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96960-92-8

96960-92-8 Structure

96960-92-8 Structure
IdentificationBack Directory
[Name]

1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL
[CAS]

96960-92-8
[Synonyms]

1-C16-2-C1 DG
HEXADECYL METHYL GLYCEROL
3-methoxynonadecane-1,2-diol
1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL
1-O-hexadecyl-2-O-Methyl-sn-glycerol (PMG)
1-Propanol, 3-(hexadecyloxy)-2-methoxy-, (2S)-
1-O-hexadecyl-2-O-methyl-sn-glycerol (PMG)
1-O-Hexadecyl-2-O-methyl-sn-glycerol≥ 98% (HPLC)
1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL (PMG);1-C16-2-C1 DG
1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL (PMG);1-C16-2-C1 DG
[Molecular Formula]

C20H42O3
[MDL Number]

MFCD00079347
[MOL File]

96960-92-8.mol
[Molecular Weight]

330.55
Chemical PropertiesBack Directory
[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 DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Uses]

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

Store at -20°C
[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.
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