1,2-DIPALMITOYL-SN-GLYCEROL
- Product Name
- 1,2-DIPALMITOYL-SN-GLYCEROL
- CAS No.
- 30334-71-5
- Chemical Name
- 1,2-DIPALMITOYL-SN-GLYCEROL
- Synonyms
- DPG;(S)-3-Hydroxypropane-1,2-diyl dipalmitate;1,2-DIPALMITIN;DG(16:0/16:0/0:0);16:0 DG;NSC 269964;Einecs 250-131-4;D-a,b-DipalMitin;sn-1,2-DipalMitin;(S)-1,2-DIPALMITIN
- CBNumber
- CB4228240
- Molecular Formula
- C35H68O5
- Formula Weight
- 568.91
- MOL File
- 30334-71-5.mol
1,2-DIPALMITOYL-SN-GLYCEROL Property
- Melting point:
- 66-69 °C
- Boiling point:
- 620.8±22.0 °C(Predicted)
- Density
- 0.930±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMF: 20 mg/ml; DMSO: 5 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): .25 mg/ml
- form
- A crystalline solid
- pka
- 13.69±0.10(Predicted)
- BRN
- 1730209
Safety
- WGK Germany
- 1
- F
- 10
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H331Toxic if inhaled
H336May cause drowsiness or dizziness
H351Suspected of causing cancer
H372Causes damage to organs through prolonged or repeated exposure
H412Harmful to aquatic life with long lasting effects
- Precautionary statements
-
P201Obtain special instructions before use.
P273Avoid release to the environment.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P308+P313IF exposed or concerned: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- D9135
- Product name
- 1,2-Dipalmitoyl-sn-glycerol
- Purity
- ≥99%
- Packaging
- 25mg
- Price
- $49.3
- Updated
- 2024/03/01
- Product number
- D9135
- Product name
- 1,2-Dipalmitoyl-sn-glycerol
- Purity
- ≥99%
- Packaging
- 100mg
- Price
- $78.6
- Updated
- 2024/03/01
- Product number
- 10008648
- Product name
- 1,2-Dipalmitoyl-sn-glycerol
- Purity
- ≥95%
- Packaging
- 25mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 10008648
- Product name
- 1,2-Dipalmitoyl-sn-glycerol
- Purity
- ≥95%
- Packaging
- 50mg
- Price
- $55
- Updated
- 2024/03/01
- Product number
- 10008648
- Product name
- 1,2-Dipalmitoyl-sn-glycerol
- Purity
- ≥95%
- Packaging
- 100mg
- Price
- $81
- Updated
- 2024/03/01
1,2-DIPALMITOYL-SN-GLYCEROL Chemical Properties,Usage,Production
Uses
1,2-Dipalmitoyl-sn-glycerol (1,2-DPG) is an analog of the protein kinase C (PKC)-activating second messenger diacylglycerol. 1,2-Dipalmitoyl-sn-glycerol is a weak activator of PKC.
Uses
16:0 DG has been used to spike brain samples for mass spectrometric analysis. It may be used as diacyl-glycerol source in diacylglycerol O-acyltransferase 1 (DGAT1) enzyme assay in human leukemic?K562 cells and in Golgi-like liposomes reconstitution.
Definition
ChEBI: A 1,2-diacyl-sn-glycerol in which both acyl groups are specified as palmitoyl (hexadecanoyl).
General Description
In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Biochem/physiol Actions
16:0 DG (1,2-dipalmitoyl-sn-glycerol) fails to prevent the late fission events in Golgi membrane. Supplementation of 16:0 DG promotes bacterial growth by preventing sporangia.
Purification Methods
Crystallise S(-)-1,2-dipalmitin from chloroform/pet ether (b 40-60o) ~1:1.5. [S(-)-isomer: Baer & Kates J Am Chem Soc 72 942 1950, Hanahan & Vercamer J Am Chem Soc 7 6 1804 1954, R(+)-isomer: Tattrie et al. Arch Biochem 78 319 1958, Beilstein 2 IV 1173.] The racemate [40290-32-2] is polymorphic with different IR spectra. When crystallised from hexane, or other solvents, the higher melting form with m 71.5-72.5o is obtained. The melt then solidifies to give the lower melting -form with m 49.7-50o. The -form has m 61o (65-66o is also reported). When the lower melting forms are kept at their melting temperatures for a while, they are converted to the higher melting form. [Howe & Malkin J Chem Soc 2663 1951, Baer & Kates J Am Chem Soc 72 942 1950, Beilstein 2 IV 1173.]
1,2-DIPALMITOYL-SN-GLYCEROL Preparation Products And Raw materials
Raw materials
Preparation Products
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