ChemicalBook > CAS DataBase List > Leupeptin

Leupeptin

Product Name
Leupeptin
CAS No.
103476-89-7
Chemical Name
Leupeptin
Synonyms
LEUPEPTIN HEMISULFATE;LEUPEPTIN HEMISULFATE SALT;CS-2263;LEUPEPTIN;AC-LLR-CHO;LEUPEPTIN SULFATE;AC-LEU-LEU-ARG-CHO;LEUPEPTIN 1/2 H2SO4;Leupeptin USP/EP/BP;AC-LEU-LEU-ARGININAL
CBNumber
CB3666742
Molecular Formula
C20H40N6O8S
Formula Weight
524.63
MOL File
103476-89-7.mol
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Leupeptin Property

alpha 
-76 º (c=1, water)
storage temp. 
-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.
form 
Powder
color 
White to Off-white
Water Solubility 
soluble
Stability:
Stable for 1 year from date of purchase as supplied Solutions in distilled water, ethanol or methanol may be stored at -20°C for up to 3 months.
InChIKey
CIPMKIHUGVGQTG-VFFZMTJFSA-N
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-63-36/37/38
Safety Statements 
22-24/25-36/37-36-36/37/39-26-7/8
RIDADR 
3077
WGK Germany 
3
10-23
HS Code 
29252900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
LEU-RO
Product name
Leupeptin
Purity
Ac-Leu-Leu-argininal x 1/2 H2SO4, synthetic
Packaging
5mg
Price
$94
Updated
2024/03/01
Sigma-Aldrich
Product number
LEU-RO
Product name
Leupeptin
Purity
Ac-Leu-Leu-argininal x 1/2 H2SO4, synthetic
Packaging
25mg
Price
$270
Updated
2024/03/01
Sigma-Aldrich
Product number
LEU-RO
Product name
Leupeptin
Purity
Ac-Leu-Leu-argininal x 1/2 H2SO4, synthetic
Packaging
50mg
Price
$469
Updated
2024/03/01
Sigma-Aldrich
Product number
LEU-RO
Product name
Leupeptin
Purity
Ac-Leu-Leu-argininal x 1/2 H2SO4, synthetic
Packaging
100mg
Price
$785
Updated
2024/03/01
Sigma-Aldrich
Product number
L2884
Product name
Leupeptin
Purity
microbial, ≥90% (HPLC)
Packaging
0.5mg
Price
$63.8
Updated
2024/03/01
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Leupeptin Chemical Properties,Usage,Production

Description

Leupeptin hemisulfate (103476-89-7) is a reversible inhibitor of trypsin-like proteases and cysteine proteases. Inhibits trypsin, plasmin, papain and cathepsin B, H and L.1-3?Blocks various apoptotic pathways in T cells.4?Commonly used in cell lysis buffers to protect proteins from degradation. Typical working concentration is 1μM (0.5 μg/ml).

Chemical Properties

White to off-white lyophilized powder

Uses

Reversible protease inhibitor, which inhibits cathepsin B, calpain and trypsinPharmaceutical composition containing leupeptin hemisulfate is used as an anti-malarial agent. It is employed in the treatment of noise-induced hearing loss. It also protects the heart from myocardial stunning. Further, it is used to inhibit serine, cysteine proteases, plasmin, trypsin, papain, kallikrein and cathepsin B.

Uses

Leupeptin as well as other protease inhibitors like antipain, chymostatin, pepstatin, and phosphoramidon are useful for the protection of proteins during their isolation from tissues or membranes. Leupeptin can be removed from the reaction by dialysis.
Note: To check other protease inhibitors, try our Protease Inhibitor Set including Antipain Dihydrochloride, Aprotinin, Bestatin, Chymostatin, E-64, EDTA-Na2, Leupeptin, Pefabloc SC, Pepstatin, and Phosphoramidon.

Uses

Leupeptin has been used as a protease inhibitor: in ice-cold lysis buffer to harvest cells for western immunoblotting and immunoprecipitation,in chromatin immunoprecipitation (ChIP) lysis buffer for the isolation of fragmented chromatin samples in lysis buffer I to lyse the cells for tandem affinity purification (TAP)

Definition

ChEBI: A peptide sulfate salt obtained by combining leupeptin with 0.5 molar equivalents of sulfuric acid.

General Description

Leupeptin, or N-acetyl-L-leucyl-L-leucyl-L-argininal, is a naturally occurring tripeptide that acts particularly as a serine protease inhibitor and as a cysteine protease inhibitor. Its mechanism of action involves structurally similar covalent binding reactions:

  • In the active site of serine proteases, leupeptin forms a covalent hemiacetal adduct between the aldehyde group of leupeptin and the hydroxyl group of a serine residue in the enzyme active site.
  • In the active site of cysteine proteases, the electrophilic (aldehyde) carbon of leupeptin forms a comparable bond with the sulfur atom of a cysteine residue in the enzyme active site.

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.)

storage

+4°C

References

1) Aoyagi?et al.?(1969),?Leupeptins, new protease inhibitors from Actinomycetes; J. Antibiot.,?22?283 2) Barrett?et al.?(1981),?Cathepsin B, Cathepsin H and Cathepsin L; Methods Enzymol., Pt C,?80?535 3) Knight?et al. (1980),?Human cathepsin B. Application of the substrate N-benzyloxycarbonyl-L-arginyl-L-arginine 2-naphthylamide to a study of the inhibition by leupeptin; Biochem. J.,?189?447 4) Sarin?et al. (1995),?A protease-dependent TCR-induced death pathway in mature lymphocytes; J. Immunol.,?154?5806

Leupeptin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Leupeptin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Leupeptin 103476-89-7
Price
US $0.00/mg
Min. Order
1mg
Purity
≥80%
Supply Ability
1kg/month
Release date
2021-09-29
zhuzhou dingcheng meihei comestic co.,ltd
Product
Leupeptin 103476-89-7
Price
US $30.00/Box
Min. Order
1Box
Purity
99.99%
Supply Ability
10000000000
Release date
2023-12-07
Shanghai Getian Industrial Co., LTD
Product
Leupeptin 103476-89-7
Price
US $20.00/box
Min. Order
1box
Purity
99%
Supply Ability
10000box
Release date
2024-05-17

103476-89-7, LeupeptinRelated Search:


  • AC-LEU-LEU-ARGININAL HEMISULPHATE
  • AC-LEU-LEU-ARGININAL X 1/2 H2SO4
  • AC-LEU-LEU-L-ARGININAL
  • AC-LLR-CHO
  • AC-LLR-CHO, 1/2H2 SO4
  • N-ACETYL-L-LEUCYL-L-LEUCYL-L-ARGININAL HEMISULFATE
  • Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate
  • leupeptin hemisulfate from microbial*source
  • LEUPEPTIN HEMISULFATE, ~4000 U/MG
  • LEUPEPTIN HEMISULFATE SYNTHETIC
  • L-Leucinamide, N-acetyl-L-leucyl-N-(1S)-4-(aminoiminomethyl)amino-1-formylbutyl-, sulfate (2:1)
  • acetyl-leu-leu-arg-al
  • Leupeptin hemisulphate >90%
  • ACETYL-L-LEUCYL-L-LEUCYL-L-ARGININAL SULFATE
  • ACETYL-L-LEU-LEU-ARG (SULFATED)
  • ACETYL-LEU-LEU-ARG-AL HEMISULFATE
  • ACETYL-LEU-LEU-ARG-AL HEMISULFATE SALT
  • AC-LEU-LEU-ARG-ALDEHYDE
  • AC-LEU-LEU-ARG-ALDEHYDE HEMISULFATE
  • AC-LEU-LEU-ARG-CHO
  • AC-LEU-LEU-ARGININAL
  • LEUPEPTIN HEMISULFATE, MICROBIAL
  • Acetyl-Leu-Leu-Arg-CHO
  • Leupeptin hemisulfate salt, 90%, reversible competitive serine/cysteine protease inhibitor
  • Acetyl-Leu-Leu-Arg-al, Leupeptin hemisulfate salt, N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt
  • Leupeptin hemisulfate salt, ≥90%(HPLC)
  • CS-2263
  • Leupeptin, Hemisulfate, Microbial - CAS 103476-89-7 - Calbiochem
  • Leupeptin, Hemisulfate, Synthetic - CAS 103476-89-7 - Calbiochem
  • Acetyl-Leu-Leu-Arg-al, N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt
  • LeupeptinAcetyl-L-leucyl-L-leucyl-L-argininal hemisulfate
  • Leupeptin(Acetyl-Leu-Arginal)
  • TRIS-GLYCINE BUFFER 10X SOL. PROTEOMICS
  • N-acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-L-leucinamide, sulfate (2:1)
  • EZNA KIT BACTERIAL RNA
  • LEUPEPTIN SULFATE
  • LEUPEPTIN (SYNTHETIC)
  • LEUPEPTIN
  • LEUPEPTIN 1/2 H2SO4
  • LEUPEPTIN HEMISULFATE
  • LEUPEPTIN HEMISULFATE SALT
  • LEUPEPTIN HEMISULPHATE
  • LEUPEPTIN, 90%, SYNTHETIC
  • M.W. 475.59 C20H38N6O4 · 1/2H2SO4
  • Leupeptin hemisulfate salt,Acetyl-Leu-Leu-Arg-al, N-Acetyl-L-leucyl-L-leucyl-L-argininal hemisulfate salt
  • Synonym Acetyl-Leu-L
  • Leupeptine hemisulfate
  • Leupeptin, Microbial
  • Leupeptin USP/EP/BP
  • Leupeptin (Acety1-Leu-Leu-Arginal)
  • Leupeptin Hemisulfate (NK381)
  • Ac-Leu-Leu-arginal, hemisulfate, Ac-Leu-Leu-Arginal
  • Leupeptin, ≥95% (HPLC)
  • Leupeptin hemisulfate anhydrous
  • (S)-2-Acetamido-N-((S)-1-(((S)-5-guanidino-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)-4-methylpentanamide hemisulfate
  • inhibit,Cathepsin,Leupeptin Hemisulfate,Inhibitor
  • 103476-89-7
  • C20H38N6O412H2SO4