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L6785

Lactacystin

Name: Lactacystin
Brand: SIGMA

≥90% (HPLC), powder, proteosome inhibitor

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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

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Properties

Product Name

Lactacystin, ≥90% (HPLC)

Quality Level

200

assay

≥90% (HPLC)

form

powder

potency

4 nM K_i (proteasome inhibitor)

solubility

water: 10 mg/mL, clear, colorless

storage temp.

−20°C

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

Description

General description

Lactacystin is an antibiotic and a metabolite of Streptomyces spp.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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