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Apcin

SIGMA/SML1503 - ≥98% (HPLC)

Synonym: 2-(2-Methyl-5-nitroimidazol-1-yl)ethyl N-[2,2,2-trichloro-1-(pyrimidin-2-ylamino)ethyl]carbamate; 3-(2-Methyl-5-nitro-imidazol-1-yl)-N-(2,2,2-trichloro-1-phenylamino-ethyl)-propionamide

CAS Number: 300815-04-7
Empirical Formula (Hill Notation): C13H14Cl3N7O4
Molecular Weight: 438.65
Linear Formula: C13H14Cl3N7O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML1503-5MG 5 mg
$150.00
1/EA
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45-SML1503-25MG 25 mg
$599.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C13H14Cl3N7O4/c1-8-19-7-9(23(25)26)22(8)5-6-27-12(24)21-10(13(14,15)16)20-11-17-3-2-4-18-11/h2-4,7,10H,5-6H2,1H3,(H,21,24)(H,17,18,20)
InChI key ZEXHXVOGJFGTRX-UHFFFAOYSA-N
Quality Level 100 
SMILES string CC1=NC=C([N+]([O-])=O)N1CCOC(NC(C(Cl)(Cl)Cl)NC2=NC=CC=N2)=O
solubility DMSO: 25 mg/mL, clear
storage temp. room temp
Biochem/physiol Actions: Apcin is an inhibitor of the anaphase-promoting complex/cyclosome (APC/C), a large multimeric complex that functions as a ubiquitin ligase, initiating the metaphase–anaphase transition and regulating ordered transitions through the cell cycle by controlling the ubiquitin-mediated proteolysis of cell cycle proteins. Apcin prevents substrate recognition and inhibits APC/C-dependent ubiquitylation by binding to the D-box binding site of Cdc20, a coactivator required for full activation of APC/C and substrate recognition. The effectiveness of apcin in blocking mitotic exit was synergistically amplified by co-addition of TAME (tosyl-L-arginine methyl ester) or its cell permeable prodrug proTAME, which block Cdc20 binding to the APC/C at a different site than apcin.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. room temp
UNSPSC 12352200

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