Polina Smith - Sugars as water-solubilizing groups that preserve photophysical properties of 1,4-distyrylbenzene (DSB) chromophores in water.

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      Publication Details (including relevant citation   information):

      Smith, Polina B.; Ewy, Todd R.; Bartholomew, Glenn   P.    Department of Chemistry,  University of   Washington,  Seattle,  WA,  USA.      Abstracts of Papers, 238th ACS National Meeting, Washington, DC,   United States, August 16-20, 2009    (2009),     ORGN-090.


      The performance of the optimized two-photon absorption (TPA)   chromophores decreases significantly when switched from an org.   to an aq. environment due to the drop in quantum yield and TPA   cross section.  To gain insight into the reasons for this   drop, we have synthesized a series of DSB chromophores with   various water-solubilizing groups and studied the effect of these   groups on the chromophore's photophys. properties in different   solvents.  In DMSO, all the chromophores showed comparable   performance.  However, in water, chromophores derivatized   with sugars (mannose and lactose) performed better, giving a   higher quantum yield and larger TPA cross section compared to   chromophores derivatized with more conventional   water-solubilizing groups (PEO and an ionic group).  The   synthesis and photophys. properties of these chromophores along   with a discussion of the obsd. trend will be presented.

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