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850400C

Avanti

22:6 (Cis) PC

1,2-didocosahexaenoyl-sn-glycero-3-phosphocholine, chloroform

Synonyme(s) :

1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine; PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))

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About This Item

Formule empirique (notation de Hill):
C52H80NO8P
Numéro CAS:
99296-81-8
Poids moléculaire :
878.17
Code UNSPSC :
51191904
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

pkg of 1 × 2.5 mL (850400C-25mg)
pkg of 5 × 4 mL (850400C-500mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 850400C

Concentration

10 mg/mL (850400C-25mg)
25 mg/mL (850400C-500mg)

Type de lipide

cardiolipins
phospholipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

InChI

1S/C52H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,26-29,32-35,38-41,50H,6-7,12-13,18-19,24-25,30-31,36-37,42-49H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-,28-26-,29-27-,34-32-,35-33-,40-38-,41-39-/t50-/m1/s1

Clé InChI

XLKQWAMTMYIQMG-SVUPRYTISA-N

Description générale

22:6 (cis) PC or 1,2-didocosahexaenoyl-sn-glycero-3-phosphocholine is an unsaturated glycerophospholipid, with substitution of two chains of docosahexaenic acid at sn-1 and sn-2 positions of the glycerol backbone, along with choline as a headgroup. It is an omega-3 lipid.

Application

22:6 (cis) PC or 1,2-didocosahexaenoyl-sn-glycero-3-phosphocholine might be used:
  • in liposomes, to study its effect on membrane vesiculation by dynamin and endophilin
  • in multi-lamellar vesicles (MLVs) to analyze its effect on the biophysical properties of lipid membranes and on its interaction with a fragment of the Aβ peptide
  • in lipid bilayers to study the influence of cholesterol on lateral segregation of saturated and unsaturated phospholipids

Conditionnement

5 mL Clear Glass Sealed Ampule (850400C-25mg)
5 mL Clear Glass Sealed Ampule (850400C-500mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Organes cibles

Central nervous system, Liver,Kidney

Code de la classe de stockage

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

does not flash

Point d'éclair (°C)

does not flash

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Oskar Engberg et al.
Biophysical journal, 111(3), 546-556 (2016-08-11)
Saturated and unsaturated phospholipids (PLs) can segregate into lateral domains. The preference of cholesterol for saturated acyl chains over monounsaturated, and especially polyunsaturated ones, may also affect lateral segregation. Here we have studied how cholesterol influenced the lateral segregation of
Giuseppe Vitiello et al.
Langmuir : the ACS journal of surfaces and colloids, 29(46), 14239-14245 (2013-10-23)
Polyunsaturated omega-3 fatty acids are increasingly proposed as dietary supplements able to reduce the risk of development or progression of the Alzheimer's disease (AD). To date, the molecular mechanism through which these lipids act has not been yet univocally identified.
Marco M Manni et al.
eLife, 7 (2018-03-16)
Phospholipid membranes form cellular barriers but need to be flexible enough to divide by fission. Phospholipids generally contain a saturated fatty acid (FA) at position sn1 whereas the sn2-FA is saturated, monounsaturated or polyunsaturated. Our understanding of the impact of
Philippe Calvez et al.
Journal of the American Chemical Society (2016-10-01)
Recoverin undergoes a calcium-myristoyl switch during visual phototransduction. Indeed, calcium binding by recoverin results in the extrusion of its myristoyl group, which allows its membrane binding. However, the contribution of particular lipids and of specific amino acids of recoverin in

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