硒半胱氨酸(SeC)生物素和硫辛酸偶联物的合成及谷胱甘肽过氧化物酶样活性研究。

IF 3 3区 生物学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Amino Acids Pub Date : 2023-11-16 DOI:10.1007/s00726-023-03348-4
Shakti K. Maurya, Abhishek Tripathi, Selvakumar Karuthapandi, Harkesh B. Singh
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引用次数: 0

摘要

活性生物分子的偶联提供了对其生物反应性的深入了解,在生物技术和材料科学中有许多应用。在此,我们报道了硫辛酸(通用抗氧化剂)和生物素(维生素h)的l -硒半胱氨酸(SeC)生物偶联物。采用固相肽合成(SPPS)方法合成了sec -生物偶联物、sec -生物素(1)和sec -硫辛酸(2),并通过多核1D (1H, 13C, 77Se)和2D (1H-1H COSY和1H-13C TOCSY) NMR波谱、ESI-MS谱和RP-HPLC进行了表征。通过偶联还原酶法研究了sec -生物偶联物1和2的gpx样酶模拟活性,以催化过氧化氢还原成水。与二苯二硒(Ph2Se2)、l -硒半胱氨酸(SeC)、生物素、硫辛酸和埃布selen相比,新型生物偶联物SeC-生物素(1)和SeC-硫辛酸(2)的gpx样酶活性显著增强。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

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.

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来源期刊
Amino Acids
Amino Acids 生物-生化与分子生物学
CiteScore
6.40
自引率
5.70%
发文量
99
审稿时长
2.2 months
期刊介绍: Amino Acids publishes contributions from all fields of amino acid and protein research: analysis, separation, synthesis, biosynthesis, cross linking amino acids, racemization/enantiomers, modification of amino acids as phosphorylation, methylation, acetylation, glycosylation and nonenzymatic glycosylation, new roles for amino acids in physiology and pathophysiology, biology, amino acid analogues and derivatives, polyamines, radiated amino acids, peptides, stable isotopes and isotopes of amino acids. Applications in medicine, food chemistry, nutrition, gastroenterology, nephrology, neurochemistry, pharmacology, excitatory amino acids are just some of the topics covered. Fields of interest include: Biochemistry, food chemistry, nutrition, neurology, psychiatry, pharmacology, nephrology, gastroenterology, microbiology
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