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Merck

850400C

Avanti

22:6 (Cis) PC

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

Synonym(e):

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

Empirische Formel (Hill-System):
C52H80NO8P
CAS-Nummer:
Molekulargewicht:
878.17
UNSPSC-Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

Form

liquid

Verpackung

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

Hersteller/Markenname

Avanti Research - A Croda Brand 850400C

Konzentration

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

Lipid-Typ

cardiolipins
phospholipids

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

XLKQWAMTMYIQMG-SVUPRYTISA-N

Allgemeine Beschreibung

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.

Anwendung

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

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system, Liver,Kidney

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

does not flash

Flammpunkt (°C)

does not flash


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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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