1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL Property

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

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL Chemical Properties,Usage,Production

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.