Benzophenoxazine-based fluorescent dyes for labeling biomolecules Academic Article

abstract

• Some desirable attributes of Medola's Blue 1, Nile Red 2, and Nile Blue 3, contained as fluorescent probes, are analyzed. Phenoxazines without strongly electron withdrawing or donating substituents have unexceptional absorbance characteristics. Meloda's Blue has one dimethylamino substituent and the heterocyclic core is oxidized. Nile Red has a neutral oxidized phenoxazine system such as phenoxazinone. The 9-diethylamino substituent is able to donate electron density into the carbonyl group across the ring. The water-solubility of Nile-Red is extremely poor, but in other solvents its fluorescence maxima and intensity are good indicators of the dye's environment-polarity. The first synthesis of Nile red was a condensation reaction of a nitrosophenol. The original consequence of the difference in charges for Nile Red 2 and Blue 3 is that water-solubility of Nile Blue is significantly better.

authors

• Burgess, Kevin

published proceedings

• TETRAHEDRON

altmetric score

• 6

author list (cited authors)

• Jose, J., & Burgess, K.

citation count

• 177

complete list of authors

• Jose, Jiney||Burgess, Kevin

publication date

• November 2006

publisher

• Elsevier  Publisher

published in

• Tetrahedron: the international journal for the rapid publication of full original research papers and critical reviews in organic chemistr  Journal

Digital Object Identifier (DOI)

• 10.1016/j.tet.2006.08.056

start page

• 11021

end page

• 11037

volume

• 62

issue

• 48

URL

• http://dx.doi.org/10.1016/j.tet.2006.08.056