TY - JOUR

T1 - Reduction and functionalization of graphene oxide with L-cysteine

T2 - Synthesis, characterization and biocompatibility

AU - Abdelhalim, Abdelsattar O.E.

AU - Sharoyko, Vladimir V.

AU - Meshcheriakov, Anatolii A.

AU - Martynova, Sofia D.

AU - Ageev, Sergei V.

AU - Iurev, Gleb O.

AU - Al Mulla, Hadeer

AU - Petrov, Andrey V.

AU - Solovtsova, Irina L.

AU - Vasina, Lubov V.

AU - Murin, Igor V.

AU - Semenov, Konstantin N.

N1 - Funding Information: All sources of support for research: This work was supported by grants from the Russian Foundation for Basic Research (19-315-90122) and the Council on Grants of the President of the Russian Federation for State Support of Young Scientists (MD-741.2020.7). Research was performed using equipment of the SPbU Centre for Diagnostics of Functional Materials for Medicine, Pharmacology and Nanoelectronics, the SPbU Chemical Analysis and Materials Research Centre, and the SPbU Magnetic Resonance Research Centre, while computational resources were provided by the SPbU Computing Centre of the Research Park at Saint Petersburg State University. Publisher Copyright: © 2020 Elsevier Inc. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2020/10

Y1 - 2020/10

N2 - This article presents data on the synthesis, identification, computer simulation and biocompatibility of graphene oxide (GO) functionalized with L-cysteine (GFC). It was determined that GO reacts with L-cysteine in two different ways: in an alkaline medium, L-cysteine reduces functional groups on the surface and at the boundaries of GO; with heating and the use of thionyl chloride, L-cysteine covalently attaches to GO through carboxylic groups only at the boundaries. The identification of GO, reduced graphene oxide and GFC was performed using various physicochemical methods, including infrared spectroscopy, Raman spectroscopy, X-ray diffraction, X-ray photoelectron spectroscopy, thermogravimetric analysis, scanning electron microscopy and high-resolution transmission electron microscopy. Biocompatibility experiments included erythrocyte hemolysis, platelet aggregation, photodynamic and antiradical activity, binding to human serum albumin, and geno- and cytotoxicity studies. Applying density functional theory and molecular dynamics allowed us to obtain the structural and dynamic characteristics of a GFC–water binary system.

AB - This article presents data on the synthesis, identification, computer simulation and biocompatibility of graphene oxide (GO) functionalized with L-cysteine (GFC). It was determined that GO reacts with L-cysteine in two different ways: in an alkaline medium, L-cysteine reduces functional groups on the surface and at the boundaries of GO; with heating and the use of thionyl chloride, L-cysteine covalently attaches to GO through carboxylic groups only at the boundaries. The identification of GO, reduced graphene oxide and GFC was performed using various physicochemical methods, including infrared spectroscopy, Raman spectroscopy, X-ray diffraction, X-ray photoelectron spectroscopy, thermogravimetric analysis, scanning electron microscopy and high-resolution transmission electron microscopy. Biocompatibility experiments included erythrocyte hemolysis, platelet aggregation, photodynamic and antiradical activity, binding to human serum albumin, and geno- and cytotoxicity studies. Applying density functional theory and molecular dynamics allowed us to obtain the structural and dynamic characteristics of a GFC–water binary system.

KW - Biocompatibility

KW - Chlorin e

KW - Graphene oxide

KW - L-cysteine

KW - Molecular dynamics

KW - CELLS

KW - GENOTOXICITY

KW - TUMOR

KW - SINGLET OXYGEN

KW - CYTOTOXICITY

KW - Chlorin e(6)

KW - Chlorin e6

UR - http://www.scopus.com/inward/record.url?scp=85090012356&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/8e4ad964-c994-33fb-a26e-ce503c87d7e0/

U2 - 10.1016/j.nano.2020.102284

DO - 10.1016/j.nano.2020.102284

M3 - Article

C2 - 32781136

AN - SCOPUS:85090012356

VL - 29

JO - Nanomedicine: Nanotechnology, Biology, and Medicine

JF - Nanomedicine: Nanotechnology, Biology, and Medicine

SN - 1549-9634

M1 - 102284

ER -