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Molbank 2017, 2017(1), M932;


Moscow Institute of Physics and Technology, 9 Institutskiy per., Dolgoprudny 141701, Moscow Region, Russian Federation
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow 117997, Russia
Author to whom correspondence should be addressed.
Academic Editor: Norbert Haider
Received: 13 January 2017 / Revised: 7 February 2017 / Accepted: 10 February 2017 / Published: 22 February 2017
(This article belongs to the Section Organic Synthesis)
Full-Text   |   PDF [1248 KB, uploaded 22 February 2017]


Title compound was designed to be a black quencher of pyrene fluorescence. It was made amphiphilic to serve as a membrane-bound probe. The synthesis is a two-step procedure. The first step is a Mitsunobu reaction of [{(phenyldiazenyl)phenyl}diazenyl]phenol with 1,2-O-isopropylideneglycerol. The second step is the cleavage of the isopropylidene protecting group. The title compound has the extinction coefficient 59,000 at λmax = 380 nm. The Forster distance between the title compound and the pyrene was found to be 37.8 Å. View Full-Text
Keywords: membrane probes; black quencher of fluorescence; pyrene membrane probes; black quencher of fluorescence; pyrene
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Chupin, V.V.; Boldyrev, I.A. 3-{4-[(E)-{4-[(E)-Phenyldiazenyl]phenyl}diazenyl]phenoxy}propane-1,2-diol. Molbank 2017, 2017, M932.

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