1,2-DIPALMITOYL-SN-GLYCEROL

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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

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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

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Safety

WGK Germany: 1
F: 10

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D9135
Product name: 1,2-Dipalmitoyl-sn-glycerol
Purity: ≥99%
Packaging: 25mg
Price: $49.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: D9135
Product name: 1,2-Dipalmitoyl-sn-glycerol
Purity: ≥99%
Packaging: 100mg
Price: $78.6
Updated: 2024/03/01

Cayman Chemical

Product number: 10008648
Product name: 1,2-Dipalmitoyl-sn-glycerol
Purity: ≥95%
Packaging: 25mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 10008648
Product name: 1,2-Dipalmitoyl-sn-glycerol
Purity: ≥95%
Packaging: 50mg
Price: $55
Updated: 2024/03/01

Cayman Chemical

Product number: 10008648
Product name: 1,2-Dipalmitoyl-sn-glycerol
Purity: ≥95%
Packaging: 100mg
Price: $81
Updated: 2024/03/01

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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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1,2-DIPALMITOYL-SN-GLYCEROL Suppliers

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30334-71-5, 1,2-DIPALMITOYL-SN-GLYCEROLRelated Search:

1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine 1,2-DIHEPTADECANOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE 1,2,3-TRINONADECANOYLGLYCEROL Glycerol tristearate TRIPALMITIN TRIHEPTADECANOIN 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE TRIARACHIDIN 1,2-Distearoyl-sn-glycero-3-phosphocholine TRIBEHENIN 1,3-DIPALMITIN 1-O,2-O-Dipalmitoyl-sn-glycerol,1,2-DIPALMITOYL-SN-GLYCEROL DIPALMITIN Palmitic acid 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHO-(N-METHYL)-ETHANOLAMINE 1,2-DIHEXADECANOYL-SN-GLYCERO-3-PHOSPHO[DIMETHYLAMINOETHANOL] 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHATE CALCIUM SALT 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHATE

D-ALPHA,BETA-DIPALMITIN

DPG

L-1,2-DIPALMITOYLGLYCEROL

16:0 DG

1,2-DIPALMITOYL-SN-GLYCEROL

1,2-DIPALMITIN

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

DG(16:0/16:0/0:0)

1,2-DIPALMITOYL-SN-GLYCEROL, >=99%

(S)-3-Hydroxypropane-1,2-diyl dipalmitate

1,2-Dipalmitin-sn-glycerol

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