L6785

Lactacystin

Name: Lactacystin
Brand: SIGMA

≥90% (HPLC), powder, proteosome inhibitor

Select a Size

About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₄N₂O₇S

CAS Number:

133343-34-7

Molecular Weight:

376.43

UNSPSC Code:

12352200

PubChem Substance ID:

24896445

NACRES:

NA.77

MDL number:

MFCD01076525

Assay:

≥90% (HPLC)

Form:

powder

Quality level:

200

Key Documents

View All Documentation

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

Lactacystin, ≥90% (HPLC)

SMILES string

CC(C)[C@H](O)[C@]1(NC(=O)[C@H](C)[C@@H]1O)C(=O)SC[C@H](NC(C)=O)C(O)=O

InChI

1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)/t7-,9+,10+,11+,15-/m1/s1

InChI key

DAQAKHDKYAWHCG-RWTHQLGUSA-N

assay

≥90% (HPLC)

form

powder

potency

4 nM K_i (proteasome inhibitor)

solubility

water: 10 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

Application

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

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.

General description

Lactacystin is an antibiotic and a metabolite of Streptomyces spp.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Mechanistic Studies on the Inactivation of the Proteasome by Lactacystin A CENTRAL ROLE FOR clasto-LACTACYSTIN beta-LACTONE

Dick L R, et al.

The Journal of Biological Chemistry, 271(13), 7273-7276 (1996)

The development and pharmacology of proteasome inhibitors for the management and treatment of cancer

Ruggeri B, et al.

Advances in Pharmacology, 57(13), 91-135 (2009)

Cannabinoid receptor-induced neurite outgrowth is mediated by Rap1 activation through Galphao/i-triggered proteasomal degradation of Rap1GAPII

Jordan J D, et al.

The Journal of Biological Chemistry, 280(12), 11413-11421 (2005)

Evolution of extra-nigral damage predicts behavioural deficits in a rat proteasome inhibitor model of Parkinson's disease

Vernon A C, et al.

PLoS ONE, 6(2), e17269-e17269 (2011)

Proteasome function is required for platelet production.

Dallas S Shi et al.

The Journal of clinical investigation, 124(9), 3757-3766 (2014-07-26)

The proteasome inhibiter bortezomib has been successfully used to treat patients with relapsed multiple myeloma; however, many of these patients become thrombocytopenic, and it is not clear how the proteasome influences platelet production. Here we determined that pharmacologic inhibition of

View All Related Papers

Articles

Irreversible Inhibitors

Discover definitions and uses for irreversible inhibitors including the types of irreversible inhibitors: suicide inhibitors, heavy metal inhibitors, and time-dependent inhibitors.

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

비가역적 억제제

비가역적 억제제에 속하는 자살 억제제, 중금속 억제제, 시간 의존적 억제제 등의 정의와 용도에 대해 알아보세요.

Lactacystin

≥90% (HPLC), powder, proteosome inhibitor

Select a Size

About This Item

Key Documents

Properties

Product Name

SMILES string

InChI

InChI key

assay

form

potency

solubility

storage temp.

Quality Level

Description

Application

Biochem/physiol Actions

General description

Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Documentation

Certificates of Analysis (COA)

Already Own This Product?

Peer Reviewed Papers

Protocols and Articles

Articles

Related Content

Technical Service