Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H34NO3.Na |
| Molecular Weight | 335.4572 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CCCCCCCCCCCCCCCC(=O)NCC([O-])=O
InChI
InChIKey=IPUUFZFIUKCPJN-UHFFFAOYSA-M
InChI=1S/C18H35NO3.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22;/h2-16H2,1H3,(H,19,20)(H,21,22);/q;+1/p-1
N-palmitoyl glycine, an endogenous lipid that acts as a modulator of calcium influx and nitric oxide production in sensory neurons. N-palmitoyl glycine is used in cosmetic under the brand name TIMECODE™ for deep wrinkles and helps relieve chronic silent inflammation, increases micro-circulation due to poor oxygenation and lack of nutrients. This product is also recommended for sensitive skin and for tired skin.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| N-arachidonoyl glycine, an abundant endogenous lipid, potently drives directed cellular migration through GPR18, the putative abnormal cannabidiol receptor. | 2010-03-26 |
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| Two new lipoaminoacids with complementary modes of action: new prospects to fight out against skin aging. | 2010-02 |
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| Orphan endogenous lipids and orphan GPCRs: a good match. | 2009-09 |
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| Novel endogenous N-acyl glycines identification and characterization. | 2009 |
|
| A single mutation in P450BM-3 enhances acyl homoserine lactone: acyl homoserine substrate binding selectivity nearly 250-fold. | 2008-07-31 |
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| Natural variation of potato allene oxide synthase 2 causes differential levels of jasmonates and pathogen resistance in Arabidopsis. | 2008-07 |
|
| N-palmitoyl glycine, a novel endogenous lipid that acts as a modulator of calcium influx and nitric oxide production in sensory neurons. | 2008-07 |
|
| Interactions of substrates at the surface of P450s can greatly enhance substrate potency. | 2007-12-11 |
|
| Conformational dynamics of the cytochrome P450 BM3/N-palmitoylglycine complex: the proposed "proximal-distal" transition probed by temperature-jump spectroscopy. | 2007-07-12 |
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| Laser photoexcitation of NAD(P)H induces reduction of P450 BM3 heme domain on the microsecond time scale. | 2007-05-23 |
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| Conformational dynamics of substrate in the active site of cytochrome P450 BM-3/NPG complex: insights from NMR order parameters. | 2007-01-24 |
|
| Conformational equilibrium of cytochrome P450 BM-3 complexed with N-palmitoylglycine: a replica exchange molecular dynamics study. | 2006-05-03 |
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| Structure-guided recombination creates an artificial family of cytochromes P450. | 2006-05 |
|
| Observation of ligand binding to cytochrome P450 BM-3 by means of solid-state NMR spectroscopy. | 2005-10-12 |
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| Thermal equilibrium of high- and low-spin forms of cytochrome P450 BM-3: repositioning of the substrate? | 2005-10-05 |
|
| Effects of feeding Spodoptera littoralis on lima bean leaves. I. Membrane potentials, intracellular calcium variations, oral secretions, and regurgitate components. | 2004-04 |
|
| HPLC analysis of fatty acyl-glycine in the aqueous methanesulfonic acid hydrolysates of N-terminally fatty acylated peptides. | 2003-08 |
|
| Pivotal role of water in the mechanism of P450BM-3. | 2001-11-13 |
Sample Use Guides
To investigate the effect of N-palmitoyl glycine (PalGly) on primary sensory neurons, calcium influx was recorded in the DRG-like F-11 cells (rat dorsal root ganglion neuron × mouse neuroblastoma). PalGly (10 μM) induced a transient influx of calcium in F-11 cells. The effect was immediate, and the initial increase was followed by a gradual return to baseline after 5 min of PalGly addition, with an EC50 = 5.5 μM.
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85902-10-9
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6320361QKV
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DTXSID80235232
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23673957
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SUBSTANCE RECORD
