PHORBOL 12,13-DIBUTYRATE

PHORBOL 12,13-DIBUTYRATE
  • CAS No.:37558-16-0
Other grades of this product :
PHORBOL 12,13-DIBUTYRATE Basic information
Product Name:PHORBOL 12,13-DIBUTYRATE
Synonyms:butanoicacid,1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymet;hyl)-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa(3,4)benz(1,2-e)azulene-9,9a-diy;lester,(1ar-(1a-alpha,1b-beta,4a-beta,7a-alpha,7b-alpha,8-alpha,9-beta,9a-al;PDBU;PHORBOL 12,13-DIBUTYRATE;PHORBOL 12,13-DIBUTYRATE, 4BETA;(1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-4aβ,7bα-dihydroxy-3-hydroxymethyl-1,1,6,8α-tetramethyl-5-oxo-5H-cyclopropa[3,4]benz[1,2-e]azulene-9β,9aα-diol 9,9a-dibutyrate;9β,9aα-Bis(butyryloxy)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα-dihydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
CAS:37558-16-0
MF:C28H40O8
MW:504.61
EINECS:
Product Categories:Activator
Mol File:37558-16-0.mol
PHORBOL 12,13-DIBUTYRATE Chemical Properties
Boiling point 513.95°C (rough estimate)
density 1.1270 (rough estimate)
refractive index 1.4480 (estimate)
storage temp. -20°C
solubility H2O: 30 μM
form powder
pka11.15±0.70(Predicted)
color clear, light yellow, film
BRN 6551234
CAS DataBase Reference37558-16-0(CAS DataBase Reference)
EPA Substance Registry SystemPhorbol 12,13-dibutyrate (37558-16-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR 2928
WGK Germany 3
RTECS EK7767000
8-10
HazardClass 6.1(a)
PackingGroup II
HS Code 2915601990
MSDS Information
ProviderLanguage
SigmaAldrich English
PHORBOL 12,13-DIBUTYRATE Usage And Synthesis
UsesPhorbol 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.
General DescriptionWhite solid.
Reactivity ProfilePHORBOL 12,13-DIBUTYRATE may be sensitive to prolonged exposure to air, light and ambient temperatures. PHORBOL 12,13-DIBUTYRATE may also be subject to autooxidation.
Fire HazardThe flash point of PHORBOL 12,13-DIBUTYRATE has not been determined, but PHORBOL 12,13-DIBUTYRATE is probably combustible.
Biological Activityphorbol 12,13-dibutyrate, a phorbol ester, is an activator of pkc, including the conventional calcium-dependent subtypes (α and γ), the nonconventional calcium-independent isoforms (δ, ε, η), as well as the atypical calcium-independent and dag or phorbol ester-unresponsive subtype (ζ). pkc plays an important role in the regulation of a variety of cellular processes such as exocytosis, gene expression, cell proliferation and differentiation, as well as tumor promotion, thereby representing the major target for tumor-promoting phorbol esters and chemically unrelated tumor promoters. phorbol esters are able to replace the endogenous activator dag in the stimulation of pkc, and participate in the multistage process of tumor formation and progression.1. geiges d, meyer t, marte b, et al. activation of protein kinase c subtypes alpha, gamma, delta, epsilon, zeta, and eta by tumor-promoting and nontumor-promoting agents. biochemical pharmacology, 1997, 53(6): 865-875.2. middleton jp, khan wa, collinsworth g, et al. heterogeneity of protein kinase c-mediated rapid regulation of na/k-atpase in kidney epithelial cells. journal of biological chemistry, 1993, 268(21): 15958-15964.3. scribner jd, boutwell rk. inflammation and tumor promotion: selective protein induction in mouse skin by tumor promoters. european journal of cancer, 1972, 8(6): 617-621.
Biochem/physiol ActionsPhorbol 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.
PHORBOL 12,13-DIBUTYRATE Preparation Products And Raw materials

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