Health Science Research Center, 310 Industry Incubation II, Chonnam National University, Gwangju, 61186, Republic of Korea.
Biotechnology Laboratory, Dong Yang Chem. Co, 36-8 Doncheon-ro, 10 Beon-gil, Gwangju, 61901, Republic of Korea.
Macromol Rapid Commun. 2024 Feb;45(4):e2300555. doi: 10.1002/marc.202300555. Epub 2023 Dec 8.
Molecularly imprinted polymer (L-MIP) for L-tyrosine (L-Tyr) is prepared by the complexation between quaternized poly(4-vinylpyridine/divinylbenzene) (QVP) and poly(acrylamide-co-acrylic acid) (PAmA) in alkaline solution. The L-MIP shows higher enantioselectivity for L-isomers of tyrosine, together with tryptophan (Trp) and phenylalanine (Phe) compared to the D-isomers of them. The sorption isotherms of the three D-enantiomers are converged to one isotherm. It can reflect that the sorption of D-enantiomers can be relied mainly on the common segment, -CH -CH(NH )-COOH, neglecting any effect of bulkier aromatic groups. The imprinted common segment can be opened on the surface of MIP from the D-enantiomers. For the L-enantiomers, the sorption discrepancies are depended on the size of the aromatic group implying that the phenolic moiety of L-Tyr can be also opened. Thus, the imprinted sites are proposed to be opened on the surface of L-MIP similar to the crop-circle-like. The enantioselectivity factors, α = Q /Q , for Tyr, Trp, and Phe are 1.52, 1.30, and 1.52 for L- to D-isomers, respectively. And the uptake differences between D- and L-enantiomers of Tyr, Trp, and Phe are 31.8, 20.7, and 29 mg per 1 g MIP, respectively.
手性印迹聚合物（L-MIP）是通过在碱性溶液中季铵化聚（4-乙烯基吡啶/二乙烯基苯）（QVP）与聚（丙烯酰胺-共-丙烯酸）（PAmA）之间的络合作用制备的。与它们的 D-异构体相比，L-MIP 对酪氨酸的 L-异构体、色氨酸（Trp）和苯丙氨酸（Phe）表现出更高的对映体选择性。三种 D-对映异构体的吸附等温线收敛为一条等温线。这可以反映出 D-对映异构体的吸附主要依赖于共同的片段，-CH-CH(NH2)-COOH，而忽略了较大芳香基团的任何影响。印迹的共同片段可以从 D-对映异构体上打开 MIP 的表面。对于 L-对映异构体，吸附差异取决于芳香基团的大小，这意味着 L-Tyr 的酚部分也可以打开。因此，建议印迹位点类似于麦田怪圈一样在 L-MIP 的表面打开。对于 Tyr、Trp 和 Phe 的对映体选择性因子，α=Q/Q，分别为 1.52、1.30 和 1.52，用于 L-到 D-异构体。并且 Tyr、Trp 和 Phe 的 D-和 L-对映异构体之间的摄取差异分别为 31.8、20.7 和 29mg 每 1g MIP。
