Synthesis of Substituted Cy5 Phosphoramidite Derivatives and Their Incorporation into Oligonucleotides Using Automated DNA Synthesis

Autor: Adam Meares, Kimihiro Susumu, Divita Mathur, Sang Ho Lee, Olga A. Mass, Jeunghoon Lee, Ryan D. Pensack, Bernard Yurke, William B. Knowlton, Joseph S. Melinger, Igor L. Medintz
Rok vydání: 2022
Předmět:
Zdroj: ACS Omega. 7:11002-11016
ISSN: 2470-1343
DOI: 10.1021/acsomega.1c06921
Popis: Cyanine dyes represent a family of organic fluorophores with widespread utility in biological-based applications ranging from real-time PCR probes to protein labeling. One burgeoning use currently being explored with indodicarbocyanine (Cy5) in particular is that of accessing exciton delocalization in designer DNA dye aggregate structures for potential development of light-harvesting devices and room-temperature quantum computers. Tuning the hydrophilicity/hydrophobicity of Cy5 dyes in such DNA structures should influence the strength of their excitonic coupling; however, the requisite commercial Cy5 derivatives available for direct incorporation into DNA are nonexistent. Here, we prepare a series of Cy5 derivatives that possess different 5,5'-substituents and detail their incorporation into a set of DNA sequences. In addition to varying dye hydrophobicity/hydrophilicity, the 5,5'-substituents, including hexyloxy, triethyleneglycol monomethyl ether
Databáze: OpenAIRE