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Antipain dihydrochloride from microbial source

SIGMA/A6191 - protease inhibitor

Synonym: N-(Nα-Carbonyl-Arg-Val-Arg-al)-Phe

CAS Number: 37682-72-7
Empirical Formula (Hill Notation): C27H44N10O6 · 2 HCl
Molecular Weight: 677.62
MDL Number: MFCD00135957
Linear Formula: C27H44N10O6 · 2 HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A6191-1MG 1 mg
$65.40
1/EA
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45-A6191-5MG 5 mg
$102.00
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45-A6191-25MG 25 mg
$382.00
1/EA
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45-A6191-100MG 100 mg
$1150.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A6191-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A6191-25MG

 

biological source Streptomyces sp.
form lyophilized powder
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
mode of action enzyme | inhibits
potency 1.4 μM Ki
Quality Level 300 
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
solubility 1-butanol: soluble
  1-propanol: soluble
  DMSO: soluble
  ethanol: soluble
  H2O: 50 mg/mL
  methanol: soluble
storage temp. −20°C
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.
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: Antipain dihydrochloride also inhibits the action of papain and cathespsin B.
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.
General description: Chemical structure: peptide
Packaging: 1, 5, 25, 100 mg in glass bottle
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.
Preparation Note: Stock solutions in water or buffer stable for 1 week at 4 °C, 1 month at −20 °C.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. −20°C
UNSPSC 12352202

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