SCHEDULED MAINTENANCE
Synthesis of functionalised fluorescent dyes and their coupling to amines and amino acids
Abstract
A series of novel functionalised benzophenoxazinones,
analogues of Nile Red, is prepared and their fluorescence
properties evaluated. The ring system is prepared by reaction of
5-diethylamino-2-nitrosophenol with 1,6-dihydroxynaphthalene
followed by alkylation of the 2-hydroxy group with
6-bromohexanoic acid derivatives. Subsequent ester cleavage under
a variety of conditions gives the acid 6. Replacement of the
9-diethylamino group with the
N-ethyl-(3-sulfonylpropyl)amino group is carried out to
increase water solubility and the resulting dye 14 has similar
fluorescence properties. The acid 6 is coupled to a range of
amino compounds.
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