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LACTACYSTIN

LACTACYSTIN structure

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

Molecular Weight:: 376.43

MDL Number:: MFCD01076525

MOL File:: 133343-34-7.mol

MSDS File:: SDS

Last updated:2023-06-30 15:45:59

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LACTACYSTIN Properties

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).
form	powder
pka	3.11±0.10(Predicted)
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.

SAFETY

Risk and Safety Statements

WGK Germany	3

LACTACYSTIN price More Price(18)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	L6785	Lactacystin ≥90% (HPLC)	133343-34-7	0.2mg	$462	2024-03-01	Buy
Cayman Chemical	70980	Lactacystin ≥98%	133343-34-7	50μg	$44	2024-03-01	Buy
Cayman Chemical	70980	Lactacystin ≥98%	133343-34-7	100μg	$75	2024-03-01	Buy
Cayman Chemical	70980	Lactacystin ≥98%	133343-34-7	500μg	$308	2024-03-01	Buy
Cayman Chemical	70980	Lactacystin ≥98%	133343-34-7	1mg	$570	2024-03-01	Buy

Product number	Packaging	Price	Buy
L6785	0.2mg	$462	Buy
70980	50μg	$44	Buy
70980	100μg	$75	Buy
70980	500μg	$308	Buy
70980	1mg	$570	Buy

LACTACYSTIN Chemical Properties,Uses,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

LACTACYSTIN Suppliers

Global( 115)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Xi'an Kono chem co., Ltd.,	029-86107037 13289246953	info@konochemical.com	China	2995	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29271	58
Wuhan Topule Biopharmaceutical Co., Ltd	+8618327326525	masar@topule.com	China	8474	58
Shanghai Acmec Biochemical Technology Co., Ltd.	+undefined18621343501	product@acmec-e.com	China	33349	58
J & K SCIENTIFIC LTD.	010-82848833 400-666-7788	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15848	69
Chemsky（shanghai）International Co.,Ltd.	021-50135380	shchemsky@sina.com	China	32344	50

Supplier	Advantage
Hubei Jusheng Technology Co.,Ltd.	58
Xi'an Kono chem co., Ltd.,	58
career henan chemical co	58
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
Wuhan Topule Biopharmaceutical Co., Ltd	58
Shanghai Acmec Biochemical Technology Co., Ltd.	58
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chemsky（shanghai）International Co.,Ltd.	50

View Lastest Price from LACTACYSTIN manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2020-01-13	lactacystin 133343-34-7	US $1.00 / g	1g	95-99%	1ton	Career Henan Chemical Co

lactacystin
133343-34-7
US $1.00 / g
95-99%
Career Henan Chemical Co

133343-34-7(LACTACYSTIN)Related Search:

CLASTO-LACTACYSTIN,Clasto-lactacystin -Lactone, Omuralide,Clasto-lactacystin b-Lactone, Omuralide,CLASTO-LACTACYSTIN B-LACTONE MG-132 (+)-LACTACYSTIN ALLYL ESTER,LACTACYSTIN ALLYL ESTER MG-115 N-PROPYL 3-MERCAPTOPROPIONATE

3,3'-THIODIPROPANOL S-Butyl-D-cysteine dacisteine (S)-4-Hydroxy-2-pyrrolidinone Fudosteine

S-Methyl 2-methylthiobutyrate LACTACYSTIN L-Cysteine N-ACETYL-S-(3-HYDROXYPROPYL)CYSTEINE 5,5-Dimethyl-2-pyrrolidinone

clasto-lactacystin β-lactone,LACTACYSTIN, CLASTO-, BETA-LACTONE,CLASTO-LACTACYSTIN BETA-LACTONE S-METHYL 4-METHYLPENTANETHIOATE 5-HYDROXYMETHYL-3-METHYLPYRROLIDIN-2-ONE

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(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 Lacta LACTACYSTIN USP/EP/BP L-Cysteine, N-acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-D-prolyl]- 133343-34-7 C15H24N2O7S Biochemicals and Reagents BioChemical Enzyme Inhibitors Enzyme Inhibitors by Enzyme Enzymes, Inhibitors, and Substrates Proteasome inhibitor P to Q All Inhibitors Inhibitors Metabolites 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 Protease ProteaseInhibitors