Modification of agarose with carboxylation and grafting dopamine for promotion of its cell-adhesiveness

Carbohydr Polym. 2013 Feb 15;92(2):2245-51. doi: 10.1016/j.carbpol.2012.12.003. Epub 2012 Dec 12.

Abstract

In order to improve bioactivity of agarose, we modified agarose by carboxylation and grafting dopamine. Under alkaline condition, carboxylated agarose was prepared using 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) oxidation system by oxidizing C(6) hydroxyl on D-galactose ring into carboxyl group, and the maximum value of the degree of carboxylation reached 30%. With the increase of the amount of oxidant, the molecular weight of the carboxylated agarose decreased to 4 kDa by gel permeation chromatography (GPC) measure. Carboxylated agarose reacted with dopamine through EDC condensation reaction to obtain agarose grafting dopamine (Ag-g-DA), and the grafting rate of dopamine was determined to be 9.3% by UV spectroscopy at 280 nm. The structures of these modified agaroses were determined by FT-IR and (13)C NMR. Both carboxylated agarose and Ag-g-DA showed no cytotoxicity and promoted cell-adhesiveness.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 3T3 Cells
  • Animals
  • Carbodiimides / chemistry
  • Carboxylic Acids / chemistry*
  • Cell Adhesion / drug effects
  • Cell Survival / drug effects
  • Cyclic N-Oxides / chemistry
  • Dimethylamines / chemistry
  • Dopamine / chemistry*
  • Mice
  • Oxidation-Reduction
  • Sepharose / chemistry*
  • Sepharose / pharmacology*
  • Sepharose / toxicity

Substances

  • Carbodiimides
  • Carboxylic Acids
  • Cyclic N-Oxides
  • Dimethylamines
  • N-ethyl-N'-(3-(dimethylamino)-propyl)carbodiimide
  • Sepharose
  • TEMPO
  • Dopamine