A Homobifunctional Rhodamine for Labeling Proteins with Defined Orientations of a Fluorophore
- 6 February 1998
- journal article
- Published by American Chemical Society (ACS) in Bioconjugate Chemistry
- Vol. 9 (2), 160-167
- https://doi.org/10.1021/bc970174e
Abstract
The synthesis and characterization of a bifunctional rhodamine dye bearing 2-(iodoacetamido)ethyl substituents on the 3‘- and 6‘-nitrogen atoms is described. Aspects of the conversion of chloroacetamides to iodoacetamides are discussed, including a remarkably mild dehalogenation of an aromatic haloacetamide in the presence of NaI and camphorsulfonic acid. The bifunctional rhodamine has been designed for two-site, 1:1 labeling of proteins that contain two suitably disposed cysteine residues and is intended to constrain the orientation of the rhodamine absorption and emission dipoles in a predictable relationship to the protein structure.Keywords
This publication has 12 references indexed in Scilit:
- Forty-First Annual Meeting March 2-6, 1997 Ernest N. Morial Convention Center New Orleans, Louisiana. Monday Symposia and Posters, Part IBiophysical Journal, 1997
- Fluorescence polarization of skeletal muscle fibers labeled with rhodamine isomers on the myosin heavy chainBiophysical Journal, 1996
- Design, synthesis, and properties of a photoactivatable membrane-spanning phospholipidic probeJournal of the American Chemical Society, 1993
- Slow rotational mobilities of antibodies and lipids associated with substrate-supported phospholipid monolayers as measured by polarized fluorescence photobleaching recoveryBiophysical Journal, 1990
- Bis(sulfo-n-succinimidyl) [15N,2H16]doxyl-2-spiro-4'-pimelate, a stable isotope-substituted, membrane-impermeant bifunctional spin label for studies of the dynamics of membrane proteins: application to the anion-exchange channel in intact human erythrocytesBiochemistry, 1988
- Dynamics and interactions of the anion channel in intact human erythrocytes: an electron paramagnetic resonance spectroscopic study employing a new membrane-impermeant bifunctional spin-labelBiochemistry, 1986
- Haloketone dehalogenation by iodide ionTetrahedron Letters, 1980
- Aggregation of equilibriums of xanthene dyesThe Journal of Physical Chemistry, 1972
- Stereospecific and stereoselective reactions. I. Preparation of amines from alcoholsJournal of the American Chemical Society, 1972
- Alkyl and Diethylaminoethyl Esters of N-Substituted Aminoacylaminobenzoic AcidsJournal of the American Chemical Society, 1957