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A6191

Sigma-Aldrich

Antipain dihydrochloride from microbial source

protease inhibitor

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Synonym(s):
N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe
Empirical Formula (Hill Notation):
C27H44N10O6 · 2 HCl
CAS Number:
Molecular Weight:
677.62
MDL number:
PubChem Substance ID:

biological source

Streptomyces sp.

Quality Level

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

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This Item
A1276T8902P9620
Amastatin hydrochloride hydrate ≥97% (HPLC)

A1276

Amastatin hydrochloride hydrate

Puromycin dihydrochloride Ready Made Solution, from Streptomyces alboniger, 10 mg/mL in H2O, suitable for cell culture

P9620

Puromycin dihydrochloride

Quality Level

300

Quality Level

200

Quality Level

-

Quality Level

300

form

lyophilized powder

form

powder

form

-

form

solution

solubility

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

solubility

methanol: 1 mM (Stock solution stable for 1 month at −20 °C. Working solution stable for 1 day.)

solubility

acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow

solubility

H2O: soluble 10 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

potency

1.4 μM Ki

potency

-

potency

-

potency

-

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.
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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