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Roche

Antipain dihydrochloride

crystalline, suitable for cell culture, pkg of 10 mg

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Synonym(s):
Antipain dihydrochloride from microbial source, N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe
Empirical Formula (Hill Notation):
C27H44N10O6 · 2 HCl
CAS Number:
37682-72-7
Molecular Weight:
677.62
MDL number:
MFCD00135957
UNSPSC Code:
12352200
PubChem Substance ID:
329749271

form

crystalline

Quality Level

100

mol wt

Mr = 677.63

packaging

pkg of 10 mg

manufacturer/tradename

Roche

technique(s)

cell culture | mammalian: suitable

mp

209-217 °C

solubility

DMSO: 20 mg/mL
methanol: 20 mg/mL
water: 20 mg/mL
benzene: insoluble
chloroform: insoluble
ethanol: sparingly soluble
hexane: insoluble

storage temp.

2-8°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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General description

Antipain is a protease inhibitor isolated from actinomycetes. It inhibits thrombokinase and blood coagulation.

Application

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

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.

Formula variant

Formula: C27H44N10O6 x 2 HCl

Preparation Note

Working concentration: 50 μg/ml

Working solution: Soluble in water, methanol, or DMSO to 20 mg/ml. Sparingly soluble in ethanol, propanol, or butanol. Insoluble in benzene, chloroform (CHCl3), hexane, or petroleum and ethyl ethers.
Storage conditions (working solution): -15 to -25 °C
Dilute solutions should be stored frozen in aliquots at -15 to -25 °C. Growth of microorganisms and repeated freezing should be avoided. Stable for approximately one month.
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.

Reconstitution

Soluble in water, methanol, or DMSO to 20 mg/ml. Sparingly soluble in ethanol, propanol, or butanol. Insoluble in benzene, chloroform (CHCl3), hexane, or petroleum and ethyl ethers. Dilute solutions should be stored frozen in aliquots at -15 to -25 °C. Stable for approximately one month.
CAUTION: DMSO (Dimethyl sulfoxide) will permeate the skin, carrying solubilized protease inhibitors. Always wear appropriate protection for eyes, skin, etc.

Other Notes

For life science research only. Not for use in diagnostic procedures.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Antipain, a new protease inhibitor isolated from agtinomycetes
Suda H, et al.
The Journal of Antibiotics, 25(4), 263-265 (1972)
Antipain, a new protease inhibitor isolated from actinomycetes.
H Suda et al.
The Journal of antibiotics, 25(4), 263-266 (1972-04-01)
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