Leupeptin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 535265

CAS#: 24365-47-7

Description: Leupeptin is a Cysteine Proteinase Inhibitor.

Chemical Structure

img
Leupeptin
CAS# 24365-47-7
Instruction

Theoretical Analysis

MedKoo Cat#: 535265
Name: Leupeptin
CAS#: 24365-47-7
Chemical Formula: C20H38N6O4
Exact Mass: 426.30
Molecular Weight: 426.562
Elemental Analysis: C, 56.32; H, 8.98; N, 19.70; O, 15.00

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Leupeptin

IUPAC/Chemical Name: Valeramide, 2-(2-acetamido-4-methylvaleramido)-N-(1-formyl-4-guanidinobutyl)-4-methyl-

InChi Key: GDBQQVLCIARPGH-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: CC(C)CC(NC(C(NC(C)=O)CC(C)C)=O)C(NC(C=O)CCCNC(N)=N)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 426.56 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Hashimoto Y. Gelatin Zymography Using Leupeptin for the Detection of Various Cathepsin L Forms. Methods Mol Biol. 2017;1594:243-254. doi: 10.1007/978-1-4939-6934-0_16. PMID: 28456988.


2: Suzukake K, Takada M, Hori M, Umezawa H. Biosynthesis of leupeptin. IV. Is protein turnover in leupeptin producer cells affected by leupeptin? J Antibiot (Tokyo). 1980 Oct;33(10):1172-6. doi: 10.7164/antibiotics.33.1172. PMID: 7451369.


3: Hori M, Hemmi H, Suzukake K, Hayashi H, Uehara Y, Takeuchi T, Umezawa H. Biosynthesis of leupeptin. J Antibiot (Tokyo). 1978 Jan;31(1):95-8. doi: 10.7164/antibiotics.31.95. PMID: 627527.


4: Kim IS, Lee KJ. Physiological roles of leupeptin and extracellular proteases in mycelium development of Streptomyces exfoliatus SMF13. Microbiology. 1995 Apr;141 ( Pt 4):1017-25. doi: 10.1099/13500872-141-4-1017. PMID: 7773379.


5: Suzukake K, Hori M, Tamemasa O, Umezawa H. Purification and properties of an enzyme reducing leupeptin acid to leupeptin. Biochim Biophys Acta. 1981 Oct 13;661(2):175-81. doi: 10.1016/0005-2744(81)90001-2. PMID: 7295735.


6: Yamashita K, Watanabe K, Takayama H, Mizuguchi S, Ishibashi M, Miyazaki H, Tanaka W, Umezawa H. Assay of plasma leupeptin using the reversible binding of leupeptin to bovine pancreatic trypsin. Anal Biochem. 1986 Aug 1;156(2):503-7. doi: 10.1016/0003-2697(86)90285-x. PMID: 3766949.


7: Kieran D, Greensmith L. Inhibition of calpains, by treatment with leupeptin, improves motoneuron survival and muscle function in models of motoneuron degeneration. Neuroscience. 2004;125(2):427-39. doi: 10.1016/j.neuroscience.2004.01.046. PMID: 15062985.


8: Haspel J, Shaik RS, Ifedigbo E, Nakahira K, Dolinay T, Englert JA, Choi AM. Characterization of macroautophagic flux in vivo using a leupeptin-based assay. Autophagy. 2011 Jun;7(6):629-42. doi: 10.4161/auto.7.6.15100. Epub 2011 Jun 1. PMID: 21460622; PMCID: PMC3127049.


9: Kim IS, Lee KJ. Kinetic study on the production and degradation of leupeptin in Streptomyces exfoliatus SMF13. J Biotechnol. 1995 Aug 15;42(1):35-44. doi: 10.1016/0168-1656(95)00061-t. PMID: 7662340.


10: Salminen A. Effects of the protease inhibitor leupeptin on proteolytic activities and regeneration of mouse skeletal muscles after exercise injuries. Am J Pathol. 1984 Oct;117(1):64-70. PMID: 6385726; PMCID: PMC1900567.


11: Kim IS, Kim YB, Lee KJ. Characterization of the leupeptin-inactivating enzyme from Streptomyces exfoliatus SMF13 which produces leupeptin. Biochem J. 1998 Apr 15;331 ( Pt 2)(Pt 2):539-45. doi: 10.1042/bj3310539. PMID: 9531495; PMCID: PMC1219386.


12: Savory PJ, Rivett AJ. Leupeptin-binding site(s) in the mammalian multicatalytic proteinase complex. Biochem J. 1993 Jan 1;289 ( Pt 1)(Pt 1):45-8. doi: 10.1042/bj2890045. PMID: 8424770; PMCID: PMC1132128.


13: Veeraragavan K, Gagnon C. Leupeptin and chymostatin inhibit mammalian protein methylesterase activity. Biochem Biophys Res Commun. 1987 Jan 30;142(2):603-8. doi: 10.1016/0006-291x(87)90316-0. PMID: 3814152.


14: Ivy GO, Kanai S, Ohta M, Sato Y, Otsubo K, Kitani K. Leupeptin causes an accumulation of lipofuscin-like substances in liver cells of young rats. Mech Ageing Dev. 1991 Mar;57(3):213-31. doi: 10.1016/0047-6374(91)90048-5. PMID: 2056777.


15: Furuno K, Ishikawa T, Kato K. Appearance of autolysosomes in rat liver after leupeptin treatment. J Biochem. 1982 May;91(5):1485-94. doi: 10.1093/oxfordjournals.jbchem.a133840. PMID: 6178729.


16: Abaamrane L, Raffin F, Schmerber S, Sendowski I. Intracochlear perfusion of leupeptin and z-VAD-FMK: influence of antiapoptotic agents on gunshot-induced hearing loss. Eur Arch Otorhinolaryngol. 2011 Jul;268(7):987-93. doi: 10.1007/s00405-011-1487-0. Epub 2011 Jan 19. PMID: 21246210.


17: Ivy GO, Roopsingh R, Kanai S, Ohta M, Sato Y, Kitani K. Leupeptin causes an accumulation of lipofuscin-like substances and other signs of aging in kidneys of young rats: further evidence for the protease inhibitor model of aging. Ann N Y Acad Sci. 1996 Jun 15;786:12-23. doi: 10.1111/j.1749-6632.1996.tb39048.x. PMID: 8687013.


18: Freeman SJ, Lloyd JB. Inhibition of proteolysis in rat yolk sac as a cause of teratogenesis. Effects of leupeptin in vitro and in vivo. J Embryol Exp Morphol. 1983 Dec;78:183-93. PMID: 6663224.


19: Yao J, Qiu Y, Jia L, Zacks DN. Autophagosome immunoisolation from GFP-LC3B mouse tissue. Autophagy. 2019 Feb;15(2):341-346. doi: 10.1080/15548627.2018.1539591. Epub 2018 Oct 30. PMID: 30354910; PMCID: PMC6333448.


20: Kitano S, Irimura K, Sasaki T, Abe N, Baba A, Miyake Y, Katunuma N, Yamamoto K. Suppression of gingival inflammation induced by Porphyromonas gingivalis in rats by leupeptin. Jpn J Pharmacol. 2001 Jan;85(1):84-91. doi: 10.1254/jjp.85.84. PMID: 11243579.