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800812C

Avanti

12:0 DG

1,2-dilauroyl-sn-glycerol, chloroform

Synonym(s):

1,2-didodecanoyl-sn-glycerol; DG(12:0/12:0/0:0); 110611

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About This Item

Empirical Formula (Hill Notation):
C27H52O5
CAS Number:
Molecular Weight:
456.70
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 2 × 4 mL (800812C-200mg)
pkg of 1 × 5 mL (800812C-10mg)

manufacturer/tradename

Avanti Research - A Croda Brand 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

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

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

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

Central nervous system, Liver,Kidney

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Exogenous sn-1, 2-diacylglycerols containing saturated fatty acids function as bioregulators of protein kinase C in human platelets.
Lapetina EG, et al.
The Journal of Biological Chemistry, 260(3), 1358-1361 (1985)
Lipidated polymers for the stabilization of cubosomes: nanostructured drug delivery vehicles
Grace JL, et al.
Chemical Communications (Cambridge, England), 53(76), 10552-10555 (2017)
Diacylglycerols mimic phorbol diester induction of leukemic cell differentiation
Ebeling JG, et al.
Proceedings of the National Academy of Sciences of the USA, 82(3), 815-819 (1985)
Quantification of diacylglycerol species from cellular extracts by electrospray ionization mass spectrometry using a linear regression algorithm
Callender HL, et al.
Analytical Chemistry, 79(1), 263-272 (2007)
Lipid Profile Characterization and Lipoprotein Comparison of Extracellular Vesicles from Human Plasma and Serum
Sun Y, et al.
Metabolites, 9(11), 259-259 (2019)

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