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Key Documents

B7260

Sigma-Aldrich

Nα-Benzoyl-L-arginine-7-amido-4-methylcoumarin hydrochloride

protease substrate

Synonym(s):

Bz-Arg-AMC hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H25N5O4 · HCl
CAS Number:
Molecular Weight:
471.94
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

Quality Level

Assay

≥99% (TLC)

form

powder

solubility

DMSO:methanol (1:1): 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Cl.CC1=CC(=O)Oc2cc(NC(=O)[C@H](CCCNC(N)=N)NC(=O)c3ccccc3)ccc12

InChI

1S/C23H25N5O4.ClH/c1-14-12-20(29)32-19-13-16(9-10-17(14)19)27-22(31)18(8-5-11-26-23(24)25)28-21(30)15-6-3-2-4-7-15;/h2-4,6-7,9-10,12-13,18H,5,8,11H2,1H3,(H,27,31)(H,28,30)(H4,24,25,26);1H/t18-;/m0./s1

InChI key

XKAVYOJOHZLTDF-FERBBOLQSA-N

Application

Nα-Benzoyl-L-arginine-7-amido-4-methylcoumarin hydrochloride has been used:
  • as a substrate for trypsin-like proteolysis of peptide in red blood cells
  • as a substrate for midgut proteases of Pieris brassicae
  • as a substrate in screening serine protease activity of venom

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

A sensitive fluorogenic substrate for papain and trypsin.

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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Purification and functional characterisation of rhinocerase, a novel serine protease from the venom of Bitis gabonica rhinoceros
Vaiyapuri S, et al.
Testing, 5(3), e9687-e9687 (2010)
Trypsin-like proteolytic contamination of commercially available psa purified from human seminal fluid
Manning ML, et al.
Prostate, 72(11), 1233-1238 (2012)
Kanaoka, Y., et al.
Chemical & Pharmaceutical Bulletin, 25, 3126-3126 (1977)
Rakesh Kumar et al.
Frontiers in physiology, 6, 95-95 (2015-04-16)
Pieris brassicae L. is a serious pest of cultivated crucifers in several parts of the world. Larvae of P. brassicae also feed prolifically on garden nasturtium (Tropaeolum majus L., of the family Tropaeolaceae). Proteolytic digestion was studied in larvae feeding
Carmen Navarro-Guillén et al.
PloS one, 16(4), e0248356-e0248356 (2021-04-10)
New and more efficient methods to sustainably intensify Aquaculture production are essential to attain the seafood demand for direct human consumption in the near future. Nutrition has been identified as one strategy of early exposure that might affect animal early

Articles

Papain is a cysteine protease of the peptidase C1 family. Papain consists of a single polypeptide chain with three disulfide bridges and a sulfhydryl group necessary for activity of the enzyme.

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