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

1,2-DIPALMITOYL-SN-GLYCEROL Struktur
30334-71-5
CAS-Nr.
30334-71-5
Bezeichnung:
(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat
Englisch Name:
1,2-DIPALMITOYL-SN-GLYCEROL
Synonyma:
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
Summenformel:
C35H68O5
Molgewicht:
568.91
MOL-Datei:
30334-71-5.mol
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(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat 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
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
WGK Germany  1
F  10
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H331 Giftig bei Einatmen. Akute Toxizität inhalativ Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H336 Kann Schläfrigkeit und Benommenheit verursachen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Schläfrigkeit und Benommenheit) Warnung P261, P271, P304+P340, P312,P403+P233, P405, P501
H351 Kann vermutlich Krebs verursachen. Karzinogenität Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
H372 Schädigt bei Hautkontakt und Verschlucken die Organe bei längerer oder wiederholter Exposition. Spezifische Zielorgan-Toxizität (wiederholte Exposition) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P260, P264, P270, P314, P501
H412 Schädlich für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 3 P273, P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P273 Freisetzung in die Umwelt vermeiden.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

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

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.

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.]

(S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

(R)-(4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium-4-oxid

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

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30334-71-5((S)-1-(Hydroxymethyl)ethan-1,2-diyldipalmitat)Verwandte Suche:

Palmitinsure Glycerindipalmitat Glycerintristearat Glycerintripalmitat (R)-(4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium-4-oxid Propan-1,2,3-triyltriicosanoat (R)-(7-Lauroyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacosyl)trimethylammonium-4-oxid Propan-1,2,3-triyltridocosanoat (R)-1-[[[(2-Aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethan-1,2-diyldihexadecanoat 2-Hydroxypropan-1,3-diyldipalmitat (R)-1-(3-Hydroxy-7-methyl-2,4-dioxa-7-aza-3-phosphaoct-1-yl)ethylendipalmitat-P-oxid (R)-1-[[[(2-Aminoethoxy)hydroxyphosphinyl]oxy]methyl]ethan-1,2-diyldistearat (R)-1-(3-Hydroxy-2,4-dioxa-7-aza-3-phosphaoct-1-yl)ethylendipalmitat-P-oxid 2,3-Bis(palmitoyloxy)propyldihydrogenphosphat
  • 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
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