ChemicalBook > Product Catalog >Organic Chemistry >Alcohols,Phenols,Phenol alcohols >1,2-DIPALMITOYL-SN-GLYCEROL

1,2-DIPALMITOYL-SN-GLYCEROL

1,2-DIPALMITOYL-SN-GLYCEROL Structure
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
Molecular Weight:
568.91
MOL File:
30334-71-5.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:08

1,2-DIPALMITOYL-SN-GLYCEROL Properties

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)
color White to off-white
BRN 1730209

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H302-H315-H319-H331-H336-H351-H361d-H372-H412
Precautionary statements  P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
WGK Germany  1
10

1,2-DIPALMITOYL-SN-GLYCEROL price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D9135 1,2-Dipalmitoyl-sn-glycerol ≥99% 30334-71-5 25MG ₹5196 2022-06-14 Buy
Sigma-Aldrich(India) D9135 1,2-Dipalmitoyl-sn-glycerol ≥99% 30334-71-5 100MG ₹11366.25 2022-06-14 Buy
Product number Packaging Price Buy
D9135 25MG ₹5196 Buy
D9135 100MG ₹11366.25 Buy

1,2-DIPALMITOYL-SN-GLYCEROL Chemical Properties,Uses,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.

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.

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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D-ALPHA,BETA-DIPALMITIN L-1,2-DIPALMITOYLGLYCEROL 16:0 DG 1,2-DIPALMITOYL-SN-GLYCEROL 1,2-DIPALMITOYL-SN-3-GLYCEROL 1,2-DIHEXADECANOYL-SN-GLYCEROL (S)-1,2-DIPALMITIN (S)-GLYCEROL 1,2-DIPALMITATE (S)-1-(hydroxymethyl)ethane-1,2-diyl dipalmitate 1,2-DIPALMITOYL-SN-GLYCEROL (C16:0) (S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat L-1,2-DIPALMITOYLGLYCEROL synthetic Einecs 250-131-4 1,2-Di-O-palMitoyl-sn-glycerol Hexadecanoic Acid 1,1'-[(1S)-1-(HydroxyMethyl)-1,2-ethanediyl] Ester NSC 269964 sn-1,2-DipalMitin D-a,b-DipalMitin (S)-1,2-Dipalmitin, (S)-Glycerol 1,2-dipalmitate, 1,2-Dihexadecanoyl-sn-glycerol (-)-L-1,2-Dipalmitin (S)-Propane-1,2,3-triol 1,2-dipalmitate 1-O,2-O-Dipalmitoyl-L-glycerol Bishexadecanoic acid (S)-3-hydroxypropane-1,2-diyl ester Bispalmitic acid (S)-3-hydroxypropane-1,2-diyl ester (-)-1,2-di-O-hexadecanoyl-sn-glycerol DipalMitoyl-sn-glycerol L-0016 1,2-DIPALMITOYL-SN-GLYCEROL, >=99% 1,2-Dipalmitin-sn-glycerol DPG 1,2-DIPALMITIN DG(16:0/16:0/0:0) (S)-3-Hydroxypropane-1,2-diyl dipalmitate Endogenous Metabolite,1,2Dipalmitoylsnglycerol,1,2 Dipalmitoyl sn glycerol,inhibit,Inhibitor (2S)-2-hexadecanoyloxy-3-hydroxypropyl] hexadecanoate 30334-71-5 Neutral Glycerides Lipids Glycerides Diradylglycerols Biochemicals and Reagents BioChemical Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives Aliphatics Fatty Acid Derivatives & Lipids Glycerols Protein Kinase Inhibitors and Activators