The influence of alkylation on the photophysical properties of BODIPYs and their labeling in blood plasma proteins

Antina, L. A.; Ksenofontov, Alexander A.; Kalyagin, Alexander A.; Bocharov, Pavel S.; Kharitonova, Nadezhda V.; Kazak, A. V.; Антина, Е. В.; Березин, М. Б.

doi:10.1016/j.molliq.2020.112717

Cited by 19 publications

(10 citation statements)

References 105 publications

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“…In this article, we overcame the limitations of this model to predict the band maximum positions of BODIPYs absorption by including nearly new 9000 measurements. We also verified the prediction ability of this model on an external dataset of 26 BODIPYs synthesized and characterized by our scientific team [12][13][14] including three new BODIPYs.…”

Section: Introductionmentioning

confidence: 61%

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Deep neural network model for highly accurate prediction of BODIPYs absorption

Ksenofontov

Lukanov

Bocharov

et al. 2022

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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A possibility to accurately predict the absorption maximum wavelength of BODIPYs was investigated. We found that previously reported models had a low accuracy (40-57 nm) to predict BODIPYs due to the limited dataset sizes and/or number of BODIPYs (few hundreds). New models developed in this study were based on data of 6000-plus fluorescent dyes (including 4000-plus BODIPYs) and the deep neural network architecture. The high prediction accuracy (five-fold cross-validation room mean squared error (RMSE) of 18.4 nm) was obtained using a consensus model, which was more accurate than individual models. This model provided the excellent accuracy (RMSE of 8 nm) for molecules previously synthesized in our laboratory as well as for prospective validation of three new BODIPYs. We found that solvent properties did not significantly influence the model accuracy since only few BODIPYs exhibited solvatochromism. The analysis of large prediction errors suggested that compounds able to have intermolecular interactions with solvent or salts were likely to be incorrectly predicted. The consensus model is freely available at https://ochem.eu/article/134921 and can help the other researchers to accelerate design of new dyes with desired properties.

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Section: Introductionmentioning

confidence: 61%

“…Additional testing of the models was done with the spectral data for BODIPYs previously synthesized in our laboratory [12][13][14]. These data consisted of 173 absorption measurements at 19 solvents for 23 BODIPYs (TS2 set) and did not have any molecules in common with the training sets.…”

Section: Datasetsmentioning

confidence: 99%

Deep neural network model for highly accurate prediction of BODIPYs absorption

Ksenofontov

Lukanov

Bocharov

et al. 2022

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…The emission spectra of BODIPY II–V in a wide range of solvents, including chloroform, were presented in our previous studies. 45–47 It is only worth noting here that the emission spectra of BODIPY II–V have one intense band with a maximum in the range of 2.22–2.35 eV, due to the S 1 → S 0 electronic transition.…”

Section: Resultsmentioning

confidence: 85%

XPS and quantum chemical analysis of 4Me-BODIPY derivatives

Tikhonov

Sidorin

Ksenofontov

et al. 2023

Phys. Chem. Chem. Phys.

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“…Применяя ленгмюровские методы, регулируя легко изменяемые факторы во время образования монослоя (например, начальную степень покрытия поверхности или скорость сжатия), можно добиться существенного различия в его конечных параметрах [29][30][31][32]. После формирования полученные монослои можно легко перенести на твердую подложку, выдержав необходимую толщину результирующей пленки количеством циклов переноса [33][34][35][36][37].…”

Section: Introductionunclassified

Self-Organization of A2B Type Boron Subphthalocyanine in Floating Layers and Langmuir-Schaefer Films

Kazak¹,

Dubinina²,

Чаусов³

et al. 2021

Liq. Cryst. and their Appl.

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Получены плавающие слои и пленки Ленгмюра-Шеффера субфталоцианина бора A 2 B типа. Построены модели face-on и edge-on монослоевых упаковок исследуемого соединения на поверхности раздела фаз воздух/вода и рассчитаны геометрические характеристики данных упаковок. Установлено, что площадь, приходящаяся на одну молекулу в плотнейшем face-on монослое, равна 1,99 нм 2 (А мол = 1,99 нм 2 ), edge-on монослое -1,02 нм 2 (А мол = 1,02 нм 2 ). Изучены спектральные характеристики исследуемого соединения в хлороформе и в пленках Ленгмюра-Шеффера. В спектре пленки Ленгмюра-Шеффера по сравнению со спектром раствора в хлороформе полосы поглощения смещены в длинноволновую область и незначительно уширены. Данные изменения спектров пленок Ленгмюра-Шеффера мы объясняем наличием межмолекулярных π-π взаимодействий push-pull молекул субфталоцианина в этих пленках и хаотическим расположением агрегатов в них. Методом атомно-силовой микроскопии установлена толщина перенесенной пленки (d = 0,7 нм).Ключевые слова: субфталоцианин, модель надмолекулярной упаковки, плавающие слои, пленки Ленгмюра-Шеффера, атомно-силовая микроскопия, оптические свойства.

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The influence of alkylation on the photophysical properties of BODIPYs and their labeling in blood plasma proteins

Cited by 19 publications

References 105 publications

Deep neural network model for highly accurate prediction of BODIPYs absorption

Deep neural network model for highly accurate prediction of BODIPYs absorption

XPS and quantum chemical analysis of 4Me-BODIPY derivatives

Self-Organization of A2B Type Boron Subphthalocyanine in Floating Layers and Langmuir-Schaefer Films

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