880341P
Avanti
16:0-16:0 (16-F) PC
Avanti Research™ - A Croda Brand 880341P, powder
Synonym(s):
1-palmitoyl-2-(16-fluoropalmitoyl)-sn-glycero-3-phosphocholine
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About This Item
Empirical Formula (Hill Notation):
C40H79NO8PF
CAS Number:
Molecular Weight:
752.03
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
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
SMILES string
[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCC([H])([H])F)=O)COC(CCCCCCCCCCCCCCC)=O)=O
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 Code
11 - Combustible Solids
WGK
WGK 3
Regulatory Information
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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
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
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
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
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
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