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  7. 4alpha-Phorbol 12-myristate 13-acetate, 99%, Thermo Scientific™

4alpha-Phorbol 12-myristate 13-acetate, 99%, Thermo Scientific™

Product Code. 15483749
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Product Code. 15483749 Supplier Thermo Scientific Alfa Aesar Supplier No. J61099.M^
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Description

Negative control for phorbol ester activation of protein kinase C

This Thermo Scientific brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific.

Applications
4alpha-Phorbol 12-myristate 13-acetate is a non-tumor promoting phorbol ester derivative that has been used as a negative control for PMA, a tumor promoter and activator of PKC. However, 4α-PMA has also been shown to be a reasonably potent activator of TRPV4 channels, making it a useful tool for structure-activity investigations via comparison to the very similar compound, 4α-PDD, which demonstrates 50 times more affinity for TRPV4. Furthermore, this compound has also been shown to increase PGHS-2 mRNA significantly in murine keratinocytes.

Solubility
Soluble in DMSO, methanol or ethanol. Dilute stock solution into aqueous medium at final concentrations of ∼2-5µM

Notes
Light sensitive. Incompatible with oxidizing agents and heat.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 63597-44-4
Molecular Formula C36H56O8
Molecular Weight (g/mol) 616.84
MDL Number MFCD00153860
InChI Key PHEDXBVPIONUQT-LQLWEASQSA-N
Synonym 4alpha-phorbol 12-myristate 13-acetate, phorbol-12-myristate-13-acetate, pma, 4alpha-pma, 4alpha-tpa, .alpha.-tpa, 4.alpha.-tpa, 4alpha-phorbol-12-myristate-13-acetate, 4, a-pma, acetoxy-dihydroxy-hydroxymethyl-tetramethyl-oxo-? yl tetradecanoate
PubChem CID 122634
IUPAC Name (1S,2S,6S,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl tetradecanoate
SMILES CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@]3(O)CC(CO)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(C)=O

Specifications

Color White
Quantity 1 mg
Sensitivity Light sensitive
Merck Index 14,7332
Solubility Information Soluble in DMSO,methanol or ethanol; Dilute stock solution into aqueous medium at final concentrations of ∽2-5μM
Formula Weight 616.83
Percent Purity 99%
Physical Form Film or Powder
Chemical Name or Material 4alpha-Phorbol 12-myristate 13-acetate
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