A2027

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

Name: <SC>L</SC>-Arginine-7-amido-4-methylcoumarin hydrochloride
Brand: SIGMA
Price: 173 USD

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

Key Documents

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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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This Item	C8022	A4302	G2761
Sigma-Aldrich A2027 L-Arginine-7-amido-4-methylcoumarin hydrochloride	Sigma-Aldrich C8022 Z-L-Arg 7-amido-4-methylcoumarin hydrochloride	Sigma-Aldrich A4302 L-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt	Sigma-Aldrich G2761 Gly-Pro-7-amido-4-methylcoumarin hydrobromide
assay ≥97% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥97% (TLC)
solubility acetic acid: water (1:1): 50 mg/mL, clear, colorless to light yellow	solubility methanol: 20 mg/mL, clear, colorless to faintly yellow	solubility water: 50 mg/mL, clear, colorless to very faintly yellow	solubility water: 50 mg/mL, clear, colorless to light yellow
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Application

L-Arginine-7-amido-4-methylcoumarin hydrochloride has been used as a substrate for cathepsin H from rat muscle homogenate[1] and sarcoplasmic extract.[2] It has also been used as a substrate for arginine amino-peptidase from Daphnia homogenates[3] and recombinant aminopeptidase from Toxoplasma gondii.[4]

Biochem/physiol Actions

L-Arginine-7-amido-4-methylcoumarin hydrochloride is a protease substrate.[5] It is a specific substrate for cathepsin H and not for cathepsin L and B.[6]

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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Purification and characterization of cathepsin L in arrowtooth flounder (Atheresthes stomias) muscle.

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

Evolution of asexual Daphnia pulex in Japan: variations and covariations of the digestive, morphological and life history traits.

Xiaofei Tian et al.

BMC evolutionary biology, 19(1), 122-122 (2019-06-15)

Several genetic lineages of obligate parthenogenetic Daphnia pulex, a common zooplankton species, have invaded Japan from North America. Among these, a lineage named JPN1 is thought to have started colonization as a single genotype several hundred to thousand years ago

Maternal Leucine-Rich Diet Minimises Muscle Mass Loss in Tumour-bearing Adult Rat Offspring by Improving the Balance of Muscle Protein Synthesis and Degradation.

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

Purification and characterization of a cathepsin L-like enzyme from the body wall of the sea cucumber Stichopus japonicus.

Bei-Wei Zhu et al.

Bioscience, biotechnology, and biochemistry, 72(6), 1430-1437 (2008-06-10)

Cathepsin L-like enzyme was purified from the body wall of the sea cucumber Stichopus japonicus by an integral method involving ammonium sulfate precipitation and a series of column chromatographies on DEAE Sepharose CL-6B, Sephadex G-75, and TSK-GEL. The molecular mass

X-ray crystal structure and specificity of the Toxoplasma gondii ME49 TgAPN2.

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

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