800812C

12:0 DG

1,2-dilauroyl-sn-glycerol, chloroform

• Synonym(s): 1,2-didodecanoyl-sn-glycerol; DG(12:0/12:0/0:0); 110611
• Empirical Formula (Hill Notation): C₂₇H₅₂O₅
• CAS Number: 60562-15-4
• Molecular Weight: 456.70
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• assay: >99% (TLC)
• form: liquid
• packaging: pkg of 2 × 4 mL (800812C-200mg); pkg of 1 × 5 mL (800812C-10mg)
• manufacturer/tradename: Avanti Polar Lipids 800812C
• concentration: 2 mg/mL (800812C-10mg); 25 mg/mL (800812C-200mg)
• lipid type: neutral lipids; neutral glycerides
• shipped in: dry ice
• storage temp.: −20°C
• InChI: 1S/C27H52O5/c1-3-5-7-9-11-13-15-17-19-21-26(29)31-24-25(23-28)32-27(30)22-20-18-16-14-12-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m0/s1
• InChI key: OQQOAWVKVDAJOI-VWLOTQADSA-N

Description

General description

sn-1,2-diacylglycerols comprise short saturated acyl side chains (C4-C10) and 12:0 DG is also called 1,2-dilauroyl-sn-glycerol.

Application

12:0 DG may be used:

• as an internal standard for spiking serum samples for liquid chromatography–mass spectrometry analysis.
• as an internal standard for spiking RAW 264.7 cells for mass spectroscopy studies
• as standard in reverse-phase liquid chromatography coupled mass spectrometer for lipidomics studies of human plasma and serum samples

Biochem/physiol Actions

sn-1,2-Diacylglycerols are prime regulators of biological functions, especially in platelets. They also activate protein kinase C. 1,2-dilauroyl-sn-glycerol is a polymerization initiator used in the synthesis of (R)-3-((2-bromo-2-methylpropanoyl)oxy)propane-1,2-diyl didodecanoate (BMPD).

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800812C-10mg)

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800812C-200mg)

Storage and Stability

Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.

Other Notes

Delivery to cells:
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.

Effective concentration:
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.

Precaution: Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H302 - H315 - H319 - H331 - H336 - H351 - H361d - H372
• pcodes: P202 - P301 + P312 - P302 + P352 - P304 + P340 + P311 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: does not flash
• flash_point_c: does not flash