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870450O

Avanti

2-AG

Avanti Research™ - A Croda Brand 870450O

Szinonimák:

2-arachidonoyl glycerol

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez
Összes fotó(1)

About This Item

Tapasztalati képlet (Hill-képlet):
C23H38O4
CAS-szám:
53847-30-6
Molekulatömeg:
378.55
MDL-szám:
MFCD01862600
UNSPSC kód:
12352211
NACRES:
NA.25

Forma

liquid

kiszerelés

pkg of 1 × 5 mg (with screw cap/argon/foil bag (870450O-5mg))

gyártó/kereskedő neve

Avanti Research™ - A Croda Brand 870450O

lipidtípus

bioactive lipids
phosphoglycerides

kiszállítva

dry ice

tárolási hőmérséklet

−70°C

SMILES string

[H]C(CO)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CO

InChI

1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-

Nemzetközi kémiai azonosító kulcs

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Általános leírás

2-Arachidonoylglycerol (2-AG), is an endocannabinoid, an endogenous agonist of the CB1 receptor. 2-AG, unlike anandamide, is present at relatively high levels in the central nervous system; it is the most abundant molecular species of monoacylglycerol found in mouse and rat brain (~5-10 nmol/g tissue). Detection of 2-AG in brain tissue is complicated by the relative ease of its isomerization to 1-AG during standard lipid extraction conditions. Unlike anandamide, formation of 2-AG is calcium-dependent and is mediated by the activities of phospholipase C (PLC) and diacylglycerol lipase (DAGL). 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism. 2-AG is hydrolyzed in vitro by monoacylglycerol lipase (MAGL), fatty acid amide hydrolase (FAAH), and the uncharacterized serine hydrolase enzymes ABHD6 and ABHD12.

Kiszerelés

5 mL PTFE Vial with Screw Cap/Argon/Foil Bag (870450O-5mg)

Jogi információk

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Tárolási osztály kódja

12 - Non Combustible Liquids

WGK

WGK 3

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Analitikai tanúsítványok (COA)

Lot/Batch Number

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2-OG Avanti Research™ - A Croda Brand 870451O

Avanti

870451O

2-OG

AM630 ≥90% (HPLC)

Sigma-Aldrich

SML0327

AM630

Arachidonic acid >95.0% (GC)

Sigma-Aldrich

10931

Arachidonic acid

Arachidonic acid from non-animal source, ≥98.5% (GC)

Sigma-Aldrich

A3611

Arachidonic acid

Jonathan Z Long et al.
Nature chemical biology, 5(1), 37-44 (2008-11-26)
2-Arachidonoylglycerol (2-AG) and anandamide are endocannabinoids that activate the cannabinoid receptors CB1 and CB2. Endocannabinoid signaling is terminated by enzymatic hydrolysis, a process that for anandamide is mediated by fatty acid amide hydrolase (FAAH), and for 2-AG is thought to
Erik Keimpema et al.
Scientific reports, 3, 2093-2093 (2013-06-29)
Endocannabinoids are small signaling lipids, with 2-arachidonoylglycerol (2-AG) implicated in modulating axonal growth and synaptic plasticity. The concept of short-range extracellular signaling by endocannabinoids is supported by the lack of trans-synaptic 2-AG signaling in mice lacking sn-1-diacylglycerol lipases (DAGLs), synthesizing
T Sugiura et al.
The Journal of biological chemistry, 274(5), 2794-2801 (1999-01-23)
An endogenous cannabimimetic molecule, 2-arachidonoylglycerol, induces a rapid, transient increase in intracellular free Ca2+ concentrations in NG108-15 cells through a cannabinoid CB1 receptor-dependent mechanism. We examined the activities of 24 relevant compounds (2-arachidonoylglycerol, its structural analogues, and several synthetic cannabinoids).
Kwang-Mook Jung et al.
Cell metabolism, 15(3), 299-310 (2012-03-13)
The endocannabinoid system plays a critical role in the control of energy homeostasis, but the identity and localization of the endocannabinoid signal involved remain unknown. In the present study, we developed transgenic mice that overexpress in forebrain neurons the presynaptic
T P Dinh et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(16), 10819-10824 (2002-07-24)
The endogenous cannabinoids (endocannabinoids) are lipid molecules that may mediate retrograde signaling at central synapses and other forms of short-range neuronal communication. The monoglyceride 2-arachidonoylglycerol (2-AG) meets several criteria of an endocannabinoid substance: (i) it activates cannabinoid receptors; (ii) it
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