Synthesis and properties of sulfhydryl-reactive near-infrared cyanine fluorochromes for fluorescence imaging.
Near-infrared fluorochromes (NIRF) are useful compounds for diverse biotechnology applications and for in vivo biomedical imaging. Such NIRF must have high quantum yield, be biocompatible, and be conjugatable to a wide variety of proteins, peptides, and other affinity ligands. Here, we describe the synthesis of four new nonsymmetrical sulfhydryl-reactive cyanine NIRF with excellent optical and chemical properties. Each fluorochrome was designed to contain an iodoacetamido group that reacts specifically with sulfhydryl-containing molecules. The synthesized fluorochromes were used to label model peptides and sulfhydryl-containing biomolecules.
Lin
Yuhui
Y
Harvard Medical School, MA, USA.
Weissleder
Ralph
R
Tung
Ching-Hsuan
CH
D002232:Carbocyanines / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D005456:Fluorescent Dyes / Q000737:chemistry*; D007460:Iodoacetamide / Q000737:chemistry; D008024:Ligands; D008856:Microscopy, Fluorescence / Q000295:instrumentation / Q000379:methods*; D008956:Models, Chemical; D010455:Peptides / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013439:Sulfhydryl Reagents / Q000737:chemistry*
D002232:Carbocyanines; D005456:Fluorescent Dyes; D008024:Ligands; D010455:Peptides; D013438:Sulfhydryl Compounds; D013439:Sulfhydryl Reagents; D007460:Iodoacetamide