Near-infrared fluorescent dyes with large Stokes shifts: light generation in BODIPYs undergoing excited state intramolecular proton transfer.
نویسندگان
چکیده
Novel BODIPYs undergoing excited state intramolecular proton transfer are reported. The molecules afford NIR emission with a large Stokes shift and possess a free hydroxyl unit that is easy to functionalize, allowing the dyes to be exploited as a valuable scaffold in probe design.
منابع مشابه
Zn2+-triggered excited-state intramolecular proton transfer: a sensitive probe with near-infrared emission from bis(benzoxazole) derivative.
Near-infrared (NIR) emission can offer distinct advantages for biological applications. A fluorescent sensor, Zinhbo-1, based on bis(benzoxazole) ligand with 2,2'-dipicolylamine (DPA) as receptor, was synthesized. In aqueous solution, Zinhbo-1 demonstrates high sensitivity and selectivity for sensing Zn(2+) with about 10-fold enhancement and nanomolar sensitivity (K(d) = 0.29 nM). Moreover, sen...
متن کاملNovel Near-Infrared Cyanine Dyes for Fluorescence Imaging in Biological Systems
Heptamethine cyanine dyes are attractive compounds for imaging purposes in biomedical applications because of their chemical and photophysical properties exhibited in the nearinfrared region. A series of meso amino-substituted heptamethine cyanine dyes with indolenine, benz[e]indolenine and benz[c,d]indolenine heterocyclic moieties were synthesized and their spectral properties including fluore...
متن کاملDipolar 3-methoxychromones as bright and highly solvatochromic fluorescent dyes.
Herein, three environment-sensitive (solvatochromic) fluorescent dyes presenting a strong electron acceptor 3-methoxychromone unit and varied electron donor 2-aryl were developed. All three dyes showed remarkable polarity-dependent shifts of the emission maximum, which increase with extension of the dye conjugation. For the 3-methoxychromone bearing a 7-(diethylamino)-9,9-dimethylfluoren-2-yl d...
متن کاملZinc binding-induced near-IR emission from excited-state intramolecular proton transfer of a bis(benzoxazole) derivative.
A bis(benzoxazole) derivative with metal-chelating ligand (DPA), Zinhbo-1, exhibits a large fluorescence turn-on effect (up to 10-fold) upon zinc-binding. The metal chelation enables excited state intramolecular proton transfer (ESIPT), giving an additional emission band in the near-IR region (approximately 710 nm) with a large Stokes shift (ca. 230 nm).
متن کاملStrategic emission color tuning of highly fluorescent imidazole-based excited-state intramolecular proton transfer molecules.
Highly fluorescent molecules harnessing the excited state intramolecular proton transfer (ESIPT) process are promising for a new generation of displays and light sources because they can offer very unique and novel optoelectronic properties which are different from those of conventional fluorescent dyes. To realize innovative ESIPT devices comprising full emission colors over the whole visible ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 15 19 شماره
صفحات -
تاریخ انتشار 2017