(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat

Bezeichnung:(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat

CAS-Nr30334-71-5

Englisch Name:1,2-DIPALMITOYL-SN-GLYCEROL

CBNumberCB4228240

SummenformelC35H68O5

Molgewicht568.91

MOL-Datei30334-71-5.mol

Synonyma

(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat

(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat physikalisch-chemischer Eigenschaften

Schmelzpunkt	66-69 °C
Siedepunkt	620.8±22.0 °C(Predicted)
Dichte	0.930±0.06 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMF: 20 mg/ml; DMSO: 5 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): .25 mg/ml
Aggregatzustand	A crystalline solid
pka	13.69±0.10(Predicted)
Farbe	White to off-white
BRN	1730209

Sicherheit

WGK Germany	1
F	10

Gefahreninformationscode (GHS)

1,2-DIPALMITOYL-SN-GLYCEROL Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden
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.
Verwenden
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).
Allgemeine Beschreibung
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.
läuterung methode
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 Upstream-Materialien And Downstream Produkte

(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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