CAS 55123-66-5

Leupeptin

Description:

Leupeptin, also known as a protease inhibitor, is a small peptide derived from the fermentation of certain bacteria, particularly from the genus Streptomyces. It is characterized by its ability to inhibit various serine and cysteine proteases, making it a valuable tool in biochemical research for studying protein degradation and cellular processes. Leupeptin is often utilized in cell culture and protein extraction protocols to prevent proteolytic degradation of proteins, thereby preserving their structure and function for analysis. The substance is typically soluble in water and exhibits a relatively low molecular weight. Its mechanism of action involves binding to the active sites of proteases, effectively blocking their enzymatic activity. Leupeptin has been studied for its potential therapeutic applications, particularly in cancer research and neurodegenerative diseases, due to its role in modulating protein turnover. However, its use in clinical settings is limited, and it is primarily employed in laboratory research. Safety precautions should be observed when handling leupeptin, as with any chemical reagent.

Formula: C₂₀H₃₈N₆O₄

InChI: InChI=1S/C20H38N6O4/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/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23)/t15-,16-,17-/m0/s1

InChI key: InChIKey=GDBQQVLCIARPGH-ULQDDVLXSA-N

SMILES: [C@@H](NC([C@H](CC(C)C)NC(C)=O)=O)(C(N[C@@H](CCCNC(=N)N)C=O)=O)CC(C)C

Synonyms:

• 6-O--D-Glucopyranosyl-D-glucopyranose
• <span class="text-smallcaps">L</smallcap>-Leucinamide, N-acetyl-<smallcap>L</span>-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-
• <span class="text-smallcaps">L</smallcap>-Leucinamide, N-acetyl-<smallcap>L</span>-leucyl-N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-, (S)-
• Ac-Leu-Leu-Arg-aldehyde . hemisulfate
• Acetyl-<span class="text-smallcaps">L</smallcap>-leucyl-<smallcap>L</smallcap>-leucyl-<smallcap>L</span>-argininal
• Leupeptin
• N-Acetyl-<span class="text-smallcaps">L</smallcap>-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-<smallcap>L</span>-leucinamide
• N-acetyl-L-leucyl-L-leucyl-L-argininal
• Acetyl-L-leucyl-L-leucyl-L-argininal
• N-Acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-L-leucinamide
• L-Leucinamide, N-acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-

Leupeptin

CAS: 55123-66-5

Leupeptin

Molecular weight: 426.55352g/mol

Ref: 54-BI12141

Leupeptin hemisulphate salt monohydrate (Synthetic)

CAS: 55123-66-5

Leupeptin is a naturally occurring protease inhibitor that has been synthetically produced for use as an experimental tool. Leupeptin inhibits the activity of basic proteins and enzymes by binding to them at the active site, preventing their access to substrate. This inhibition can be reversed with reducing agents (e.g., dithiothreitol). Leupeptin has been shown to inhibit neuronal death during anoxia in experimental models and has also been shown to have neurotrophic effects, which may be due to its ability to prevent protein aggregation.

Formula: C₂₀H₃₈N₆O₄•(H₂SO₄)₀•H₂O

Purity: Min. 95%

Molecular weight: 493.61 g/mol

Ref: 3D-ILP-3851-PI