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Fórmula empírica (notación de Hill):
C34H38N4O12S
Número CAS:
Peso molecular:
726.75
NACRES:
NA.21
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Permítanos ayudarleNombre del producto
proTAME, ≥90% (HPLC)
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
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
Quality Level
Categorías relacionadas
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.
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
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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ProTAME Arrest in Mammalian Oocytes and Embryos Does Not Require Spindle Assembly Checkpoint Activity.
International Journal of Molecular Sciences, 20(18), 4537-4537 (2019)
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Cancer cell, 18(4), 382-395 (2010-10-19)
Microtubule inhibitors are important cancer drugs that induce mitotic arrest by activating the spindle assembly checkpoint (SAC), which, in turn, inhibits the ubiquitin ligase activity of the anaphase-promoting complex (APC). Here, we report a small molecule, tosyl-L-arginine methyl ester (TAME)
Pauline Douglas et al.
Molecular and cellular biology, 40(13) (2020-04-15)
The DNA-dependent protein kinase catalytic subunit (DNA-PKcs) has well-established roles in DNA double-strand break repair, and recently, nonrepair functions have also been reported. To better understand its cellular functions, we deleted DNA-PKcs from HeLa and A549 cells using CRISPR/Cas9. The
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