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Key Documents

L2023

Sigma-Aldrich

Leupeptin trifluoroacetate salt

powder, ≥90% (HPLC)

Sinônimo(s):

Acetyl-Leu-Leu-Arg-al trifluoroacetate salt

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About This Item

Fórmula empírica (Notação de Hill):
C20H38N6O4 · xC2HF3O2
Número CAS:
Peso molecular:
426.55 (free base basis)
Número MDL:
Código UNSPSC:
12352202
ID de substância PubChem:
NACRES:
NA.77

product name

Leupeptin trifluoroacetate salt, ≥90% (HPLC), microbial

fonte biológica

microbial

Nível de qualidade

Ensaio

≥90% (HPLC)

forma

powder

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

OC(=O)C(F)(F)F.CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C=O

InChI

1S/C20H38N6O4.C2HF3O2/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;3-2(4,5)1(6)7/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H,6,7)/t15-,16-,17-;/m0./s1

chave InChI

WUHGBZVQELGOMH-FRKSIBALSA-N

Ações bioquímicas/fisiológicas

Inhibitor of serine and cysteine proteases. Inhibits plasmin, trypsin, papain, calpain, and cathepsin B. Does not inhibit pepsin, cathepsins A and D, thrombin, or α-chymotrypsin. Effective concentration 10-100 μM. There have been numerous studies using leupeptin to protect against hearing loss caused by acoustic overstimulation or the ototoxic antibiotic gentamicin. (Loss of cochlear hair cells is believed to be mediated by calpain.)

Nota de análise

Leupeptin gives multiple peaks on HPLC because of the formation of tautomeric isomers in solution. Majority of contaminating peptide is racemized leupeptin.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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