
16:0-DPH PC | CAS 98014-38-1
| Catalog Number | A16-0188 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C45H68NO8P |
| Molecular Weight | 782.01 |
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Product Introduction
Diphenylhexatriene-labeled phosphatidylcholine for membrane fluidity analysis. Provides blue fluorescence for lipid order measurements.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Dphppc; 1-palmitoyl-2- [3-(4-((1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl)phenyl)propanoyl]-sn-glycero-3-phosphocholine; 1-Palmitoyl-2-[3-(diphenylhexatriene)propanoyl]-sn-phosphatidylcholine; 2-(3-(Diphenylhexatrienyl)propanoyl)-1-hexadecanoyl-sn-glycero-3-phosphocholine |
| Purity | >99% |
| IUPAC Name | [(2R)-3-hexadecanoyloxy-2-[3-[4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trienyl]phenyl]propanoyloxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate |
| SMILES | CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC1=CC=C(C=C1)C=CC=CC=CC2=CC=CC=C2 |
| InChI | InChI=1S/C45H68NO8P/c1-5-6-7-8-9-10-11-12-13-14-15-16-24-29-44(47)51-38-43(39-53-55(49,50)52-37-36-46(2,3)4)54-45(48)35-34-42-32-30-41(31-33-42)28-21-18-17-20-25-40-26-22-19-23-27-40/h17-23,25-28,30-33,43H,5-16,24,29,34-39H2,1-4H3/b18-17+,25-20+,28-21+/t4 |
| InChIKey | KUICZDXXMCRPHS-LZYLQXPQSA-N |
| Appearance | Yellow Solid |
Product Specification
| Storage | Store at -20°C |
Application
16:0-DPH PC is a phospholipid analog incorporating 1,6-diphenylhexatriene (DPH) into a saturated phosphatidylcholine (PC) lipid scaffold, making it a widely used membrane fluorescence probe for studying lipid organization and bilayer dynamics. In typical experiments, the DPH chromophore partitions into hydrophobic regions, so changes in membrane packing and microviscosity translate into measurable fluorescence behavior, supporting quantitative comparisons across formulations and treatments.
1. Membrane Fluidity Studies
16:0-DPH PC is used in membrane biophysics workflows to report changes in lipid packing and microviscosity in lipid bilayers and cell-derived membrane preparations. Researchers commonly incorporate the probe into model membranes or label membrane fractions prior to fluorescence measurements, enabling them to compare how lipid composition, cholesterol content, temperature, or formulation additives alter bilayer order. Because the probe resides in the hydrophobic core, it is frequently selected when the goal is to monitor bulk membrane physical properties rather than surface-bound interactions.
2. Lipid Phase Behavior Imaging
16:0-DPH PC supports fluorescence-based characterization of phase organization in phospholipid systems, including phase-separated model membranes and supported lipid bilayers. In fluorescence microscopy and related imaging workflows, the probe's partitioning into specific membrane environments can be leveraged to visualize spatial heterogeneity associated with liquid-ordered versus liquid-disordered domains. This use is particularly common in formulation screening and membrane-material development, where researchers need a fast readout of how compositional changes influence domain formation and membrane organization.
3. Bilayer Viscosity Quantification
16:0-DPH PC is frequently applied to quantify relative changes in membrane viscosity or rotational freedom using fluorescence anisotropy and related polarization readouts. In instrumentation-driven assays, the probe's restricted motion within the lipid interior provides a measurable fluorescence response that correlates with how tightly lipids pack under different experimental conditions. This makes 16:0-DPH PC a practical choice for comparing membrane physical state across buffers, temperature ramps, or lipid mixtures during method development for membrane characterization.
4. Membrane Interaction Screening
16:0-DPH PC is used as a membrane-associated fluorescence reporter to evaluate how small molecules, surfactants, or formulation components perturb lipid bilayers. In chemical biology and biomaterials research, investigators add the probe-labeled membranes to candidate compounds and monitor fluorescence changes that reflect altered bilayer order and hydrophobic environment properties. This approach is commonly integrated into early-stage screening workflows because it provides a direct readout of membrane physical effects without requiring labeling of the test compound itself.
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