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B9385

Sigma-Aldrich

Boc-Val-Pro-Arg-7-amido-4-methylcoumarin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C31H45N7O7
CAS Number:
70375-24-5
Molecular Weight:
627.73
MDL number:
MFCD00058181
UNSPSC Code:
12352204
PubChem Substance ID:
24892134
NACRES:
NA.32

Assay

≥98% (TLC)

form

powder

solubility

water: 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Cl.CC(C)C(NC(=O)OC(C)(C)C)C(=O)N1CCCC1C(=O)NC(CCCNC(N)=N)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2

InChI

1S/C31H45N7O7.ClH/c1-17(2)25(37-30(43)45-31(4,5)6)28(42)38-14-8-10-22(38)27(41)36-21(9-7-13-34-29(32)33)26(40)35-19-11-12-20-18(3)15-24(39)44-23(20)16-19;/h11-12,15-17,21-22,25H,7-10,13-14H2,1-6H3,(H,35,40)(H,36,41)(H,37,43)(H4,32,33,34);1H

InChI key

ROQGJTZGLVLVIN-UHFFFAOYSA-N

General description

Boc-Val-Pro-Arg-AMC serves as a synthetic substrate for human kallikrein 8.

Application

Boc-Val-Pro-Arg-7-amido-4-methylcoumarin hydrochloride has been used:
  • as a fluorogenic substrate for thrombin in inhibitory assay with salivary protein cE5
  • as a fluorogenic substrate for thrombin in inhibitory assay with recombinant E. nipponicum serpin
  • as a substrate in proteinase assay with hemolymph protein

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

A fluorogenic substrate for thrombin.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

B9385-5MG:
B9385-25MG:
B9385-1MG:
B9385-VAR:
B9385-BULK:

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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Sigma-Aldrich

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The Journal of biological chemistry, 292(30), 12632-12642 (2017-06-09)
Saliva of blood-feeding arthropods carries several antihemostatic compounds whose physiological role is to facilitate successful acquisition of blood. The identification of novel natural anticoagulants and the understanding of their mechanism of action may offer opportunities for designing new antithrombotics disrupting
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Biological chemistry, 387(6), 723-731 (2006-06-28)
Human kallikrein 8 (hK8), whose gene was originally cloned as the human ortholog of a mouse brain protease, is known to be associated with diseases such as ovarian cancer and Alzheimer's disease. Recombinant human pro-kallikrein 8 was activated with lysyl
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The Journal of biological chemistry, 290(10), 6470-6481 (2015-01-13)
The melanization cascade, activated by the prophenoloxidase (proPO) system, plays a key role in the production of cytotoxic intermediates, as well as melanin products for microbial sequestration in invertebrates. Here, we show that the proPO system is an important component
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Serpins are a superfamily of serine peptidase inhibitors that participate in the regulation of many physiological and cell peptidase-mediated processes in all organisms (e.g. in blood clotting, complement activation, fibrinolysis, inflammation, and programmed cell death). It was postulated that in
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Twenty peptide-4-methylcoumarin amides (MCA) were newly synthesized and tested as possible substrates for alpha-thrombin, factor Xa, kallikreins, urokinase, and plasmin. These fluorogenic peptides contained arginine-MCA as the carboxyl-terminus. Release of 7-amino-4-methylcoumarin was determined fluorometrically. Of these peptides, the following were
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