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Phorbol 12,13-dibutyrate

SIGMA/P1269 - ≥98% (TLC), powder

Synonym: PDBu

CAS Number: 37558-16-0
Empirical Formula (Hill Notation): C28H40O8
Molecular Weight: 504.61
MDL Number: MFCD00036783
Linear Formula: C28H40O8
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P1269-1MG 1 mg
$118.00
1/EA
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45-P1269-5MG 5 mg
$335.00
1/EA
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45-P1269-10MG 10 mg
$699.00
1/EA
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assay ≥98% (TLC)
color clear light yellow, film
form powder
InChI 1S/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3/t16-,18+,19-,22-,24-,26-,27-,28-/m1/s1
InChI key BQJRUJTZSGYBEZ-YVQNUNKESA-N
Quality Level 100 
SMILES string CCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@@]3(O)[C@H]2C=C(C)C3=O)[C@@H]4C(C)(C)[C@]14OC(=O)CCC
solubility acetone: soluble
  DMSO: soluble
  ethanol: soluble
  H2O: 30 μM
storage temp. −20°C
Application: Phorbol 12,13-dibutyrate has been used as a protein kinase C (PKC) activator to study its effects on human organic anion transporter 4 (hOAT4) activity. It has also been used as a PKC activator to analyze its effects on galectin-3 expression and matrix production in HL-1 cells.
Biochem/physiol Actions: Phorbol 12,13-dibutyrate (PDBu) is a potent activator of protein kinase C (PKC). It is more hydrophilic than phorbol 12-myristate 13-acetate (PMA), which facilitates washing PDBu out of cells in tissue culture. PDBu activates endothelial nitric oxide synthase expression in primary human umbilical vein endothelial cells, which in turn correlates with PKC α and ε expression.
Disclaimer: Photosensitive
Features and Benefits: Less hydrophobic then PMA, making it easier to wash out of cells in tissue culture.
Packaging: 1 mg in ampule
Preparation Note: Stock solution cannot be made in aqueous media; dissolve in a water-miscible organic solvent before dilution to working concentrations in aqueous media.
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
Storage Temp. −20°C
UNSPSC 12352211

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