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Merck
CN
  • Fluorescent imino and secondary amino chitosans as potential sensing biomaterials.

Fluorescent imino and secondary amino chitosans as potential sensing biomaterials.

Carbohydrate polymers (2015-04-07)
Sorel Jatunov, Antonio Franconetti, Rafael Prado-Gotor, Angeles Heras, Marian Mengíbar, Francisca Cabrera-Escribano
摘要

A variety of fluorescent imino and secondary amino chitosans were synthesized under very mild conditions by reaction of the biopolymer amino functions with aromatic aldehydes in an acidified methanolic suspension. Simultaneous reactions of several aldehydes with chitosan were successfully carried out, and kinetic studies showed that 1-pyrenecarboxaldehyde reacts the fastest among them. An unprecedented study on the evaluation of the degree of N-substitution (DS, ranging from 31.7% to 12.0%) for the chitosan Schiff bases by using solid state CPMAS (13)C NMR is performed. A linear correlation between the DS obtained for the secondary amino chitosans by (1)H NMR (55.3-10.2%) and those obtained by CPMAS (13)C NMR (34.4-13.8%) has allowed us to calculate an empirical correlation factor that could be applied on chitosan-based aromatic systems. The new chiral-labelled chitosan derivatives exhibit a stable fluorescent behaviour, which was used to explore solvent sensoring applications.

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Sigma-Aldrich
对羟基苯甲醛, 98%
Sigma-Aldrich
4-硝基苯甲醛, 98% (GC)
Sigma-Aldrich
1-芘甲醛, 99%
Sigma-Aldrich
对苯基苯甲醛, 99%
Sigma-Aldrich
对羟基苯甲醛, ≥97%, FG
Sigma-Aldrich
对羟基苯甲醛, ≥95.0% (HPLC)