999986 | 4ME 16:0 Diether DG

1,2-di-O-phytanyl-sn-glycerol

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Info

4ME 16:0 Diether DG

1,2-di-O-phytanyl-sn-glycerol

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. (See References) Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

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.

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

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.

Data

Hygroscopic

No

Light Sensitive

No

Molecular Formula

C₄₃H₈₈O₃

Percent Composition

C 79.07%, H 13.58%, O 7.35%

Purity

>99%

Stability

1 Years

Storage Temperature

-20°C

CAS Number

99341-19-2 CAS Registry Number is a Registered Trademark of the American Chemical Society

FormulaWeight

653.157

Exact Mass

652.673

Synonyms

<p>archaeol1,2-di-(3,7,11,15-tetramethylhexadecyl)-sn-glycerolDG(16:0(3me,7me,11me,15me)e/16:0(3me,7me,11me,15me)e)/0:0)</p>

Downloads

• ChemDraw File
• 3D Structure
• Structure
• Safety Data Sheet
• Safety Data Sheet

References

Iaea DB, Spahr ZR, Singh RK, Chan RB, Zhou B, Bareja R, Elemento O, Di Paolo G, Zhang X, Maxfield FR. Stable reduction of STARD4 alters cholesterol regulation and lipid homeostasis. Biochim Biophys Acta Mol Cell Biol Lipids. 2020 Apr;1865(4):158609. doi: 10.1016/j.bbalip.2020.158609. Epub 2020 Jan 7. PMID: 31917335; PMCID: PMC6996790.

PubMed ID: 31917335

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Meyer S, Thiel V, Joergensen RG, Sundrum A. Relationships between feeding and microbial faeces indices in dairy cows at different milk yield levels. PLoS One. 2019 Aug 20;14(8):e0221266. doi: 10.1371/journal.pone.0221266. eCollection 2019.

PubMed ID: 31430322

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Certificates of Analysis

• Certificate of Analysis(Lot No. 999986C-50MG-A-013and 6396OKA013)
• Certificate of Analysis(Lot No. 999986C-5MG-A-013and 6396CHA013)
• Certificate of Analysis(Lot No. 999986O-50MG-A-013and 6396OKA013)
• Certificate of Analysis(Lot No. 999986O-5MG-A-013and 6396OHA013)
• Certificate of Analysis(Lot No. 999986C-200MG-A-013and 6396CNA013)
• Certificate of Analysis(Lot No. 999986O-200MG-A-013and 6396ONA013)
• Certificate of Analysis(Lot No. 999986O-200MG-B-013and 6396ONB013)
• Certificate of Analysis(Lot No. 999986C-5MG-B-013and 6396CHB013)
• Certificate of Analysis(Lot No. 999986O-5MG-A-014and 6396OHA014)

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