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About This Item
Empirical Formula (Hill Notation):
C40H79NO8PF
CAS Number:
Molecular Weight:
752.03
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
16:0-16:0 (16-F) PC, Avanti Research™ - A Croda Brand 880341P, powder
SMILES string
[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCC([H])([H])F)=O)COC(CCCCCCCCCCCCCCC)=O)=O
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (880341P-10mg), pkg of 1 × 25 mg (880341P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 880341P
shipped in
dry ice
storage temp.
−20°C
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General description
16:0-16:0 (16-F) PC or 1-palmitoyl-2-(16-fluoropalmitoyl)-sn-glycero-3-phosphocholine is a monofluorinated analog of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC).
Application
16:0-16:0 (16-F) PC or 1-palmitoyl-2-(16-fluoropalmitoyl)-sn-glycero-3-phosphocholine is suitable for use as a rotational-echo double-resonance (REDOR) probe to analyze peptides integrated into phospholipid bilayers.
Biochem/physiol Actions
Fluorinated lipids act as drug carriers. They aid in characterizing proteins and membranes. 16:0-16:0 (16-F) PC or 1-palmitoyl-2-(16-fluoropalmitoyl)-sn-glycero-3-phosphocholine automatically interdigitates lipid bilayers without inducing agents. This is due to its hydrophilic nature because of the presence of highly polar C-F bond at the terminal end of the sn-2 acyl chain.
Packaging
5 mL Amber Glass Screw Cap Vial (880341P-10mg)
5 mL Amber Glass Screw Cap Vial (880341P-25mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
Regulatory Information
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Eric A Smith et al.
Chemistry and physics of lipids, 165(2), 151-159 (2011-12-28)
Unlike the parent phospholipid, 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), the monofluorinated analog, 1-palmitoyl-2-(16-fluoropalmitoyl)sn-glycero-3-phosphocholine (F-DPPC), spontaneously forms an interdigitated gel phase (L(β)I) below the main transition temperature (T(m)). We have examined the effects of introducing cholesterol to F-DPPC and 1:1 F-DPPC/DPPC membranes using a
Eric A Smith et al.
Biophysical chemistry, 147(1-2), 20-27 (2010-01-13)
In aqueous solution, the monofluorinated phospholipid 1-palmitoyl-2-[16-fluoropalmitoyl]sn-glycero-3-phosphocholine (F-DPPC) interdigitates without the use of inducing agents. To understand the thermal and physical properties of this unique lipid, F-DPPC was combined with the non-fluorinated 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), and 1,2-diarachidoyl-sn-glycero-3-phosphocholine (DAPC). Differential scanning calorimetry
D J Hirsh et al.
Biophysical journal, 75(4), 1858-1868 (1998-09-24)
16-Fluoropalmitic acid was synthesized from 16-hydroxypalmitic acid using diethylaminosulfur trifluoride. This monofluorinated fatty acid then was used to make 1-palmitoyl-2-[16-fluoropalmitoyl]-phosphatidylcholine (F-DPPC) as a fluorinated analog of dipalmitoylphosphatidylcholine (DPPC). Surprisingly, we found that the phase transition temperature (Tm) of F-DPPC occurs
Syed W H Shah et al.
Chemistry and physics of lipids, 230, 104918-104918 (2020-05-18)
The monolayer behavior of a l-DPPC derivative with a single fluorination in one of its terminal methyl groups (F-DPPC) at air-water interface was investigated by epifluorescence microscopy and infrared reflection absorption spectroscopy (IRRAS). Epifluorescence microscopy was utilized to study the
Babak Sanii et al.
The journal of physical chemistry. B, 114(1), 215-219 (2009-12-17)
In free bilayers, the fluid to gel main phase transition of a monofluorinated phospholipid (F-DPPC) transforms a disordered fluid bilayer into a fully interdigitated monolayer consisting of ordered acyl tails. This transformation results in an increase in molecular area and
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