Leupeptin hemisulfate salt

• Catalog No.: 62070
• CAS Number: 103476-89-7
• M. F.: C40H78N12O12S
• M. W.: 951.18552

SYNONYMS

• Title: 亮抑酶肽 半硫酸盐
• IUPAC name: bis((2S)-N-[(1S)-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]-2-acetamido-4-methylpentanamide); sulfuric acid
• IUPAC Traditional name: bis((2S)-N-[(1S)-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]-2-acetamido-4-methylpentanamide); sulfuric acid
• Synonyms: N-乙酰基-L-亮氨酰-L-亮氨酰-L-精氨醛 半硫酸盐; Acetyl-Leu-Leu-Arg-al; N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt

DATABASE IDS

• CAS Number: 103476-89-7
• PubChem SID: 24882188
• MDL Number: MFCD00037012

PROPERTIES

• Linear Formula: C20H38N6O4 · 1/2H2SO4
• Solubility: H2O: soluble50 mg/mL
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

Analysis Note
Leupeptin gives multiple peaks on HPLC due to equilibria among three forms in solution. Purity determined using three main peaks. Majority of contaminating peptide is racemized leupeptin.
Other Notes
Inhibitor of trypsin, plasmin, papain and cathepsin B2,3,4
Unit Definition
1 U corresponds to the amount of inhibitor which reduces the trypsin activity by 1 BAEE-U. (1 BAEE-U is the amount of enzyme which increases the absorbance at 253 nm by 0.001 per minute at pH 7.6 and 25 °C; BAEE, Fluka No. 12880, as substrate)
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.1 (Loss of cochlear hair cells is believed to be mediated by calpain.)

Description (简体中文)

Analysis Note
由于三种形式在溶液中达到平衡，亮抑酶肽可在 HPLC 上形成多个峰。通过三个主峰测定纯度。主要的杂质肽为外消旋亮抑酶肽。
Other Notes
Inhibitor of trypsin, plasmin, papain and cathepsin B2,3,4
Unit Definition
1 U corresponds to the amount of inhibitor which reduces the trypsin activity by 1 BAEE-U. (1 BAEE-U is the amount of enzyme which increases the absorbance at 253 nm by 0.001 per minute at pH 7.6 and 25 °C; BAEE, Fluka No. 12880, as substrate)
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.1 (Loss of cochlear hair cells is believed to be mediated by calpain.)