (TLC)

form

powder

solubility

ethanol: 50 mg/mL, clear to slightly hazy

storage temp.

2-8°C

SMILES string

C[C@H](N)C(=O)Nc1ccc2ccccc2c1

InChI

1S/C13H14N2O/c1-9(14)13(16)15-12-7-6-10-4-2-3-5-11(10)8-12/h2-9H,14H2,1H3,(H,15,16)/t9-/m0/s1

InChI key

RQHPADKWNYTHOH-VIFPVBQESA-N

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Application

L-Alanine Ǧ-naphthylamide has been used to determine the activity of alanine aminopeptidase (AAP) in blood samples. It may be used as a fluorescent substrate to assay neutral aminopeptidase (APN) activity in cultured human and mouse chondrocytes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The effect of tobacco smoke on lipid peroxidation, the lipid profile and membrane-bound enzymatic activity in the first trimester of pregnancy was investigated. In the plasma of women with active exposure to tobacco smoke, we have found increased lipid peroxidation
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Journal of cell science, 128(17), 3250-3262 (2015-07-26)
Osteoarthritis is a whole-joint disease characterized by the progressive destruction of articular cartilage involving abnormal communication between subchondral bone and cartilage. Our team previously identified 14-3-3ε protein as a subchondral bone soluble mediator altering cartilage homeostasis. The aim of this
A G Clark et al.
Journal of clinical microbiology, 35(8), 2155-2156 (1997-08-01)
The hydrolysis of DL-alanine-beta-naphthylamide and D-alanine-p-nitroanilide for identification of Listeria spp. has been studied with 227 cultures. All species of Listeria, except L. monocytogenes, hydrolyzed these substrates. The reactions were detected by simple chromogenic reactions and could substitute for the
C I Cheeseman et al.
Canadian journal of physiology and pharmacology, 60(9), 1177-1184 (1982-09-01)
The uptake of the peptide glycyl-L-leucine across the brush border of the rat small intestinal enterocyte was studied using everted rings. The transfer of leucine from the dipeptide into the enterocyte was greater than the glycine uptake from glycyl-L-leucine. This
P Kugler et al.
Histochemistry, 82(4), 397-400 (1985-01-01)
The localization of exopeptidase activities was demonstrated histochemically (by simultaneous azo coupling) on the visceral endoderm of whole unfixed yolk sacs of rats (12.5-18.5 days of gestation). For comparison, the topochemistry of exopeptidases was studied by conventional section histochemistry of
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