2nd International Conference on Chemo and Bioinformatics ICCBIKG 2023 (459-462)
АУТОР(И) / AUTHOR(S): Marina D. Kostić, Vera M. Divac, Sven Mangelinckx, Jovana S. Marjanović
Е-АДРЕСА / E-MAIL: marinak@uni.kg.ac.rs
DOI: 10.46793/ICCBI23.459K
САЖЕТАК / ABSTRACT:
Herein, we present the results of the study devoted to the exploration of BSA binding of 2-(aminomethyl)cyclopropane-1,1-dicarboxylic acid, as an example of constrained γ-amino dicarboxylic acid, and, taking into consideration that the effectiveness of a potential drug depends on its ability to bind to a protein carrier and in that way enable transfer through the blood stream. For the investigation of binding properties, we used the fluorescence emission titration of BSA with a synthesized compound. Considering that the BSA solution shows an intensive fluorescence emission around 360 nm, a decrease in emission intensity at λ = 366 nm with the addition of a solution of 2-(aminomethyl)cyclopropane-1,1-dicarboxylic acid indicated the binding of the tested compound. According to the results obtained, our compound binds to the BSA in a molar ratio 1:1 (n ≈ 1). The optimal values of binding constant Ka are between 104 and 106 M−1, which indicates to us that the Ka value of the tested compound is in the favorable range.
КЉУЧНЕ РЕЧИ / KEYWORDS:
amino acids, cyclopropanes, BSA
ЛИТЕРАТУРА / REFERENCES:
- S. Hanessian, G. McNaughton-Smith, H.-G. Lombart, W. D. Lubell., Design and Synthesis of Conformationally Constrained Amino Acids as Versatile Scaffolds and Peptide Mimetics, Tetrahedron, 53 (1997) 12789-12854.
- J. Gante., Peptidomimetics – Tailored Enzyme Inhibitors, Angew Chem Int Ed Engl, 33 (1994) 1699-1720.
- A. Giannis, T. Kolter., Peptidomimetics for Receptor Ligands – Discovery, Development and Mo:lical Perspectives, Angew Chem Int Ed Engl, 32 (1993) 1244.
- K-H. Parka, M. J. Kurth., Cyclic amino acid derivatives, Tetrahedron, 58 (2002) 8629–8659.
- S. Mangelinckx, M. Kostić, S. Backx, B. Petrović, N. De Kimpe., Synthesis of racemic 2-(aminomethyl)cyclopropane-1,1-dicarboxylic acid as a new constrained γ-amino dicarboxylic acid bypassing alkyl 3-aza-2-oxobicyclo[3.1.0]hexane-1-carboxylates, Eur J Org Chem, 31 (2019) 5187-5189.
- J.R. Lakowicz, G. Weber., Quenching of fluorescence by oxygen. A probe for structural fluctuations in macromolecules, Biochem, 12 (1973) 4161.
- J.R. Lakowicz, I. Gryczynski, Z. Gryczynski, J.D. Dattelbaum., Anisotropy-based sensing with reference fluorophores, Anal Biochem, 267 (1999) 397–405.
- Schrödinger Suite, GlideSchrödinger, LLC, New York, NY, 2015.
- A.R. Timerbaev, C.G. Hartinger, S.S. Aleksenko, B.K. Keppler., Interactions of antitumor metallodrugs with serum proteins: advances in characterization using modern analytical methodology, Chem Rev, 106 (2006) 2224-2248.