Protein modification by thiolactone homocysteine chemistry: a multifunctionalized human serum albumin theranostic

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dc.contributor.authorPopova, Tatyana, V
dc.contributor.authorKrumkacheva, Olesya A.
dc.contributor.authorBurmakova, Anna S.
dc.contributor.authorSpitsyna, Anna S.
dc.contributor.authorZakharova, Olga D.
dc.contributor.authorLisitskiy, Vladimir A.
dc.contributor.authorKirilyuk, Igor A.
dc.contributor.authorSilnikov, Vladimir N.
dc.contributor.authorBowman, Michael K.
dc.contributor.authorBagryanskaya, Elena G.
dc.contributor.authorGodovikova, Tatyana S.
dc.contributor.otherInstitute of Chemical Biology & Fundamental Medicine, Siberian Branch of the RAS
dc.contributor.otherRussian Academy of Sciences
dc.contributor.otherNovosibirsk State University
dc.contributor.otherInternational Tomography Center, Siberian Branch of Russian Academy of Sciences
dc.contributor.otherVorozhtsov Novosibirsk Institute of Organic Chemistry
dc.contributor.otherUniversity of Alabama Tuscaloosa
dc.date.accessioned2023-09-28T19:13:29Z
dc.date.available2023-09-28T19:13:29Z
dc.date.issued2020
dc.description.abstractAs the most abundant protein with a variety of physiological functions, albumin has been used extensively for the delivery of therapeutic molecules. Thiolactone chemistry provides a powerful tool to prepare spin-labeled albumin-based multimodal imaging probes and therapeutic agents. We report the synthesis of a tamoxifen homocysteine thiolactone derivative and its use in thiol-'click' chemistry to prepare multi-functionalized serum albumin. The released sulfhydryl group of the homocysteine functional handle was labeled with a nitroxide reagent to prepare a spin-labeled albumin-tamoxifen conjugate confirmed by MALDI-TOF-MS, EPR spectroscopy, UV-vis and fluorescent emission spectra. This is the basis for a novel multimodal tamoxifen-albumin theranostic with a significant (dose-dependent) inhibitory effect on the proliferation of malignant cells. The response of human glioblastoma multiforme T98G cells and breast cancer MCF-7 cells to tamoxifen and its albumin conjugates was different in tumor cells with different expression level of ER alpha in our experiments. These results provide further impetus to develop a serum protein for delivery of tamoxifen to cancer cells.en_US
dc.format.mediumelectronic
dc.format.mimetypeapplication/pdf
dc.identifier.citationPopova, T. V., Krumkacheva, O. A., Burmakova, A. S., Spitsyna, A. S., Zakharova, O. D., Lisitskiy, V. A., Kirilyuk, I. A., Silnikov, V. N., Bowman, M. K., Bagryanskaya, E. G., & Godovikova, T. S. (2020). Protein modification by thiolactone homocysteine chemistry: a multifunctionalized human serum albumin theranostic. In RSC Medicinal Chemistry (Vol. 11, Issue 11, pp. 1314–1325). Royal Society of Chemistry (RSC). https://doi.org/10.1039/c9md00516a
dc.identifier.doi10.1039/c9md00516a
dc.identifier.orcidhttps://orcid.org/0000-0002-7100-8953
dc.identifier.orcidhttps://orcid.org/0000-0002-0777-5103
dc.identifier.orcidhttps://orcid.org/0000-0002-2054-561X
dc.identifier.orcidhttps://orcid.org/0000-0003-0057-383X
dc.identifier.urihttps://ir.ua.edu/handle/123456789/11063
dc.languageEnglish
dc.language.isoen_US
dc.publisherRoyal Society of Chemistry
dc.subjectIN-VIVO
dc.subjectFC-RECEPTOR
dc.subjectSPIN-LABEL
dc.subjectHALF-LIFE
dc.subjectCONFORMATIONAL-CHANGES
dc.subjectFUNCTIONAL IMPAIRMENT
dc.subjectVERSATILE PLATFORM
dc.subjectCLICK CHEMISTRY
dc.subjectDRUG-DELIVERY
dc.subjectTAMOXIFEN
dc.subjectBiochemistry & Molecular Biology
dc.subjectChemistry, Medicinal
dc.titleProtein modification by thiolactone homocysteine chemistry: a multifunctionalized human serum albumin theranosticen_US
dc.typeArticle
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