A6191

Antipain dihydrochloride

lyophilized powder

• Synonyme(s) : N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe
• Formule empirique (notation de Hill): C₂₇H₄₄N₁₀O₆ · 2 HCl
• Numéro CAS: 37682-72-7
• Poids moléculaire : 677.62
• Numéro MDL: MFCD00135957
• Code UNSPSC : 12352202
• ID de substance PubChem : 24891067
• Nomenclature NACRES : NA.77

Propriétés

• product name: Antipain dihydrochloride from microbial source, protease inhibitor
• Source biologique: Streptomyces sp.
• Niveau de qualité: 300
• Forme: lyophilized powder
• Puissance: 1.4 μM K_i
• Solubilité: H₂O: 50 mg/mL; 1-butanol: soluble; 1-propanol: soluble; DMSO: soluble; ethanol: soluble; methanol: soluble
• Mode d’action: enzyme | inhibits
• Température de stockage: −20°C
• Chaîne SMILES: Cl[H].Cl[H].[H]C(=O)C(CCCNC(N)=N)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)NC(Cc1ccccc1)C(O)=O)C(C)C
• InChI: 1S/C27H44N10O6.2ClH/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17;;/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43);2*1H/t18?,19-,20?,21-;;/m0../s1
• Clé InChI: YAHXZYICKJUJEO-BXLPLHKWSA-N

Description

Description générale

Chemical structure: peptide

Application

Antipain dihydrochloride from microbial source has been used in the preparation of adipocyte proteins for western blotting and in protease inhibitor cocktail for isolating nuclear extracts for gelshift analysis.

Concentrations for 50% inhibition (μg/ml):
papain, 0.16
trypsin, 0.26
cathepsin A, 1.19
cathepsin B, 0.59
cathepsin D, 125
plasmin, >93
chymotrypsin and pepsin, >250
It also has been reported to inhibit calpain I, (porcine) with K_i = 1.4 μM

Actions biochimiques/physiologiques

Antipain dihydrochloride also inhibits the action of papain and cathespsin B.

Reversible inhibitor of serine/cysteine proteases and some trypsin-like serine proteases. Its action resembles leupeptin; however, its plasmin inhibition is less and its cathepsin A inhibition is more than that observed with leupeptin. Chronic administration of antipain can reduce the frequency of chemically induced transformation in BALB/c-/3T3 cells.

Notes préparatoires

Solubility testing at 50 mg/ml in water yields a clear to slightly hazy yellow solution. It is reportedly soluble in methanol, water, and DMSO; less soluble in ethanol, butanol, and propanol; insoluble in benzene, hexane, and chloroform.⁸ A stock solution in water or buffer is stable for about a month at -20 °C.

Dilute solutions should be stored on ice and kept for only a day because of the terminal aldehyde, which is subject to oxidation and racemization.

Stock solutions in water or buffer stable for 1 week at 4 °C, 1 month at −20 °C.

Informations sur la sécurité

• 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)