|
Synthetic
Products
|
| Activator of
PKC |
| 1,2-Diacyl-sn-Glycerols |
|
Purity
>99%
|
| Typical Structure |
|
|
|
1,2-Dioleoyl Glycerol
(18:1 DG)
|
| Product |
M.W. |
Catalog
Number |
|
|
1-Oleoyl-2-Acetoyl-sn-Glycerol |
398.58 |
800100 |
|
|
1,2-Dioctanoyl-sn-Glycerol |
344.49 |
800800 |
|
|
1,2-Didecanoyl-sn-Glycerol |
400.60 |
800810 |
|
|
1,2-Dilauroyl-sn-Glycerol |
456.71 |
800812 |
|
|
1,2-Dimyristoyl-sn-Glycerol |
512.81 |
800814 |
|
|
1,2-Dipalmitoyl-sn-Glycerol |
568.92 |
800816 |
|
|
1,2-Dioleoyl-sn-Glycerol |
621.00 |
800811 |
|
|
1-Palmitoyl-2-Oleoyl-sn-Glycerol |
594.96 |
800815 |
|
|
1-Stearoyl-2-Linoleoyl-sn-Glycerol |
645.01 |
800817 |
|
|
1-Stearoyl-2-Arachidonoyl-sn-Glycerol |
645.01 |
800818 |
|
Specify Chloroform or Powder
for these products
| Preparation |
|
Prepared by enzymatic hydrolysis of
corresponding 1,2-diacyl-sn-glycero-3-phosphocholine.
|
|
Specifications
of 1,2-Diacyl-sn-Glycerols
|
| Physical
Examination |
|
TLC: |
One iodine positive spot, phosphorus
negative. |
|
GC: |
>99% (AUC) of appropriate fatty
acid |
|
HPLC: |
>99% (AUC) of diacyl glycerol |
|
FTIR: |
Correspond to appropriate reference
standard |
| Solubility |
|
Soluble: |
ethanol, methanol, chloroform, dimethyl
sulfoxide |
|
Insoluble: |
water |
| Stability |
|
Shelf Life: |
Saturated, 12 months
~ Unsaturated, 6 months |
|
Storage: |
-20°C |
Notes:
Storage- Diacylglycerols are conveniently stored in
chloroform solutions in glass vials with teflon-lined
caps at -20°C. Under these conditions acyl migration
is minimal. Avoid plastic when handling chloroform solutions.
Delivery to cells- Dry samples of diacylglycerol in
chloroform, using a stream of nitrogen. Dissolve the
residue in an appropriate volume of ethanol or DMSO,
then dilute to the desired aqueous medium.
Effective concentration- Most biological responses saturate
at 20 to 250 µM sn-1,2-dioctanoylglycerol.
Only sn-1,2 isomers appear to be active.
TLC Solvents
Chloroform:Acetone (95:5) ~ Toluene:Chloroform:Methanol
(85:15:5) ~ Cyclohexane:Ethyl Acetate (3:2)
References
- Ebeling, J.G., Vandenbark, G.R., Kuhn, L., Ganong,
B., Bell, R.M. & Niedel, J.E., (1985), "Diacylglycerols
and Phorbol Diesters Induce Leukemic Cell Differentiation
via a Common Mechanism", Proc. Natl. Acad.
Sci. USA 82, 815-819.
- Davis, R.J., Ganong, B.R., Bell, R.M. & Czech,
M.P., (1985), "sn-1,2-dioctanoylglycerol: a Cell
Permeable Diacylglycerol That Mimics Phorbol Diester
Action on the Epidermal Growth Factor Receptor and
Mitogenesis", J. Biol. Chem. 260, 1562-1566.
- Lapetina, E.G., Reep, B., Ganong, B.R. & Bell,
R.M., (1985), "Exogen-ous sn-1,2-diacylglycerols
Containing Saturated Fatty Acids Functions as Bioregulators
of Protein Kinase C in Human Platelets", J.
Biol. Chem. 260, 1358-1361.
- Ganong, B.R., Loomis, C.R., Hannun, Y.A. & Bell,
R.M., (1986), "Specificity and Mechanism of Protein
Kinase C Activation by sn-1,2-diacylglycerols",
Proc. Natl. Acad. Sci. USA 83, 1184-1188.
See our Natural Phosphatidylserine
&
Synthetic
Phosphatidylserine pages for derivatives used
in the assay for PKC.
Precaution:
Since short chain Diacylglycerols mimic effects of
the tumor-promoting phorbol diesters in a number of
biological systems, extra care should be employed
in their handling. Treatment of solutions, vessels
and other articles with 1N NaOH before washing or
discarding will destroy diacylglycerols.
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