Identification | Back 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 Properties | Back 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) |
Hazard Information | Back 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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