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2089293-61-6

2089293-61-6 Structure

2089293-61-6 Structure
IdentificationBack Directory
[Name]

NAcM-OPT
[CAS]

2089293-61-6
[Synonyms]

NAcM-OPT
NAcM-OPT NEW
Urea, N-(1-butyl-4-piperidinyl)-N'-(3,4-dichlorophenyl)-N-(phenylmethyl)-
[Molecular Formula]

C23H29Cl2N3O
[MDL Number]

MFCD31693837
[MOL File]

2089293-61-6.mol
[Molecular Weight]

434.4
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 20 mg/ml)
[form ]

solid
[color ]

White
[Stability:]

Stable for 1 year as from date of purchase supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
Hazard InformationBack Directory
[Description]

NAcM-OPT (2089293-61-6) is a potent and selective NEDD8 ligation inhibitor, IC50=80 nM (in vitro).1? It inhibits the N-terminal acetyl-dependent interaction between the E2 conjugating enzyme UBE2M/UBC12 and DCN1, a subunit of a multiprotein E3 ligase for the ubiquitin-like protein NEDD8, an interaction which is essential for assembly of the multiprotein ligation complex.2 NAcM-OPT inhibits NEDD8 ligation in vitro and in cells (IC50=10 μM) and suppresses anchorage-independent growth of HCC95 cells and is highly selective with respect to other N-terminal acetyl protein binding sites.1
[Uses]

NAcM-OPT inhibits N-Acetyl-mediated interaction between BE2M (E2 conjugating enzyme) and DCN1 (a component of E3 ligase complex). Also has inhibitory action on DCN2 and NEDD8 ubiquitin-like protein. Reduces anchorage-independent growth in DCN1-amplified cell line.
[Definition]

ChEBI: 1-Benzyl-1-(1-butyl-4-piperidinyl)-3-(3,4-dichlorophenyl)urea is a member of ureas.
[References]

1) Scott et al. (2017), Blocking an N-terminal acetylation-dependent protein interaction inhibits an E3 ligase; Nat. Chem. Biol., 13 850 2) Scott et al. (2011), N-terminal acetylation acts as an avidity enhancer within an interconnected multiprotein complex; Science, 334 674
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