SML3977

proTAME

≥90% (HPLC)

• Synonym(e): (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
• Empirische Formel (Hill-System): C₃₄H₃₈N₄O₁₂S
• CAS-Nummer: 1362911-19-0
• Molekulargewicht: 726.75
• UNSPSC-Code: 12352200

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥90% (HPLC)
• Form: (Powder or solid or crytals or semi-solid)
• Lagerbedingungen: desiccated
• Farbe: colorless to yellow
• Löslichkeit: DMSO: 2 mg/mL, clear
• Lagertemp.: -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

Beschreibung

Biochem./physiol. Wirkung

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.

Vorsicht

Hygroscopic

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable