SML3977

proTAME

≥90% (HPLC)

• Synonyme(s) : (2S)-2-[[(4-Methylphenyl)sulfonyl]amino]-9,13-dioxo-14-phenyl-7-[[[[(2-phenylacetyl)oxy]methoxy]carbonyl]amino]-10,12-dioxa-6,8-diazatetradec-6-enoic acid methyl ester
• Formule empirique (notation de Hill) : C₃₄H₃₈N₄O₁₂S
• Numéro CAS: 1362911-19-0
• Poids moléculaire : 726.75
• NACRES: NA.21
• Assay: ≥90% (HPLC)
• Form: (Powder or solid or crytals or semi-solid)
• Storage condition: desiccated

Propriétés

• Quality Segment: 100
• assay: ≥90% (HPLC)
• form: (Powder or solid or crytals or semi-solid)
• storage condition: desiccated
• color: colorless to yellow
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: O=C(CC1=CC=CC=C1)OCOC(/N=C(NC(OCOC(CC2=CC=CC=C2)=O)=O)\NCCC[C@H](NS(C3=CC=C(C=C3)C)(=O)=O)C(OC)=O)=O

Description

Biochem/physiol Actions

Cell-permeable N,N′-bis(acyloxymethyl carbamate) prodrug of the anaphase-promoting complex (APC) inhibitor Nα-p-Tosyl-L-arginine methyl ester (TAME).
proTAME is a cell-permeable N,N′-bis(acyloxymethyl carbamate) prodrug of the anaphase-promoting complex (APC) inhibitor Nα-p-Tosyl-L-arginine methyl ester (TAME). Upon entering cells, proTAME (12 μM) is effectively converted by cellular esterases to TAME, which in turn inactivates the spindle assembly checkpoint (SAC) by blocking APC-dependent proteolysis, causing prolonged mitotic duration at low doses (780 nM - 3 μM in HeLa cells, 6 μM in hTERT-RPE1 cells) or mitotic arrest and cell death at high doses (12 μM in HeLa cells). Note: proTAME is not active in some cells (e.g. MCF10A, due to the lack of esterase activity required for proTAME activation.

Disclaimer

Hygroscopic

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable