Modification of agarose: 6-Aminoagarose mediated syntheses of fluorogenic pyridine carboxylic acid amides

作者：Kondaveeti Stalin; Mehta Gaurav K; Siddhanta A K^*

来源：Carbohydrate Polymers, 2014, 106: 365-373.

DOI：10.1016/j.carbpol.2014.02.051

• Amide
• Fluorescence
• Aminoagarose
• Nicotinic acid
• Picolinic acid
• Hydrogel

A facile 6-aminoagarose (AA) mediated synthesis of new fluorogenic amides of agarose with nicotinic (AANA) and picolinic acids (AA-PA) employing carbodiimide chemistry have been described. 6-Amino agarose (AA) was synthesized in a facile Mitsunobu-inspired microwave mediated method involving the reaction of agarose with phthalimide in presence of diisopropyl azodicarboxylate and triphenylphosphene (DIAD/TPP) followed by hydrazinolysis. All compounds were characterized by GPC, UV spectrophotometry, fluorescence spectroscopy, FT-IR, H-1 and C-13 NMR spectra. The fluorescence emissions (lambda(max) 430 and 412 nm) of 1 X 10(-3) M solutions of AA-NA and AA-PA in water were significantly higher (ca. 82% and ca. 90%) than those of the molar equivalents (0.2 mg) of NA and PA present in the 1 X 10(-3) M solutions of the amides, respectively. These fluorogenic pyridine carboxylic acid amides of agarose may find applications as sensors in biomedical and pharmaceutical industries.

• 出版日期2014-6-15
• 单位海洋化工研究院有限公司