Leupeptin, Hemisulfate

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Leupeptin, Hemisulfate

L-1165
  • CAS: 103476-89-7
  • Formula: C20H38N6O4.0.5 H2SO4
  • MW: 475.6
  • Appearance: White powder
  • Purity: >90%

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Hazardous
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Leupeptin is a reversible competitive inhibitor of serine and thiol proteases. It has been reported to inhibit calpain, cathepsin B, cathepsins H, L and trypsin. Typical working concentrations are in the range of 10 to 100 µM. Leupeptin appears to be equally effective in any salt form, adjusting for equivalent peptide content. The hemisulfate salts were the first to be commercially available. Of the three salts, the hydrochloride is the least invasive form in biological settings. No problem or preference for the trifluoroacetate (TFA) form has been noted; TFA is volatile, so could possibly be removed by lyophilization.

Microbially produced leupeptin inhibitor was first isolated as a mixture of two very similar forms: acetyl-LeuLeu-Arg-al and propionyl-Leu-Leu-Arg-al. Although the propionyl leupeptin is active as an inhibitor the acetyl form is more commonly used and is available in several different forms. Leupeptin, because of its aldehyde group, may act as a reducing agent and therefore interfere in protein determinations such as Lowry and, to a lesser extent, Bradford.

Leupeptin stock (20 mg/ml): Leupeptin in Methanol. Prepare a stock of 20 mg/ml in methanol, Store at -20°C.

Additional Information

SynonymsAc-Leu-Leu-Arginal; Acetyl-L-leucyl-L-leucyl-L-argininal
Product #L-1165
CAS #103476-89-7
Chemical NameN-acetyl-L-leucyl-N-[4-[(aminoiminomethyl)amino]-1S-formylbutyl]-L-leucinamide, hemisulfate
FormulaC20H38N6O4.0.5 H2SO4
MW475.6
AppearanceWhite powder
Purity>90%
SolubilitySoluble in H20 (50mg/ml). Clear colorless to faint yellow solution
Storage TempStore desiccated at -20°C. HYGROSCOPIC! PROTECT FROM LIGHT & MOISTURE!

Additional Information

InChIInChI=1S/2C20H38N6O4.H2O4S/c2*1-12(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;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1
SMILESOS(O)(=O)=O.[H]C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O.[H]C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O

Additional Information

HandlingAvoid contact. Do not get in eyes, on skin, or clothing. Wash thoroughly after handling. Wash contaminated clothing before reuse.
Hazard ImageYes

Additional Information

msds 1L-1165, Leupeptin, SDS, diamond format.pdf
Certificate of Analysis 1L-1165, J1181C.pdf
Certificate of Analysis 2L-1165, J1181B.pdf
Certificate of Analysis 3L-1165, J1181A.pdf
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