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B9385

Sigma-Aldrich

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

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About This Item

Formule empirique (notation de Hill):
C31H45N7O7
Numéro CAS:
70375-24-5
Poids moléculaire :
627.73
Numéro MDL:
MFCD00058181
Code UNSPSC :
12352204
ID de substance PubChem :
24892134
Nomenclature NACRES :
NA.32

Pureté

≥98% (TLC)

Forme

powder

Solubilité

water: 20 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

ROQGJTZGLVLVIN-UHFFFAOYSA-N

Description générale

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

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrats

A fluorogenic substrate for thrombin.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Tadaaki Kishi et al.
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
Luciano Pirone et al.
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
Jantiwan Sutthangkul et al.
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
T Morita et al.
Journal of biochemistry, 82(5), 1495-1498 (1977-11-01)
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
Assay of coagulation proteases using peptide chromogenic and fluorogenic substrates.
R Lottenberg et al.
Methods in enzymology, 80 Pt C, 341-361 (1981-01-01)
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