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Key Documents

A6191

Sigma-Aldrich

Antipain dihydrochloride

lyophilized powder

Sinonimo/i:

N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe

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About This Item

Formula empirica (notazione di Hill):
C27H44N10O6 · 2 HCl
Numero CAS:
Peso molecolare:
677.62
Numero MDL:
Codice UNSPSC:
12352202
ID PubChem:
NACRES:
NA.77

product name

Antipain dihydrochloride from microbial source, protease inhibitor

Origine biologica

Streptomyces sp.

Livello qualitativo

Forma fisica

lyophilized powder

Potenza

1.4 μM Ki

Solubilità

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

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

−20°C

Stringa SMILE

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
YAHXZYICKJUJEO-BXLPLHKWSA-N

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Descrizione generale

Chemical structure: peptide

Applicazioni

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

Azioni biochim/fisiol

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.

Nota sulla preparazione

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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I clienti hanno visto anche

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)
The adipose tissue phenotype of hormone-sensitive lipase deficiency in mice
Wang S, et al.
Obesity Research, 9(2), 119-128 (2001)
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Articoli

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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