Diphenylhexatriene is a fluorescent hydrocarbon used in the study of cell membranes. It is almost non-fluorescent in water, but it exhibits strong fluorescence when it is intercalated into lipid membranes. It incorporates itself into the lipid bilayer and acts like a lipid. [3][4]
Names | |
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Preferred IUPAC name
1,1′-[(1E,3E,5E)-Hexa-1,3,5-triene-1,6-diyl]dibenzene | |
Other names
(1E,3E,5E)-1,6-Diphenylhexa-1,3,5-triene
[(1E,3E,5E)-6-Phenylhexa-1,3,5-trien-1-yl]benzene trans,trans,trans-1,6-Diphenylhexatriene Dicinnamyl | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ECHA InfoCard | 100.015.465 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C18H16 | |
Molar mass | 232.326 g·mol−1 |
Melting point | 199 to 203 °C (390 to 397 °F; 472 to 476 K) |
-146.9·10−6 cm3/mol | |
Hazards | |
GHS labelling:[2] | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ 1,6-Diphenyl-1,3,5-hexatriene at Sigma-Aldrich
- ^ "1,6-Diphenyl-1,3,5-hexatriene". pubchem.ncbi.nlm.nih.gov. Retrieved 13 December 2021.
- ^ trans-trans-trans-1,6-Diphenyl-1,3,5-hexatriene Archived 2012-02-24 at the Wayback Machine, Molecule of the Week, American Chemical Society, December 8, 2008
- ^ Litman, B; Barenholz, Y (1982). "[91] Fluorescent probe: Diphenylhexatriene". Biomembranes - Part H: Visual Pigments and Purple Membranes - I. Methods in Enzymology. Vol. 81. pp. 678–85. doi:10.1016/S0076-6879(82)81093-8. ISBN 978-0-12-181981-1. PMID 7098908.
External links
edit- 1,6-Diphenylhexatriene, Oregon Medical Laser Center