1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL Chemical Properties

Melting point:

35-36 °C

Boiling point:

430.6±25.0 °C(Predicted)

Density 

0.895±0.06 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

≤8.3mg/ml in DMSO;8.3mg/ml in dimethyl formamide

form 

solution in ethanol.

pka

14.20±0.10(Predicted)

Safety Information

WGK Germany 

3

MSDS

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1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL Usage And Synthesis

Chemical Properties

White solid

Uses

Hexadecyl methyl glycerol is a synthetic diacylglycerol with a hexadecyl chain at the sn-1 position and a methyl group at the sn-2 position. It inhibits protein kinase C activity in human neutrophils, resulting in prevention of the respiratory burst induced by both phorbol 12,13-dibutyrate and fMLP.

Uses

1-O-Hexadecyl-2-O-methyl-sn-glycerol inhibits protein kinase C activity in human neutrophils.

Definition

ChEBI: 1-O-palmityl-2-O-methyl-sn-glycerol is an alkylglycerol having palmityl (hexadecyl) and methyl groups located at position2 1 and 2 respectively (the S-enantiomer).

Biological Activity

hexadecyl methyl glycerol, also known as amg-c16 with a hexadecyl chain at the sn-1 position, is a novel inhibitor of protein kinase c with ic50 value of about 80 μm [1].protein kinase c is a phospholipid-dependent kinase and the intracellular receptor for phorbol 12-myristate-13-acetate (pma), a substance that activates both the respiratory burst and protein kinase c. pkc enzymes are activated by signals such as increases in the concentration of diacylglycerol (dag) or calcium ions (ca2+) [1].hexadecyl methyl glycerol is a structural analog of diacylglycerol with a hexadecyl chain at the sn-1 position and a methyl group at the sn-2 position. hexadecyl methyl glycerol inhibited the activation of purified protein kinase c by diacylglycerol in the presence of phosphatidylserine. in neutrophilic granulocytes, hexadecyl methyl glycerol inhibited the respiratory burst induced by pdbu in a dose-dependent way. in neutrophils, hexadecyl methyl glycerol inhibited the phosphorylation of purified 47-kda protein, an important substrate of protein kinase c [1].

References

[1]. kramer im1, van der bend rl, tool at, et al. 1-o-hexadecyl-2-q-methylglycerol, a novel inhibitor of protein kinase c, inhibits the respiratory burst in human neutrophils. j biol chem. 1989 apr 5;264(10):5876-84.

1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL(96960-92-8)Related Product Information

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