1,2-DIOLEOYL-SN-GLYCEROL

Synonym(s):(S)-1,2-Diolein;(S)-Glycerol 1,2-dioleate;(9Z)-9-Octadecenoic acid 1,1′-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester;1,2-Di(cis-9-octadecenoyl)-sn-glycerol;1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG

CAS NO.：24529-88-2
Empirical Formula: C39H72O5
Molecular Weight: 620.99
MDL number: MFCD00148866
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-02 08:55:06

What is 1,2-DIOLEOYL-SN-GLYCEROL?

Description

1,2-Dioleoyl-sn-glycerol is an analog of the protein kinase C-activating second messenger DAG. 1,2-Dioleoyl-sn-glycerol and 1,2-dioctanoyl-sn-glycerol are nearly equipotent in induction of the acrosome reaction in human sperm.

The Uses of 1,2-DIOLEOYL-SN-GLYCEROL

1,2-Dioleoyl-sn-glycerol is an analog of 1,3-Dioleoylglycerol (D4842100 which is used in the synthesis of amphiphilic gadolinium complexes as MRI contrast agents.

The Uses of 1,2-DIOLEOYL-SN-GLYCEROL

18:1 DG may be used:

in the lipid-protein overlay screen assay with Arabidopsis Rho-like GTPases recombinant protein and Arabidopsis plasma membrane H+-ATPase
in the preparation of the Golgi-like liposomes
in giant unilamellar vesicles (GUVs) preparation

What are the applications of Application

1,2-Dioleoyl-sn-glycerol is an analog of protein kinase C-activating second messenger DAG

Definition

ChEBI: A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl.

General Description

Diacylglycerol/diglyceride (DAG) is a glycerolipid, that is located at the plasma membrane. It is made up of two fatty acid chains that are covalently attached to a single glycerol molecule with the help of an ester linkage.

Biochem/physiol Actions

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) fails to prevent the late fission events in the Golgi membrane. DOG is used in ferrihaem π–π tetramer aggregate preparation and β-haematin production.

Properties of 1,2-DIOLEOYL-SN-GLYCEROL

Boiling point:	670.8±35.0 °C(Predicted)
Density	0.9218 g/cm3
storage temp.	-20°C
solubility	DMF: >20 mg/ml; DMSO: >7 mg/ml; Ethanol: >30 mg/ml; PBS pH 7.2: >250 μg/ml
form	Liquid
pka	13.69±0.10(Predicted)
color	Colorless to light yellow
BRN	1730457

Safety information for 1,2-DIOLEOYL-SN-GLYCEROL

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H331:Acute toxicity,inhalation H336:Specific target organ toxicity,single exposure; Narcotic effects H351:Carcinogenicity H372:Specific target organ toxicity, repeated exposure H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P201:Obtain special instructions before use. P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P308+P313:IF exposed or concerned: Get medical advice/attention.