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Merck

P0064

Sigma-Aldrich

PalGly

≥98% (HPLC), solid

Synonym(e):

N-(1-Oxohexadecyl)-glycin, N-Hexadecanoylglycin

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About This Item

Empirische Formel (Hill-System):
C18H35NO3
CAS-Nummer:
Molekulargewicht:
313.48
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

solid

Farbe

white to off-white

Löslichkeit

DMSO: >10 mg/mL

Lagertemp.

2-8°C

SMILES String

O=C(CCCCCCCCCCCCCCC)NCC(O)=O

InChI

1S/C18H35NO3/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)

InChIKey

KVTFEOAKFFQCCX-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production. PalGly inhibits heat-evoked firing of wide dynamic range (WDR) neurons, activates calcium influx in DRG cells and stimulates NO production. Preliminary studies suggest its signaling mechanism involves GPCR-mediated cation channel activation and a Gαi/o-coupled signaling pathway, which is being further investigated.

Leistungsmerkmale und Vorteile

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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A Vamvakidès
Bollettino chimico farmaceutico, 134(5), 258-262 (1995-05-01)
N-palmitoyl glycine (PG), synthesized by the mixed anhydrides method, displayed nootropic effects (in the "step-down" test) as well as an anti-immobility action in the forced swimming test, in mice. However no anticonvulsant effects were obtained, even at high dose (300
Kristen A Jeffries et al.
Journal of lipid research, 57(5), 781-790 (2016-03-27)
Long-chain fatty acid amides are signaling lipids found in mammals and other organisms; however, details of the metabolic pathways for the N-acylglycines and primary fatty acid amides (PFAMs) have remained elusive. Heavy-labeled precursor and subtraction lipidomic experiments in mouse neuroblastoma
Sibylle Brenner et al.
The journal of physical chemistry. B, 111(27), 7879-7886 (2007-06-19)
The ferric spin state equilibrium of the heme iron was analyzed in wild-type cytochrome P450 BM3 and its F87G mutant by using temperature (T)-jump relaxation spectroscopy in combination with static equilibrium experiments. No relaxation process was measurable in the substrate-free
Puneet K Chowdhary et al.
Journal of biotechnology, 135(4), 374-376 (2008-07-01)
Quorum sensing is the process by which bacteria alter gene regulation in response to their population density. The enzymatic inactivation of quorum signals has shown promise for use in genetically modified organisms resistant to pathogens. We recently characterized the ability
D C Haines et al.
Biochemistry, 40(45), 13456-13465 (2001-11-07)
Cytochrome P450s constitute a superfamily of enzymes that catalyze the oxidation of a vast number of structurally and chemically diverse hydrophobic substrates. Herein, we describe the crystal structure of a complex between the bacterial P450BM-3 and the novel substrate N-palmitoylglycine

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