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SML3542

Sigma-Aldrich

SGC-UBD253

≥98% (HPLC)

Synonym(s):

3-(8-Chloro-3-(2-(2-methoxybenzylamino)-2-oxoethyl)-4-oxo-3,4-dihydroquinazolin-2-yl)propanoic acid

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About This Item

Empirical Formula (Hill Notation):
C21H20ClN3O5
Molecular Weight:
429.85
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

SMILES string

O=C(NCC(C=CC=C1)=C1OC)CN(C(CCC(O)=O)=N2)C(C3=C2C(Cl)=CC=C3)=O

Biochem/physiol Actions

SGC-UBD253 is a cell penetrant, potent and selective chemical probe for the ubiquitin binding domain (UBD) of HDAC6 (histone deacetylase 6). SGC-UBD253 potently binds to HDAC6 UBD (KD = 84 nM) and inhibits the HDAC6-ISG15 interaction (EC50 = 1.9 µM).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Renato Ferreira de Freitas et al.
Journal of medicinal chemistry, 61(10), 4517-4527 (2018-05-10)
HDAC6 plays a central role in the recruitment of protein aggregates for lysosomal degradation and is a promising target for combination therapy with proteasome inhibitors in multiple myeloma. Pharmacologically displacing ubiquitin from the zinc-finger ubiquitin-binding domain (ZnF-UBD) of HDAC6 is

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