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LACTACYSTIN

Product Name
LACTACYSTIN
CAS No.
133343-34-7
Chemical Name
LACTACYSTIN
Synonyms
Lacta;Aids008388;LACTACYSTIN;Aids-008388;(+)-LACTACYSTIN;LACTACYSTIN (NATIVE);LACTACYSTIN USP/EP/BP;LACTACYSTIN, SYNTHETIC;LACTACYSTIN, STREPTOMYCES SP;S-[2R,3S,4R]-3-HYDROXY-2-[(1S)-1-HYDROXY-2-METHYLPROPYL]-4-METHYL-5-OXO-2-PYROLIDINECARBONYL
CBNumber
CB5136696
Molecular Formula
C15H24N2O7S
Formula Weight
376.43
MOL File
133343-34-7.mol
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LACTACYSTIN Property

Melting point:
233-235°C dec.
Boiling point:
714.9±60.0 °C(Predicted)
Density 
1.367±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO (up to 20 mg/ml), in Water (up to 10 mg/ml), or in Ethanol (up to 1 mg/ml).
pka
3.11±0.10(Predicted)
form 
powder
color 
White to off-white
Water Solubility 
Soluble to 10 mM in water
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used with one working day. Aqueous solutions should not be stored.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L6785
Product name
Lactacystin
Purity
≥90% (HPLC)
Packaging
0.2mg
Price
$462
Updated
2024/03/01
Cayman Chemical
Product number
70980
Product name
Lactacystin
Purity
≥98%
Packaging
50μg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
70980
Product name
Lactacystin
Purity
≥98%
Packaging
100μg
Price
$75
Updated
2024/03/01
Cayman Chemical
Product number
70980
Product name
Lactacystin
Purity
≥98%
Packaging
500μg
Price
$308
Updated
2024/03/01
Cayman Chemical
Product number
70980
Product name
Lactacystin
Purity
≥98%
Packaging
1mg
Price
$570
Updated
2024/03/01
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LACTACYSTIN Chemical Properties,Usage,Production

Description

Lactacystin is a microbial metabolite isolated from Streptomyces that is now widely used as a selective inhibitor of the 20S proteasome. Lactacystin was first characterized by its ability to induce differentiation and inhibit cell cycle progression in several tumor cell lines. At concentrations from 2 to 10 μM, lactacystin induces the outgrowth of neurites in the neuroblastoma cell line Neuro2a. Lactacystin irreversibly alkylates subunit X of the 20S proteasome. The concomitant inhibition of proteasome peptidase activity results in the accumulation of a variety of ubiquitinated proteins which would normally undergo rapid degradation. Thus, the effects of lactacystin are pleiotropic and depend substantially on the expression pattern of signalling proteins within the treated cell.

Chemical Properties

White Powder

Uses

A selective and potent inhibitor of proteasome-mediated degradation of ubiquitin-tagged proteins. A Streptomyces metabolite that acts as a highly specific inhibitor of the 20S proteasome (MCP: multicatalytic proteinase complex)

Uses

Lactacystin has been used:

  • as a proteasome inhibitor to inhibit protein degradation
  • to inhibit proteasomal activity of cells for live cell imaging
  • to block proteasomal proteolysis in human monocyte-derived dendritic cells (MoDCs) for 24 h
  • to provide unilateral injection to animals to induce nigrostriatal lesions

Definition

ChEBI: L-Cysteine substituted at nitrogen by an acetyl group and at sulfur by a substituted-lactam carbonyl group.

General Description

Lactacystin is an antibiotic?and a metabolite of Streptomyces?spp.

Biochem/physiol Actions

Lactacystin can block the development of cell cycle and stimulate differentiation in a murine neuroblastoma cell line. It can serve as a precursor for?clasto-lactacystin β-lactone. Cell-permeable and irreversible proteasome inhibitor (Ki = 4nM). Inhibits NF-kB activation (IC50 = 10mM). Induces neurite outgrowth in neuro2A mouse neuroblastoma cells.

target

GABA Receptor | HDAC | NF-kB | p65 | Caspase

storage

+4°C

References

1) Omura et al. (1991), Lactacystin, a novel microbial metabolite, induces neuritogenesis of neuroblastoma cells; J. Antibiot., 44 113 2) Fenteany et al. (1995), Inhibition of proteasome activities and subunit-specific amino-terminal threonine modification by lactacystin; Science, 268 726

LACTACYSTIN Preparation Products And Raw materials

Raw materials

Preparation Products

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LACTACYSTIN Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Jinan Trio PharmaTech Co., Ltd.
Tel
+86 (531) 88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com (International market)
Country
China
ProdList
1856
Advantage
62
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4647
Advantage
58
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2784
Advantage
58
ApexBio Technology LLC
Tel
+1-832-696-8203
Fax
+1-832-641-3177
Email
info@apexbt.com
Country
United States
ProdList
477
Advantage
60
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3420
Advantage
58
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View Lastest Price from LACTACYSTIN manufacturers

Career Henan Chemical Co
Product
lactacystin 133343-34-7
Price
US $1.00/g
Min. Order
1g
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-10

133343-34-7, LACTACYSTINRelated Search:


  • (2R,3S,4R)-3-HYDROXY-2-[(1S)-1-HYDROXY-2-METHYLPROPYL]-4-METHYL-5-OXO-2-PYRROLIDINECARBOXY-N-ACETYL-L-CYSTEINE THIOESTER
  • 3S-HYDROXY-2R-(1-HYDROXY-2-METHYLPROPYL)-4R-METHYL-5-OXO-2-PYRROLIDINECARBOXYLATE-N-ACETYL-L-CYSTEINE
  • (+)-LACTACYSTIN
  • LACTACYSTIN
  • LACTACYSTIN (NATIVE)
  • LACTACYSTIN, STREPTOMYCES SP
  • LACTACYSTIN, SYNTHETIC
  • N-ACETYL-S-[(2R,3S,4R)-3-HYDROXY-2-[(1S)-1-HYDROXY-2-METHYLPROPYL]-4-METHYL-5-OXO-2-PYRROLIDINECARBONYL]-L-CYSTEINE
  • (2R)-2-(Acetylamino)-3-[[(2R)-3β-hydroxy-4β-methyl-2-[(S)-1-hydroxy-2-methylpropyl]-5-oxopyrrolidine-2-yl]carbonylthio]propanoic acid
  • (2R)-2-(Acetylamino)-3-[[[(2R,3S,4R)-2-[(1S)-2-methyl-1-hydroxypropyl]-3-hydroxy-4-methyl-5-oxopyrrolidin-2-yl]carbonyl]thio]propionic acid
  • S-[2R,3S,4R]-3-HYDROXY-2-[(1S)-1-HYDROXY-2-METHYLPROPYL]-4-METHYL-5-OXO-2-PYROLIDINECARBONYL
  • Aids008388
  • Aids-008388
  • L-Cysteine, N-acetyl-, (2R,3S,4R)-3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxo-2-pyrrolidinecarboxylate (ester)
  • N-Acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-Methylpropyl]-4-Methyl-5-oxo-D-prolyl]-L-cysteine
  • L-Cysteine, N-acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-D-prolyl]-
  • LACTACYSTIN USP/EP/BP
  • Lacta
  • 133343-34-7
  • C15H24N2O7S
  • Biochemicals and Reagents
  • BioChemical
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Enzyme
  • Enzymes, Inhibitors, and Substrates
  • Proteasome inhibitor
  • P to Q
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  • Calpain and Proteasome InhibitorsProteasome, Calpain and Lysosomal Proteases
  • InhibitorsProtease Inhibitors
  • Intracellular Protein Degradation
  • Nitric Oxide and Cell Stress
  • P to
  • Protease Inhibitor Specificity Index
  • Proteasome inhibitor
  • Proteasome inhibitorEnzyme Inhibitors by Enzyme
  • Proteasomes
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  • ProteaseInhibitors