625-82-1Relevant articles and documents
Development of a new fluorescent probe: 1,3,5,7-tetramethyl-8-(4′-aminophenyl)-4,4-difluoro-4-bora-3a, 4a-diaza-s-indacence for the determination of trace nitrite
Li, Mengling,Wang, Hong,Zhang, Xian,Zhang, Hua-Shan
, p. 987 - 993 (2004)
A new fluorescent probe, 1,3,5,7-tetramethyl-8-(4′-aminophenyl)-4,4-difluoro-4-bora-3a, 4a-diaza-s-indacence (TMABODIPY) has been developed for the determination of trace nitrite in terms of the reaction of nitrite with TMABODIPY first in acidic solution and then in alkaline solution to form diazotate, a stable and highly fluorescent reagent. The method offered the advantage of specificity, sensitivity and simplicity. The linear calibration range for nitrite was 8-300nmoll-1s with a 3σ detection limit of 0.65nmoll -1. The proposed method has been applied to monitor the trace nitrite in drinking water and vegetable without extraction.
Novel indole-BODIPY photosensitizers based on iodine promoted intersystem crossing enhancement for lysosome-targeted imaging and photodynamic therapy
Liu, Miao,Qian, Ying,Wang, Chengjun
supporting information, p. 18082 - 18089 (2021/10/12)
In this work, we report the new lysosome-targeting indole-BODIPY derivatives BDP-Lys, IBDP-Lys, and I2BDP-Lys. BDP-Lys dye was designed for fluorescence imaging through introduction of an indole-containing morpholine moiety to a BODIPY core. Monoiodine and diiodine were incorporated into BDP-Lys dye to develop the photosensitizers IBDP-Lys and I2BDP-Lys. The maximum absorption (λabs) for IBDP-Lys and I2BDP-Lys displayed a redshift at approximately 11 nm and 27 nm, respectively, compared with the BDP-Lys dye (λabs= 504 nm). Similarly, the maximum emission also exhibited a redshift. The fluorescence quantum yield (ΦF) of IBDP-Lys (ΦF= 0.37%) and I2BDP-Lys (ΦF= 0.71%) was much lower than that of BDP-Lys dye (ΦF= 7.48%). The singlet oxygen quantum yields were measured as 43.10% for IBDP-Lys and 71.00% for I2BDP-Lys, which were higher than the iodine-free dye BDP-Lys. The theoretical calculation reasonably explains that iodine atoms promoted the intersystem crossing (ISC) process, and di-iodine further enhanced the ISC in indole-BODIPY dyes. Moreover, monoiodine photosensitizer IBDP-Lys was able to balance the generation of singlet oxygen and biocompatibility in cancer treatment. IBDP-Lys exhibited low dark toxicity (cell viability >90%), satisfactory biocompatibility, and precise lysosome targeting, with a Pearson coefficient of 0.93. The IBDP-Lys photosensitizer also was able to kill tumour cells. Considering the above results, the novel structure of indole-BODIPY photosensitizers could serve as a potential platform for lysosome-targeted imaging and photodynamic therapy.
A water-soluble BODIPY based ‘OFF/ON' fluorescent probe for the detection of Cd2+ ions with high selectivity and sensitivity
Maity, Apurba,Ghosh, Utsav,Giri, Dipanjan,Mukherjee, Devdeep,Maiti, Tapas Kumar,Patra, Sanjib K.
supporting information, p. 2108 - 2117 (2019/02/12)
A water-soluble dilithium salt BODIPY derivative (LiBDP) with appended dicarboxylate pseudo-crown ether [NO4] coordinating sites has been designed, synthesized and characterized successfully for the selective and sensitive recognition of Cd2+ in aqueous media. The chemosensor exhibits a remarkable increase in fluorescence intensity as well as a distinct color change upon the addition of Cd2+ over other environmentally and biologically relevant metal ions in H2O. The fluorometric response of LiBDP is attributed to the metal chelation-enhanced fluorescence (MCHEF) effect which has been confirmed by a strong association constant of 2.57 ± 1.06 × 105 M?1 and Job's plot, indicating 1?:?1 binding stoichiometry between LiBDP and Cd2+. Frontier molecular orbital analysis (obtained from DFT studies) also illustrates the turn-on fluorescence of the probe by blocking photoinduced electron transfer (PET) after coordination to Cd2+. The probe can detect Cd2+ in a competitive environment up to a submicromolar level in a biologically significant pH range. The sensor is proved to be reversible and reusable by the alternative addition of Cd2+ followed by S2?. The OFF/ON/OFF sensing behavior is utilized to construct an INHIBIT molecular logic gate based on the two inputs of Cd2+ and S2? and a fluorescence intensity at 512 nm as an output. The test paper experiment demonstrates the practical utility of LiBDP to monitor Cd2+ in an aqueous sample. Finally, the sensing probe was utilized to monitor Cd2+ in living cells.
