Thiophene bridged hydrocyanine – a new fluorogenic ROS probe. Issue 73 (30th August 2017)

• Record Type: Journal Article
• Authors: Maity, Santanu; Das, Subhamoy; Sadlowski, Corinne M.; Zhang, Jingtuo; Vegesna, Giri K.; Murthy, Niren
• Is Part Of: Chemical communications. Volume 53:Issue 73(2017)
• Page Start: 10184
• Page End: 10187
• Publication Date: 2017-08-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc04847e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : In this report, we present a new hydrocyanine analog, termed as thiophene-bridged hydrocyanine (TBHC), which has its double bonds replaced with a bisthiophene, is 8.06-fold more stable to auto-oxidation than hydro-Cy5 and significantly better in cell culture. Abstract : Hydrocyanines are a class of commonly used reactive oxygen species (ROS) fluorescent imaging probes, which can image ROS in cell culture, organ culture, and in vivo . However, despite their widespread use, hydrocyanines have several drawbacks that limit their effectiveness, such as a high rate of auto-oxidation, a small Stokes shift, and poor water solubility. In addition, the hydrocyanines oxidize into cyanine dyes, which themselves decompose in the presence of ROS, and this further lowers their sensitivity towards detecting ROS. In this report, we present a new hydrocyanine analog, termed as thiophene-bridged hydrocyanine (TBHC), which has its double bonds replaced with a bisthiophene. TBHC is 8.06-fold more stable to auto-oxidation than the hydrocyanine hydro-Cy5 and is significantly better at imaging ROS in cell culture.