Preparation of Chiral 3-Aminophenol-formaldehyde Resin Nanofibers Using the Self-assemblies of Tetrapeptides as Template†

doi:10.7503/cjcu20160286

Abstract

Abstract:

A pair of tetrapeptide enantiomers derived from alanine was prepared through a classic solid phase peptide synthesis method. Their gel-forming properties were investigated, and their self-assemblies in methanol were selected as the template to prepare 3-aminophenol-formaldehyde resins via a sol-gel process. The obtained resins products were single-handed helical nanofibers characterized by field-emission scanning electron microscopy and transmission electron microscopy. Meanwhile, their optical activities were disclosed by circular dichroism. The research results indicate that 3-aminophenol-formaldehyde resins exhibited chirality both at the nano level and at the molecular level. Chirality transferred from the self-assemblies to the resins successfully.

Key words: Tetrapeptide, Supramolecular template, Phenolic resin, Nanofiber, Chirality

CLC Number:

O632.7⁺2

TrendMD:

CAO Yanfang, SHAO Changzhen, LI Baozong, LI Yi, YANG Yonggang. Preparation of Chiral 3-Aminophenol-formaldehyde Resin Nanofibers Using the Self-assemblies of Tetrapeptides as Template^†[J]. Chem. J. Chinese Universities, 2016, 37(10): 1921.

Figures/Tables 6

Fig.1 Molecular structures of 13-(LLLD) and 13-(DDDL)

Fig.2 FE-SEM images of 13-(LLLD)(A) and 13-(DDDL)(B) in methanol at concentration of 10 mg/mL

Fig.3 CD(a, b) and UV-Vis(c, d) spectra of 13-(LLLD)(a, c) and 13-(DDDL)(b, d) in methanol at concentration of 10 mg/mL

Fig.4 FE-SEM(A, B) and TEM(C, D) images of 3-aminophenol-formaldehyde resin nanofibers MPR(A, C) and PPR(B, D)

Fig.5 CD(a, b) and UV-Vis(c, d) spectra of MPR(a, c) and PPR(b, d) at concentration of 0.15 mg/mL in ethanol

Fig.6 FE-SEM images of the reaction of MPR at different time Time/min: (A) 0; (B) 0.5; (C) 5; (D) 30.

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