C7268

Chymostatin

powder

• Synonym(s): N-(N_α-Carbonyl-Cpd-X-Phe-al)-Phe (Cpd = capreomycidine) (capreomycidine = [S,S]-α-(2-Iminohexahydro-4-pyrimidyl)glycine)
• CAS Number: 9076-44-2
• UNSPSC Code: 12352202
• PubChem Substance ID: 329775144
• NACRES: NA.77
• MDL number: MFCD00071059

Properties

• Product Name: Chymostatin, microbial
• biological source: microbial
• Quality Segment: 300
• form: powder
• solubility: DMSO: 10 mM (Stock solutions stable for months at −20 °C.)
• storage temp.: −20°C
• SMILES string: OC(C(NC(NC(C1NC(NCC1)=N)C([F,Cl,Br,I]C)=O)=O)CC2=CC=CC=C2)=O
• InChI key: MRXDGVXSWIXTQL-HYHFHBMOSA-N

Description

Application

Chymostatin has been used in a study that determined that molecular calculations are useful for evaluating the interactions between ligands, including inhibitors and homologous enzymes, in docking models. Chymostatin has also been used in a study to investigate the norovirus protease as an attractive target for antiviral drug development.

Biochem/physiol Actions

Chymostatin is a strong inhibitor of many proteases, including chymotrypsin, papain, chymotrypsin-like serine proteinases, chymases, and lysosomal cysteine proteinases such as cathepsins A,B,C, B, H, and L. It weakly inhibits human leucocyte elastase. It is effective at a final concentration of 100 to 200 μg/ml (10 to 100 μM). Chymostatin is often included in protease inhibitor cocktails used with plant extracts.

Inhibits the lysosomal proteinase cathepsin B, and the soluble Ca²⁺-activated proteinase. Many young plant tissues express a chomostatin-sensitive serine protease.

Preparation Note

Solubility testing in glacial acetic acid at 10 mg/ml yields a clear solution, which is usually colorless, but can be yellow in appearance. It is reportedly also soluble in DMSO; only slightly soluble in water and short-chain alcohols; insoluble in ethyl acetate, butyl acetate, ether, hexane, and petroleum ether. Stock solutions (10 mM) can be prepared in DMSO and are stable for months at -20 °C. Stock solutions can also be made in 0.1 M HCl. Dilute solutions (10-100 μM) are only stable for several hours, due to oxidation of the terminal aldehyde.

Other Notes

A mixture of A (major), B and C components. A: X=Leu; B: X=Val; C: X=Ile
chymostatin A MW = 607.7
chymostatin B MW = 593.7
chymostatin C MW = 607.7

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)