178223

Antipain, Dihydrochloride

Peptidyl arginine aldehyde protease inhibitor produced by actinomycetes.

• Synonym(s): Antipain, Dihydrochloride
• Empirical Formula (Hill Notation): C₂₇H₄₄N₁₀O₆ · 2HCl
• CAS Number: 37682-72-7
• Molecular Weight: 677.62
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00135957
• Assay: ≥97% (HPLC)
• Form: powder
• Storage condition: OK to freeze, desiccated (hygroscopic), protect from light

Properties

• Quality Segment: 100
• description: RTECS - YV9350800
• assay: ≥97% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated (hygroscopic), protect from light
• color: white
• solubility: water: 1 mg/mL, DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [Cl-].[Cl-].N([C@@H](C(C)C)C(=O)NC(=O)[C@@H](NC(=O)NC(Cc1ccccc1)C(=O)O)CCCN=C(N)N)C(CCCN=C(N)N)C=O.[H+].[H+]
• InChI: 1S/C27H44N10O6.2ClH/c1-16(2)21(34-18(15-38)10-6-12-32-25(28)29)23(40)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;;/h3-5,8-9,15-16,18-21,34H,6-7,10-14H2,1-2H3,(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43)(H,37,39,40);2*1H/t18?,19-,20?,21-;;/m0../s1
• InChI key: GXQPAKIVOCLCHD-BXLPLHKWSA-N

Description

General description

A reversible protease inhibitor produced by actinomycetes. Inhibits cathepsin A and B as well as papain, and trypsin-like serine proteases. Acts by forming a hemiacetal adduct between the aldehyde group of the inhibitor and the active proteinase. Effective at concentrations range from 1 to 100 µM.

Effective concentration: 1-100 µM.

Peptidyl arginine aldehyde protease inhibitor produced by actinomycetes. Inhibitor of Ca²⁺-dependent endopeptidases. Has specificity similar to Leupeptin (Cat. No. 108975). Inhibits trypsin-like serine proteases, papain and some cysteine proteases (IC₅₀ = 300 µM).

Biochem/physiol Actions

Cell permeable: no

Primary Target
trypsin-like serine proteases, papain, and some cysteine proteases

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 300 µM against trypsin-like serine proteases, papain and some cysteine proteases; Effective concentration: 1-100 µM

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short-term storage. Stock solutions are stable for up to 1 week at 4°C or for up to 1 month at -20°C.

Other Notes

Lyupina, Y.V., et al. 1996. Eur. J. Pharmacol. 304, 23.
Ichikawa, S., et al. 1985. J. Reprod. Fertil.73, 385
Umezawa, H. 1976. Methods Enzymol.55, 678.
Suda, H., et al. 1972. J. Antibiot. (Tokyo) 25, 263.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable