P0064

PalGly

Name: PalGly
Brand: SIGMA

≥98% (HPLC), solid

Sinónimos:

N-(1-Oxohexadecyl)glycine, N-Hexadecanoylglycine, Hexadecanoylaminoacetic acid, N-palmitoyl glycine

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About This Item

Fórmula empírica (notación de Hill):

C₁₈H₃₅NO₃

Número CAS:

2441-41-0

Peso molecular:

313.48

NACRES:

NA.77

PubChem Substance ID:

329820003

UNSPSC Code:

12352200

MDL number:

MFCD00153471

Nombre del producto

PalGly, ≥98% (HPLC), solid

InChI key

KVTFEOAKFFQCCX-UHFFFAOYSA-N

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)

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

Quality Level

100

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Biochem/physiol Actions

PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production.

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.

Features and Benefits

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificados de análisis (COA)

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Conformational equilibrium of cytochrome P450 BM-3 complexed with N-palmitoylglycine: a replica exchange molecular dynamics study.

Krishna Pratap Ravindranathan et al.

Journal of the American Chemical Society, 128(17), 5786-5791 (2006-04-28)

UV-vis absorbance measurements and associated studies of cytochrome P450 BM-3 in complex with N-palmitoylglycine (NPG) indicate that a conformational change occurs in the active site of the complex where the terminal atoms of the ligand move from a site distant

[Pharmacologic profile of n-palmitoylglycine. Its effect on reserpine and haloperidol catalepsy].

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

Glycine N-acyltransferase-like 3 is responsible for long-chain N-acylglycine formation in N18TG2 cells.

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

Conformational dynamics of the cytochrome P450 BM3/N-palmitoylglycine complex: the proposed "proximal-distal" transition probed by temperature-jump spectroscopy.

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

A single mutation in P450BM-3 enhances acyl homoserine lactone: acyl homoserine substrate binding selectivity nearly 250-fold.

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

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