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C7268

Sigma-Aldrich

Chymostatin

microbial

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Synonym(s):
N-(Nα-Carbonyl-Cpd-X-Phe-al)-Phe (Cpd = capreomycidine) (capreomycidine = [S,S]-α-(2-Iminohexahydro-4-pyrimidyl)glycine)
CAS Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial

Quality Level

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

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1 of 4

This Item
T4376L2023A6191
Chymostatin microbial

C7268

Chymostatin

Leupeptin trifluoroacetate salt ≥90% (HPLC), microbial

L2023

Leupeptin trifluoroacetate salt

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

300

form

powder

form

powder

form

powder

form

lyophilized powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: 10 mM (Stock solutions stable for months at −20 °C.)

solubility

DMSO: >10 mg/mL (stable for several months at 4°C.), ethanol: 20 mg/mL (stable for several months at 4°C. Stock solutions (10 mM in methanol or ethanol) are stable for several months at 4°C.)

solubility

H2O: 10 mM (Solutions are stable only a few hours. Stock solutions are stable up to 6 months at −20 °C.)

solubility

H2O: 50 mg/mL, 1-butanol: soluble, 1-propanol: soluble, DMSO: soluble, ethanol: soluble, methanol: soluble

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

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

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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