Diffusion process of amino acids in polymer supports for solid-phase peptide synthesis as studied by pulsed-field-gradient spin-echo proton nuclear magnetic resonance
Yuji Yamane
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorMasanori Matsui
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorHideaki Kimura
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorShigeki Kuroki
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorCorresponding Author
Isao Ando
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan===Search for more papers by this authorYuji Yamane
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorMasanori Matsui
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorHideaki Kimura
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorShigeki Kuroki
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Search for more papers by this authorCorresponding Author
Isao Ando
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan
Department of Chemistry and Materials Science, International Research Center of Macromolecular Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan===Search for more papers by this authorAbstract
The diffusion coefficient (D) values of tert-butyloxycarbonyl-glycine, tert-butyloxycarbonyl-L-tryptophan, tert-butyloxycarbonyl-L-phenylalanine (Boc-Phe), and 9-fluorenylmethoxycarbonyl-L-phenylalanine in Merrifield polystyrene (MPS) gels, poly(ethylene glycol)-grafted polystyrene (PEG–PS) gels, and crosslinked ethoxylate acrylate (CLEAR) gels, as used in solid-phase peptide synthesis, were determined by the pulsed-field-gradient spin-echo 1H-NMR method. From these experimental results, it was found that the amino acids in MPS gels, PEG–PS gels, and CLEAR gels with N,N-dimethylformamide-d7 (DMF-d7) as a solvent had multidiffusion components within a measurement timescale of 10 ms. The D value of Boc-Phe in polystyrene gels (1% divinylbenzene crosslinked) with tetrahydrofuran-d8 was much larger than that in the same gels with DMF-d7. Furthermore, the required time in which an amino acid transferred from a reactive site to a reactive site was estimated, within which the solvents and amino acids in the polymer supports diffused in the swollen beads.© 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 413–421, 2003
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