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L2023

Sigma-Aldrich

Leupeptin trifluoroacetate salt

≥90% (HPLC), microbial

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Synonym(s):
Acetyl-Leu-Leu-Arg-al trifluoroacetate salt
Empirical Formula (Hill Notation):
C20H38N6O4 · xC2HF3O2
CAS Number:
Molecular Weight:
426.55 (free base basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial

Quality Level

assay

≥90% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI key

WUHGBZVQELGOMH-FRKSIBALSA-N

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This Item
L2884L5793L9783
Leupeptin trifluoroacetate salt ≥90% (HPLC), microbial

L2023

Leupeptin trifluoroacetate salt

Leupeptin microbial, ≥90% (HPLC)

L2884

Leupeptin

Leupeptin BioUltra, microbial, ≥95% (HPLC)

L5793

Leupeptin

Leupeptin hydrochloride microbial, ≥90% (HPLC)

L9783

Leupeptin hydrochloride

assay

≥90% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥90% (HPLC)

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

H2O: 10 mM (Solutions are stable for a week at 4 °C. Stock solutions are stable up to 6 months at −20 °C.), H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Biochem/physiol Actions

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.)

Analysis Note

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

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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