Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
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Selective Homocysteine Assay with Cucurbit[7]uril by pH Regulation

  • Bae, Won-Bin (Department of Applied Chemistry, Kumoh National Institute of Technology) ;
  • Kim, Hee-Joon (Department of Applied Chemistry, Kumoh National Institute of Technology) ;
  • Jhee, Kwang-Hwan (Department of Applied Chemistry, Kumoh National Institute of Technology)
  • Received : 2022.01.14
  • Accepted : 2022.01.21
  • Published : 2022.04.28
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Abstract

We report the effect of pH on the supramolecular complexation of two biothiols, viz., homocysteine (Hcy) and cysteine (Cys), with cucurbit[7]uril (CB[7]). Under basic pH conditions, Cys did not complex with CB[7], whereas Hcy efficiently complexed with CB[7], as confirmed by 1H NMR spectroscopy and Ellman's reagent (5,5'-dithio-bis(2-nitrobenzoic acid), DTNB) assay. 1H NMR and Raman spectroscopic studies revealed that, in the absence of CB[7], Hcy auto-oxidized slowly (~36 h) to homocystine (HSSH) under basic pH conditions. However, the rate of Hcy oxidation increased by up to 150 fold in the presence of CB[7], as suggested by the DTNB assay. Thus, supramolecular complexation under basic pH conditions led to the formation of a HSSH-CB[7] complex, and not Hcy-CB[7]. The results indicate that Hcy is rapidly oxidized to HSSH under the catalysis of CB[7], which acts as a reaction chamber, in basic pH conditions. Our studies suggest that Hcy concentration, a risk factor for cardiovascular disease, can be selectively and more easily quantified by supramolecular complexation with CB [7].

Keywords

Acknowledgement

This work was supported by the Kumoh National Institute of Technology (2019104119).

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