Preparation of the membrane-permeant biarsenicals FlAsH-EDT2 and ReAsH-EDT2 for fluorescent labeling of tetracysteine-tagged proteins.
The membrane-permeant fluorogenic biarsenicals FlAsH-EDT(2) and ReAsH-EDT(2) can be prepared in good yields by a straightforward two-step procedure from the inexpensive precursor dyes fluorescein and resorufin, respectively. Handling of toxic reagents such as arsenic trichloride is minimized so the synthesis can be carried out in a typical chemistry laboratory, usually taking about 2-3 d. A wide range of other biarsenical reagents and intermediates that also bind to tetracysteine-tagged (CysCysProGlyCysCys) proteins can be prepared similarly using this general procedure.
Adams
Stephen R
SR
Department of Pharmacology, University of California, San Diego, La Jolla, California 92093-0647, USA. sadams@ucsd.edu
Tsien
Roger Y
RY
D001152:Arsenicals / Q000138:chemical synthesis* / Q000737:chemistry; D019793:Fluorescein; D005452:Fluoresceins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D013194:Staining and Labeling / Q000379:methods*
C113276:4',5'-bis(1,3,2-dithioarsolan-2-yl)fluorescein; D001152:Arsenicals; D005452:Fluoresceins; D009942:Organometallic Compounds; D010078:Oxazines; C454115:ReAsH-EDT2 compound; C014180:resorufin; D019793:Fluorescein
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