193946-65-5Relevant academic research and scientific papers
Thiophene bridged hydrocyanine-a new fluorogenic ROS probe
Maity, Santanu,Das, Subhamoy,Sadlowski, Corinne M.,Zhang, Jingtuo,Vegesna, Giri K.,Murthy, Niren
, p. 10184 - 10187 (2017)
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.
Synthesis method of Cy series fluorescein and application in DNA sequencing
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Paragraph 0078-0080; 0081-0082, (2019/02/21)
The invention discloses a synthesis method of Cy series fluorescein and application in DNA sequencing. The method comprises: step A, enabling a reactant A (the formula is shown in the specification) to be refluxed with a reactant YCH2(CH2)4COOH or YR to obtain reaction intermediates B (the formula is shown in the specification) and C (the formula is shown in the specification); step B, enabling B(the formula is shown in the specification) obtained in the step A to react with D (the formula is shown in the specification) to obtain E (the formula is shown in the specification), then directly adding C (the formula is shown in the specification) to obtain a target product by a one-pot method; in each structural formula, Y is Cl, Br, I; R is Me, ethyl, propyl; X is O, CH (CH3)2; R1 to R4 are optionally H or SO3, or R1, R2 and a benzene ring jointly form a naphthalene ring and a derivative, or R3, R4 and a benzene ring jointly form a naphthalene ring and a derivative; n is 1, 3, 5. The method obtains the desired asymmetric structure fluorescein by the one-pot method, which has good reaction selectivity and is easy to separate and purify, in addition, required experimental conditionsare simple. The synthesis process is a conventional chemical reaction, and can be used for large-scale popularization.
A significant improvement of the efficacy of radical oxidant probes by the kinetic isotope effect
Kundu, Kousik,Knight, Sarah F.,Lee, Seungjun,Taylor, W. Robert,Murthy, Niren
supporting information; experimental part, p. 6134 - 6138 (2010/12/20)
A breath of fresh air: The rate of aerial oxidation of dihydroethidium and hydrocyanine radical oxidant probes can be selectively reduced by deuteration (see picture). The reaction rate between the deuterated compounds and the superoxide radical was reduced by a much smaller factor because of mechanistic differences between the two reactions.
Hydrocyanines: A class of fluorescent sensors that can image reactive oxygen species in cell culture, tissue, and in vivo
Kundu, Kousik,Knight, Sarah F.,Willett, Nick,Lee, Sungmun,Taylor, W. Robert,Murthy, Niren
scheme or table, p. 299 - 303 (2009/04/14)
Accurate and tunable: The title compounds can detect reactive oxygen species (ROS) in cell culture, tissue explants, and for the first time in vivo. The hydrocyanines are synthesized by reduction of the cyanine dyes with NaBH4. They can accurat
