P1269

Phorbol 12,13-dibutyrate

≥98% (TLC), powder, PKC activator

• Synonym(s): PDBu
• Empirical Formula (Hill Notation): C₂₈H₄₀O₈
• CAS Number: 37558-16-0
• Molecular Weight: 504.61
• Beilstein: 6551234
• MDL number: MFCD00036783
• UNSPSC Code: 12352211
• PubChem Substance ID: 24898178
• NACRES: NA.77

Properties

• product name: Phorbol 12,13-dibutyrate, ≥98% (TLC), powder
• Quality Level: 100
• Assay: ≥98% (TLC)
• form: powder
• color: clear light yellow, film
• solubility: H₂O: 30 μM; DMSO: soluble; acetone: soluble; ethanol: soluble
• storage temp.: −20°C
• 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
• 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
• Gene Information: mouse ... Prkcd(18753)

Description

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.

Features and Benefits

Less hydrophobic then PMA, making it easier to wash out of cells in tissue culture.

Caution

Photosensitive

Reconstitution

Stock solution cannot be made in aqueous media; dissolve in a water-miscible organic solvent before dilution to working concentrations in aqueous media.

Safety Information

• Pictograms: GHS06,GHS08,GHS05
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330,H314,H317,H334,H351
• Precautionary Statements: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves