SYNTHESIS AND STUDY OF SPECTRAL PROPERTIES OF AMINO ACIDS – BODIPY CONJUGATES

Тип документаJournal Article
Дата публикации2020-04-13
Название журналаIzvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya
ИздательIvanovo State University of Chemistry and Technology
Квартиль по SCImagoQ3
Квартиль по Web of Science
Импакт-фактор 2021
ISSN05792991, 25003070
General Chemistry
General Chemical Engineering
Краткое описание

The present work describes direct one-pot synthesis of the two novel amino acids – boron-dipyrromethene (BODIPY) conjugates with histidine and tyrosine residues bound to fluorophore via amino group. The synthesized compounds were fully characterized by means of 1H and 11B nuclear magnetic resonance spectroscopy, infrared spectroscopy, time-of-flight mass spectrometry with matrix-activated laser desorption / ionization. All the data are in accordance with the proposed structures. The amino acids – BODIPY conjugates under study were investigated by means of absorbance and fluorescence spectroscopy. Absorption and emission spectra of the compounds in dimethyl sulfoxide (DMSO) – buffer solution (BS) mixture (1:1) were obtained. Moreover, a number of photophysical characteristics of the conjugates, namely: relative fluorescence quantum yield, molar extinction coefficient, relative fluorescence lifetime, radiative and non-radiative rate constants were calulated. 3D fluorescence spectra of the compounds in DMSO – BS mixture (1:1) were obtained. Absorption and emission titration of the compounds was carried out. The results of the titration allowed us to confirm additionally a stoichiometric composition of the conjugates. Quantum chemical analysis of structural and spectral properties of the compounds in a ground state was carried out. The results of quantum chemical calculations gave an insight to a nature of the BODIPY – amino acid interactions in the conjugates. Besides, the synthesized amino acids – BODIPY conjugates are found to be highly soluble in polar solvents. Thus, a range of unique properties of the objects of the present research enables us to use them for visualization of bioactive macromolecules as well as biochemical processes in living cells.

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1. Ksenofontova K. V. N. и др. SYNTHESIS AND STUDY OF SPECTRAL PROPERTIES OF AMINO ACIDS – BODIPY CONJUGATES // IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA. 2020. Т. 63. № 5. С. 4–11.
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TY - JOUR

DO - 10.6060/ivkkt.20206305.6101

UR - http://dx.doi.org/10.6060/ivkkt.20206305.6101

TI - SYNTHESIS AND STUDY OF SPECTRAL PROPERTIES OF AMINO ACIDS – BODIPY CONJUGATES

T2 - IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA

AU - Ksenofontova, Ksenia V. N.

AU - Ksenofontov, Alexander A.

AU - Khodov, Ilya A.

AU - Rumyantsev, Evgeniy V. N.

PY - 2020

DA - 2020/04/13

PB - Ivanovo State University of Chemistry and Technology

SP - 4-11

IS - 5

VL - 63

SN - 2500-3070

SN - 0579-2991

ER -

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@article{Ksenofontova_2020,

doi = {10.6060/ivkkt.20206305.6101},

url = {https://doi.org/10.6060%2Fivkkt.20206305.6101},

year = 2020,

month = {apr},

publisher = {Ivanovo State University of Chemistry and Technology},

volume = {63},

number = {5},

pages = {4--11},

author = {Ksenia V. N. Ksenofontova and Alexander A. Ksenofontov and Ilya A. Khodov and Evgeniy V. N. Rumyantsev},

title = {{SYNTHESIS} {AND} {STUDY} {OF} {SPECTRAL} {PROPERTIES} {OF} {AMINO} {ACIDS} {\textendash} {BODIPY} {CONJUGATES}},

journal = {{IZVESTIYA} {VYSSHIKH} {UCHEBNYKH} {ZAVEDENII} {KHIMIYA} {KHIMICHESKAYA} {TEKHNOLOGIYA}}

}

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Ksenofontova, Ksenia V. N., et al. “SYNTHESIS AND STUDY OF SPECTRAL PROPERTIES OF AMINO ACIDS – BODIPY CONJUGATES.” IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA, vol. 63, no. 5, Apr. 2020, pp. 4–11. Crossref, https://doi.org/10.6060/ivkkt.20206305.6101.
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