Protein modification by thiolactone homocysteine chemistry: a multifunctionalized human serum albumin theranostic
作者： Tatyana V. Popova , Olesya A. Krumkacheva , Anna S. Burmakova , Anna S. Spitsyna , Olga D. Zakharova
DOI: 10.1039/C9MD00516A
关键词:
摘要: As the most abundant protein with a variety of physiological functions, albumin has been used extensively for delivery therapeutic molecules. Thiolactone chemistry provides powerful tool to prepare spin-labeled albumin-based multimodal imaging probes and agents. We report synthesis tamoxifen homocysteine thiolactone derivative its use in thiol-‘click’ multi-functionalized serum albumin. The released sulfhydryl group functional handle was labeled nitroxide reagent albumin–tamoxifen conjugate confirmed by MALDI-TOF-MS, EPR spectroscopy, UV-vis fluorescent emission spectra. This is basis novel tamoxifen–albumin theranostic significant (dose-dependent) inhibitory effect on proliferation malignant cells. response human glioblastoma multiforme T98G cells breast cancer MCF-7 conjugates different tumor expression level ERα our experiments. These results provide further impetus develop
rsc.org
nsu.ru
sci-hub.se 参考文章(88)
Pieter Espeel, Filip E. Du Prez, One-Pot Double Modification of Polymers Based on Thiolactone Chemistry Advances in Polymer Science. ,vol. 269, pp. 105- 131 ,(2014) , 10.1007/12_2014_304
Harold M Swartz, Benjamin B Williams, Bassem I Zaki, Alan C Hartford, Lesley A Jarvis, Eunice Y Chen, Richard J Comi, Marc S Ernstoff, Huagang Hou, Nadeem Khan, Steven G Swarts, Ann B Flood, Periannan Kuppusamy, None, Clinical EPR: unique opportunities and some challenges. Academic Radiology. ,vol. 21, pp. 197- 206 ,(2014) , 10.1016/J.ACRA.2013.10.011
Karl Oettl, Gunther Marsche, Redox state of human serum albumin in terms of cysteine-34 in health and disease. Methods in Enzymology. ,vol. 474, pp. 181- 195 ,(2010) , 10.1016/S0076-6879(10)74011-8
J Janatova, J K Fuller, M J Hunter, The heterogeneity of bovine albumin with respect to sulfhydryl and dimer content Journal of Biological Chemistry. ,vol. 243, pp. 3612- 3622 ,(1968) , 10.1016/S0021-9258(19)34184-5
Alexey S. Chubarov, Olga D. Zakharova, Olga A. Koval, Alexander V. Romaschenko, Andrey E. Akulov, Evgenii L. Zavjalov, Ivan A. Razumov, Igor V. Koptyug, Dmitry G. Knorre, Tatyana S. Godovikova, Design of protein homocystamides with enhanced tumor uptake properties for (19)F magnetic resonance imaging. Bioorganic & Medicinal Chemistry. ,vol. 23, pp. 6943- 6954 ,(2015) , 10.1016/J.BMC.2015.09.043
Nicholas J. Agard, Jennifer A. Prescher, Carolyn R. Bertozzi, A Strain-Promoted [3 + 2] Azide−Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems Journal of the American Chemical Society. ,vol. 126, pp. 15046- 15047 ,(2004) , 10.1021/JA044996F
Francesco A. Pisanti, Sonia Frascatore, Emilia Vuttariello, Alessandra Grillo, Influence of acetyl homocysteine thiolactone on erythrocyte superoxide dismutase activity. Biochemical Medicine and Metabolic Biology. ,vol. 37, pp. 265- 267 ,(1987) , 10.1016/0885-4505(87)90036-3
Alexey S. Chubarov, Makhmut M. Shakirov, Igor V. Koptyug, Renad Z. Sagdeev, Dmitry G. Knorre, Tatyana S. Godovikova, Synthesis and characterization of fluorinated homocysteine derivatives as potential molecular probes for ¹⁹F magnetic resonance spectroscopy and imaging. Bioorganic & Medicinal Chemistry Letters. ,vol. 21, pp. 4050- 4053 ,(2011) , 10.1016/J.BMCL.2011.04.119
Ronald Kluger, Wing-Cheong Tsui, Amino group reactions of the sulfhydryl reagent methyl methanesulfonothioate. Inactivation of D-3-hydroxybutyrate dehydrogenase and reaction with amines in water Biochemistry and Cell Biology. ,vol. 58, pp. 629- 632 ,(1980) , 10.1139/O80-086
Jan Terje Andersen, Jason Cameron, Andrew Plumridge, Leslie Evans, Darrell Sleep, Inger Sandlie, Single-chain Variable Fragment Albumin Fusions Bind the Neonatal Fc Receptor (FcRn) in a Species-dependent Manner IMPLICATIONS FOR IN VIVO HALF-LIFE EVALUATION OF ALBUMIN FUSION THERAPEUTICS Journal of Biological Chemistry. ,vol. 288, pp. 24277- 24285 ,(2013) , 10.1074/JBC.M113.463000