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A6191

Antipain dihydrochloride

lyophilized powder

Synonyme(s) :

N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe

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A propos de cet article

Formule empirique (notation de Hill) :
C27H44N10O6 · 2 HCl
Numéro CAS:
37682-72-7
Poids moléculaire :
677.62
UNSPSC Code:
12352202
PubChem Substance ID:
24891067
NACRES:
NA.77
MDL number:
MFCD00135957
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Nom du produit

Antipain dihydrochloride from microbial source, protease inhibitor

biological source

Streptomyces sp.

Quality Level

300

form

lyophilized powder

potency

1.4 μM Ki

solubility

H2O: 50 mg/mL, 1-butanol: soluble, 1-propanol: soluble, DMSO: soluble, ethanol: soluble, methanol: soluble

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

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

InChI key

YAHXZYICKJUJEO-BXLPLHKWSA-N

General description

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 Ki = 1.4 μM

Biochem/physiol Actions

Antipain dihydrochloride also inhibits the action of papain and cathespsin B.
Non-selective serine and cysteine protease inhibitor.
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.

Preparation Note

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.

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11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
098K4036
088K4048
088K4049
078K4034
127K4017

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Protocoles

Thrombin from Bovine Plasma

Thrombin is an endolytic serine protease that selectively cleaves the Arg–Gly bonds of fibrinogen to form fibrin and release fibrinopeptides A and B.

Articles

Papain, Cysteine Protease, Properties & Products

Uncover properties and applications of the cysteine protease papain and find inhibitors, substrates, and other papain products.

Dawson, R., ed.
Data for Biochemical Research, 328-328 (1987)
Methods for Protein Analysis: A Practical Guide for Laboratory Protocols, 23-23 (2013)
Beynon, R.J. and Bond, J.S., ed.
Proteolytic Enzymes: A Practical Approach, 242-242 (1989)
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Numéro d'article de commerce international

RéférenceGTIN
A6191-25MG04061833258323
A6191-100MG04061833381847
A6191-1MG04061833381854
A6191-5MG04061833381861