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A2027

Sigma-Aldrich

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

cathepsin H substrate

Synonym(s):

Arginine 4-methyl-7-coumarylamide

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About This Item

Empirical Formula (Hill Notation):
C16H21N5O3
CAS Number:
69304-16-1
Molecular Weight:
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 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

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Certificates of Analysis (COA)

Lot/Batch Number
061K1315V
061K1315
090K1233
114H0179
076H0242

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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
Emilia M Marijanovic et al.
The Biochemical journal, 477(19), 3819-3832 (2020-09-15)
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
Natália Angelo da Silva Miyaguti et al.
Biomolecules, 9(6) (2019-06-16)
Cachexia syndrome can affect cancer patients and new prevention strategies are required. Maternal nutritional supplementation can modify metabolic programming in the offspring, which lasts until adulthood. This could be a good approach against diseases such as cancer. A 3% leucine-rich
Lovedeep Kaur et al.
Food science of animal resources, 40(3), 415-425 (2020-05-20)
It is believed that two main proteolytic systems are involved in the tenderization of meat: the cathepsins and the calpains. Many researchers consider the calpain system to be the major contributor to meat tenderness during post-mortem storage. However, the role
Swati Singh et al.
Applied and environmental microbiology, 81(2), 754-764 (2014-11-16)
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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