Skip to Content
Merck
CN

A6191

Antipain dihydrochloride

lyophilized powder

Synonym(s):

N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C27H44N10O6 · 2 HCl
CAS Number:
37682-72-7
Molecular Weight:
677.62
MDL number:
MFCD00135957
UNSPSC Code:
12352202
PubChem Substance ID:
24891067
NACRES:
NA.77

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

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

Looking for similar products? Visit Product Comparison Guide

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.

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 Information

常规特殊物品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000477742
0000477741
0000453950
0000453950
0000453949

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Zollner, H., ed.
Handbook of Enzyme Inhibitors, 94-94 (1993)
The adipose tissue phenotype of hormone-sensitive lipase deficiency in mice
Wang S, et al.
Obesity Research, 9(2), 119-128 (2001)
Wenjie Xia et al.
Foods (Basel, Switzerland), 9(6) (2020-07-02)
In this study, a novel method called selective proteolysis was applied to the glycinin component of soy protein isolate (SPI), and a degraded glycinin hydrolysate (DGH) was obtained. The effects of high-intensity ultrasound (HIU) treatment (20 kHz at 400 W
Dawson, R., ed.
Data for Biochemical Research, 328-328 (1987)
Mechanism of interferon-gamma mediated down-regulation of interleukin-10 gene expression
Schaefer A, et al.
Molecular Immunology, 46(7), 1351-1359 (2009)
View All Related Papers

Articles

Papain, Cysteine Protease, Properties & Products

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

半胱氨酸蛋白酶——木瓜蛋白酶的特性和产品

木瓜蛋白酶是肽酶C1家族的一种半胱氨酸蛋白酶。它由单一多肽链组成，含有三个二硫键和一个酶活性所必需的巯基。

Protocols

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.

牛血浆凝血酶

凝血酶是一种内溶性丝氨酸蛋白酶，可选择性裂解纤维蛋白原的精氨酸-甘氨酸键，从而形成纤维蛋白并释放纤维蛋白肽A和B。

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service