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Key Documents

SML3503

Sigma-Aldrich

EN523

≥98% (HPLC)

Synonym(s):

1-(5-Methyl-2-furanyl)-4-(1-oxo-2-propen-1-yl)-2-piperazinone

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O3
CAS Number:
Molecular Weight:
234.25
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1N(CCN(C1)C(C=C)=O)C2=CC=C(O2)C

InChI

1S/C12H14N2O3/c1-3-10(15)13-6-7-14(11(16)8-13)12-5-4-9(2)17-12/h3-5H,1,6-8H2,2H3

InChI key

KYXPDOMFYBFXKO-UHFFFAOYSA-N

Biochem/physiol Actions

EN523 is a cell-permeable covalent ligand that selectively modifies a non-catalytic, allosteric cysteine C23 in the K48 ubiquitin-specific deubiquitinase OTUB1. EN523 does not inhibit OTUB1 deubiquitination activity and serves as OTUB1 recruiter.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Nathaniel J Henning et al.
Nature chemical biology, 18(4), 412-421 (2022-02-26)
Many diseases are driven by proteins that are aberrantly ubiquitinated and degraded. These diseases would be therapeutically benefited by targeted protein stabilization (TPS). Here we present deubiquitinase-targeting chimeras (DUBTACs), heterobifunctional small molecules consisting of a deubiquitinase recruiter linked to a

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