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A6191 Sigma-Aldrich

Antipain dihydrochloride from microbial source

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

  •  PubChem Substance ID 24891067

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Properties

Related Categories A to C, Aldehydes, Antibiotics, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics,
Quality Level   PREMIUM
InChI Key   YAHXZYICKJUJEO-BXLPLHKWSA-N
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

Description

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

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.

Stock solutions in water or buffer stable for 1 week at 4 °C, 1 month at −20 °C.

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

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
YV9350800

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References

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