
1,6-Diphenyl-1,3,5-hexatriene | CAS 1720-32-7
| Catalog Number | A16-0086 |
| Category | Cell membrane Fluorescent Probes |
| Molecular Formula | C18H16 |
| Molecular Weight | 232.32 |
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Product Introduction
Classic hydrophobic fluorescent probe for membrane fluidity and phase transition studies. Emits bright blue fluorescence ideal for lipid bilayer research.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | [(1E,3E,5E)-6-phenylhexa-1,3,5-trienyl]benzene |
| IUPAC Name | [(1E,3E,5E)-6-phenylhexa-1,3,5-trienyl]benzene |
| SMILES | C1=CC=C(C=C1)C=CC=CC=CC2=CC=CC=C2 |
| InChI | InChI=1S/C18H16/c1(5-11-17-13-7-3-8-14-17)2-6-12-18-15-9-4-10-16-18/h1-16H/b2-1+,11-5+,12-6+ |
| InChIKey | BOBLSBAZCVBABY-WPWUJOAOSA-N |
| Density | 1.028 g/cm3 |
| Appearance | Solid powder |
| Boiling Point | 407.2 °C at 760 mmHg |
| LogP | 4.96940 |
Product Specification
| Signal | Warning |
| GHSHazardStatements | H315 (99.22%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (99.22%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
1,6-Diphenyl-1,3,5-hexatriene is a conjugated, hydrophobic fluorescent dye used as a membrane-partitioning probe in fluorescence-based studies of microviscosity and local polarity. Its strong fluorescence response in different environments makes it a common tool for characterizing how lipid packing and solvent dynamics influence dye emission in model membranes and biomaterial interfaces.
1. Membrane Viscosity Sensing
1,6-Diphenyl-1,3,5-hexatriene is frequently incorporated into lipid bilayers to report changes in microviscosity through environment-dependent fluorescence behavior. Researchers use it in membrane biophysics workflows to compare lipid compositions, assess phase behavior, and monitor how additives or surface-active components alter local rotational freedom near the dye.
2. Lipid Packing Studies
1,6-Diphenyl-1,3,5-hexatriene supports fluorescence readouts that correlate with how tightly lipids are packed, enabling comparative studies across membrane formulations. Biophysics and materials laboratories apply it to investigate ordering effects in liposomes, supported lipid bilayers, and other membrane-mimetic systems where dye partitioning provides a localized optical handle on structural organization.
3. Biomaterial Interface Characterization
1,6-Diphenyl-1,3,5-hexatriene is used to probe interfacial microenvironments when biomaterials are engineered to interact with lipid layers or hydrophobic domains. In surface science and biomaterials research, the dye helps visualize and quantify how coatings, hydrogels, or polymer-lipid assemblies influence the local solvent dynamics that govern fluorescence emission from the interfacial region.
4. Fluorescence Imaging Assays
1,6-Diphenyl-1,3,5-hexatriene is applied in fluorescence microscopy and spectroscopy experiments where a membrane-associated reporter is needed to map relative environmental changes across samples. Imaging teams use it to generate spatially resolved contrast in membrane-containing preparations, supporting experimental comparisons of formulation-dependent microenvironment effects under controlled illumination and optical geometry.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 4 |
| Exact Mass | 232.125200510 g/mol |
| Monoisotopic Mass | 232.125200510 g/mol |
| Topological Polar Surface Area | 0Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 253 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 3 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2022155496-A | Up-conversion fluorophore, fluorescent probe, β-amyloid imaging agent | 2021-03-30 |
| WO-2022207736-A1 | Formulation for messenger rna delivery | 2021-03-30 |
| US-2022315614-A1 | Reducing agents and uses thereof | 2021-03-19 |
| CN-112251222-B | Lipid drop induction and imaging reagent and preparation method and application thereof | 2020-10-29 |
| US-11174281-B1 | Modified nucleotides and uses thereof | 2020-04-24 |
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