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
✍ Scribed by Yuji Yamane; Masanori Matsui; Hideaki Kimura; Shigeki Kuroki; Isao Ando
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- English
- Weight
- 129 KB
- Volume
- 89
- Category
- Article
- ISSN
- 0021-8995
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✦ Synopsis
Abstract
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 ^1^H‐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‐d~7~ (DMF‐d~7~) 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‐d~8~ was much larger than that in the same gels with DMF‐d~7~. 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