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Key Documents

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A2027

Sigma-Aldrich

L-Arginine-7-amido-4-methylcoumarin hydrochloride

cathepsin H substrate

Sinónimos:

Arginine 4-methyl-7-coumarylamide

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About This Item

Fórmula empírica (notación de Hill):
C16H21N5O3
Número de CAS:
69304-16-1
Peso molecular:
331.37
MDL number:
MFCD00058184
UNSPSC Code:
12352204
PubChem Substance ID:
24890618
NACRES:
NA.83

Quality Level

200

assay

≥97% (TLC)

form

powder

solubility

acetic acid: water (1:1): 50 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

SMILES string

Cl.CC1=CC(=O)Oc2cc(NC(=O)[C@@H](N)CCCNC(N)=N)ccc12

InChI

1S/C16H21N5O3.ClH/c1-9-7-14(22)24-13-8-10(4-5-11(9)13)21-15(23)12(17)3-2-6-20-16(18)19;/h4-5,7-8,12H,2-3,6,17H2,1H3,(H,21,23)(H4,18,19,20);1H/t12-;/m0./s1

InChI key

PFLMUQNBZRXRHD-YDALLXLXSA-N

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Application

L-Arginine-7-amido-4-methylcoumarin hydrochloride has been used as a substrate for cathepsin H from rat muscle homogenate and sarcoplasmic extract. It has also been used as a substrate for arginine amino-peptidase from Daphnia homogenates and recombinant aminopeptidase from Toxoplasma gondii.

Biochem/physiol Actions

L-Arginine-7-amido-4-methylcoumarin hydrochloride is a protease substrate. It is a specific substrate for cathepsin H and not for cathepsin L and B.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Wonnop Visessanguan et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 134(3), 477-487 (2003-03-12)
A predominant, heat-activated proteinase in muscle extract of arrowtooth flounder (Atheresthes stomias) was purified to 55-fold by heat treatment, followed by a series of chromatographic separations. The apparent molecular mass of the purified enzyme was 27 kDa by size exclusion
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Toxoplasmosis is a parasitic disease caused by infection with Toxoplasma gondii that currently has few therapeutic options. The M1 aminopeptidase enzymes have been shown to be attractive targets for anti-parasitic agents and/or vaccine candidates, suggesting potential to re-purpose inhibitors between
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Xenorhabdus nematophila engages in a mutualistic partnership with the nematode Steinernema carpocapsae, which invades insects, migrates through the gut, and penetrates into the hemocoel (body cavity). We showed previously that during invasion of Manduca sexta, the gut microbe Staphylococcus saprophyticus

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