Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2023 Dec;55(12):1981-1989.
doi: 10.1007/s00726-023-03348-4. Epub 2023 Nov 16.

Synthesis and glutathione peroxidase (GPx)-like activity of selenocystine (SeC) bioconjugates of biotin and lipoic acid

Shakti K Maurya  1 , Abhishek Tripathi  1 , Selvakumar Karuthapandi  2 , Harkesh B Singh  3
Affiliations

Synthesis and glutathione peroxidase (GPx)-like activity of selenocystine (SeC) bioconjugates of biotin and lipoic acid

Shakti K Maurya et al. Amino Acids. 2023 Dec.

Abstract

The conjugation of active biomolecules provides insight into their bioreactivity, leading to many applications in biotechnology and materials science. Herein, we report L-selenocystine (SeC) bioconjugates of lipoic acid (universal antioxidant) and biotin (Vitamin-H). The SeC-bioconjugates, SeC-Biotin (1) and SeC-Lipoic acid (2) were synthesized using solid phase peptide synthesis (SPPS) method and were characterized by multinuclear 1D (1H, 13C, 77Se) and 2D (1H-1H COSY and 1H-13C TOCSY) NMR spectroscopy, ESI-MS spectrometry, and RP-HPLC. The GPx-like enzyme mimicking activity of the SeC-bioconjugates 1 and 2 has been investigated through the coupled reductase assay method for the catalytic reductions of hydrogen peroxide into water. A significant enhancement in GPx-like enzymatic activity was observed for both novel bioconjugates SeC-Biotin (1) and SeC-Lipoic acid (2) as compared to diphenyl diselenide (Ph2Se2), L-selenocystine (SeC), biotin, lipoic acid, and ebselen.

Keywords: Bioconjugates; Biotin; Ebselen; GPx activity; Lipoic acid; Selenocystine (SeC).

PubMed Disclaimer

Similar articles

See all similar articles

References

References:

    1. Ahmed K, Ashraf D, Chotana GA, Faisal A, Khan KM, Salem RSZ (2022) Selenium-containing peptides and their biological applications. 2022, 29, selenium-containing peptides and their biological applications. Curr Med Chem 29:6379–6421. https://doi.org/10.2174/0929867329666220214104010 - DOI - PubMed
    1. Azad GK, Tomar RS (2014) Ebselen, a promising antioxidant drug: mechanisms of action and targets of biological pathways. Mol Biol Rep 41:4865–4879. https://doi.org/10.1007/s11033-014-3417-x - DOI - PubMed
    1. Beckett D (2007) Biotin sensing: universal influence of biotin status on transcription. Annu Rev Genet 41:443–464. https://doi.org/10.1146/annurev.genet.41.042007.170450 - DOI - PubMed
    1. Bell IM, Fisher ML, Wu ZP, Hilvert D (1993) Kinetic studies on the peroxidase activity of selenosubtilisin. Biochemistry 32:3754–3762. https://doi.org/10.1021/bi00065a030 - DOI - PubMed
    1. Flemer S Jr (2014) A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives. Protein Pept Lett 21:1257–1264. https://doi.org/10.2174/0929866521666140526094224 - DOI - PubMed

LinkOut - more resources