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Merck

999998P

Avanti

06:0 Diether PC

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-O-hexyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C20H44NO6P
CAS Number:
79645-39-9
Molecular Weight:
425.54
MDL number:
MFCD02259319
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

06:0 Diether PC, Avanti Research™ - A Croda Brand 999998P, powder

InChI

1S/C20H44NO6P/c1-6-8-10-12-15-24-18-20(25-16-13-11-9-7-2)19-27-28(22,23)26-17-14-21(3,4)5/h20H,6-19H2,1-5H3/t20-/m1/s1

InChI key

IQYIEYGHUQSRSF-HXUWFJFHSA-N

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCC)COCCCCCC)=O

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (999998P-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 999998P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

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General description

06:0 Diether PC (phosphocholine) is a glycerophospholipid having two hexane chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.

Application

06:0 Diether PC or 1,2-di-O-hexyl-sn-glycero-3-phosphocholine might be used:
  • in bicelle media to measure the H—C one-bond residual dipolar couplings for trisaccharides, Lewis X (Lex) and Lewis A (Lea) methyl glycosides using nuclear magnetic resonance (NMR) residual dipolar couplings
  • to compose isotropically tumbling small bicelles, to study its size and morphology by 31P NMR and atomic force microscopy (AFM)
  • in bicelle preparation for NMR studies

Biochem/physiol Actions

06:0 Diether PC (phosphocholine) is useful for bicelles preparation. Bicelles can be integrated into standard crystallization protocols and in contrast to micelles, bicelles maintain the protein in a more native bilayer environment allowing proteins to be captured in a more biologically relevant orientation. Incorporating 06:0 Diether PC in bicelles results in bicelles similar to conventional phospholipid bicelles but with improved chemical stability.

Packaging

5 mL Clear Glass Sealed Ampule (999998P-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

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Hugo F Azurmendi et al.
Biopolymers, 63(2), 89-98 (2002-01-12)
The conformations of the histo-blood group carbohydrate antigens Lewis X (Le(x)) and Lewis A (Le(a)) were studied by NMR measurements of one-bond C-H residual dipolar couplings in partially oriented liquid crystal solutions. A strategy for rapid calculation of the difference
Hongwei Wu et al.
Biochimica et biophysica acta, 1798(3), 482-488 (2009-11-17)
Aqueous phospholipid mixtures that form bilayered micelles (bicelles) have gained wide use by molecular biophysicists during the past 20 years for spectroscopic studies of membrane-bound peptides and structural refinement of soluble protein structures. Nonetheless, the utility of bicelle systems may
Mohamed N Triba et al.
European biophysics journal : EBJ, 35(3), 268-275 (2005-09-28)
A protocol is described for the reconstitution of a transmembrane beta-barrel protein domain, tOmpA, into lipid bicelles. tOmpA is the largest protein to be reconstituted in bicelles to date. Its insertion does not prevent bicelles from orienting with their plane
John M Dean et al.
Protein & cell, 9(2), 196-206 (2017-05-20)
Ether lipids, such as plasmalogens, are peroxisome-derived glycerophospholipids in which the hydrocarbon chain at the sn-1 position of the glycerol backbone is attached by an ether bond, as opposed to an ester bond in the more common diacyl phospholipids. This

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