Pyridoxal 5'-phosphate binding in lysine-modified PAMAM dendrimers: a biomimetic approach.

Kuang-Chan Hsien, Hui-Ting Chen, Yi-Chen Chen, Yeh-Long Chen, Chi-Yu Lu, Chai-Lin Kao

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

Organic letters 2009 Aug 20

filter terms:

G:3-7)-dendri-PAMAM-(APO-Phe-Lys)(x) (2, APO = aminopropanol, Phe = phenylalanine, Lys = lysine) were prepared and used in a binding study with pyridoxal 5'-phosphate. The results revealed a positive dendritic effect, and binding ability was found to vary with the environment. (G:3-7)-dendri-PAMAM-(APO-Phe-Lys)(x) (2) demonstrated better binding ability at higher pH, and protonation of lysine was considered to affect binding. The strongest binding affinity was K(b) = 254.3 mM(-1) at pH 9, which was shown by (G:7)-dendri-PAMAM-(APO-Phe-Lys)(490) (2e).

Citation

Kuang-Chan Hsien, Hui-Ting Chen, Yi-Chen Chen, Yeh-Long Chen, Chi-Yu Lu, Chai-Lin Kao. Pyridoxal 5'-phosphate binding in lysine-modified PAMAM dendrimers: a biomimetic approach. Organic letters. 2009 Aug 20;11(16):3526-9