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KMID : 0545120220320040514
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Journal of Microbiology and Biotechnology
2022 Volume.32 No. 4 p.514 ~ p.521
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Selective Homocysteine Assay with Cucurbit[7]uril by pH Regulation
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Bae Won-Bin
Kim Hee-Joon
Jhee Kwang-Hwan
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Abstract
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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].
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KEYWORD
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Homocysteine, cysteine, cucurbit[7]uril, homocystine, pH effect, supramolecular complexation
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