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SML1922

Sigma-Aldrich

K67

≥98% (HPLC)

Synonym(s):

2-Acetonyl-1,4-bis[(4-ethoxybenzensulfonyl)amino]naphthalene, N,N′-(2-(2-Oxopropyl)naphthalene-1,4-diyl)bis(4-ethoxybenzenesulfonamide), N-[2-Acetonyl-4-(4-ethoxybenzenesulfonylamino)naphthalene-1-yl]-4-ethoxybenzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C29H30N2O7S2
CAS Number:
2046250-48-8
Molecular Weight:
582.69
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC(CC1=C(NS(C2=CC=C(OCC)C=C2)(=O)=O)C3=C(C=CC=C3)C(NS(C4=CC=C(OCC)C=C4)(=O)=O)=C1)=O

Biochem/physiol Actions

K67 is a specific inhibitor against the interaction between KEAP1 (Kelch-like ECH-associated protein 1) DC (double glycine repeat and C-terminal region) domain and S349-phosphorylated (human Ser349, mouse Ser351) KIR (Keap1-interacting region) of p62/SQSTM1, thereby preventing phospho-p62 from blocking KEAP1-DC and NRF2 (nuclear factor erythroid 2-related factor 2) DLGex motif association. K67 effectively inhibits the proliferation of HCC (hepatocellular carcinoma) cultures (by 59% of Huh7 cells post 72 h 50 μM K67 treatment) with high cellular p62 S351-phosphorylation by restoring KEAP1-driven NRF2 ubiquitination and degradation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetsuya Saito et al.
Nature communications, 7, 12030-12030 (2016-06-28)
p62/Sqstm1 is a multifunctional protein involved in cell survival, growth and death, that is degraded by autophagy. Amplification of the p62/Sqstm1 gene, and aberrant accumulation and phosphorylation of p62/Sqstm1, have been implicated in tumour development. Herein, we reveal the molecular
Daisuke Yasuda et al.
Bioorganic & medicinal chemistry letters, 26(24), 5956-5959 (2016-11-15)
The Keap1-Nrf2 system is involved not only in biological defense but also in malignancy progression and chemoresistance. The ubiquitin-binding protein p62/Sqstm1 (p62), which is highly expressed in several cancers, competes with Nrf2 for Keap1 binding, leading to activation of Nrf2-mediated

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