Abstract
Menaquinone (MK) has an important role in human metabolism as an essential vitamin (VK2), which is mainly produced through the fermentation of microorganisms. MK8(H2) was identified to be the main menaquinone from Rhodococcus sp. B7740, a bacterium isolated from the arctic ocean. In this work, MK8(H2) (purity: 99.75%) was collected through a convenient and economic extraction process followed by high-speed countercurrent chromatography (HSCCC) purification. Additionally, high-resolution mass spectrometry (HRMS) was performed for further identification and the hydrogenation position of MK8(H2) (terminal unit) was determined using nuclear magnetic resonance (NMR) for the first time. MK8(H2) showed a superior antioxidant effect and antiglycation capacity compared with ubiquinone Q10 and MK4. High-performance liquid chromatography–mass spectrometer (HPLC-MS/MS) and molecular docking showed the fine interaction between MK8(H2) with methylglyoxal (MGO) and bull serum albumin (BSA), respectively. These properties make MK8(H2) a promising natural active ingredient with future food and medicine applications.
Highlights
Isoprenoid quinone has a characteristic quinone head and an isoprenyl tail which is indispensable in almost all living organisms
Living organisms depend on photosynthetic phosphorylation or oxidative phosphorylation to produce energy, in these processes, isoprenoid quinones play an essential role in transferring protons and electrons between protein complexes
Natural UQ exist in prokaryotes and eukaryotes, while MK is distributed in archaea and bacteria and serves as an essential vitamin (VK2 ) in the human diet [1]
Summary
Isoprenoid quinone has a characteristic quinone head and an isoprenyl tail which is indispensable in almost all living organisms. 1. Molecular structure (MK)and and ubiquinone spectrum isoprenoid quinones from Rhodococcus sp. The structure of isoprenoid quinone gives it its specific functions in organisms. Its lipid-soluble character, given by the isoprenoid side chain, anchors the molecule in membrane lipid bilayers, while the quinone head gives the molecule an electron transfer capacity and defines its redox potential. Several studies have reported that the antiglycation (inhibiting advanced glycation end product formation) capability of bioactive compounds might be related to the antioxidant ability and the mechanism of scavenging free radicals. The active interaction of MK with proteins related with coagulation function, bone metabolism, and cell-cycle regulation, etc., make us wonder if it can interact with proteins in the formation process of advanced glycation end products (AGEs), which lead us to investigate the potential function of MK in the field of antiglycation. Antioxidant and antiglycation measurements results showed the superior biological activities of MK8 (H2 ) and its promising application in the field of medicine
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