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Oligosaccharide Sensing in Aqueous Media by Porphyrin–Curdlan Conjugates: A Prêt‐á‐Porter Rather Than Haute‐Couture Approach
Author(s) -
Fukuhara Gaku,
Sasaki Mayuko,
Numata Munenori,
Mori Tadashi,
Inoue Yoshihisa
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701360
Subject(s) - curdlan , porphyrin , oligosaccharide , conjugate , aqueous solution , aqueous medium , chemistry , acarbose , circular dichroism , nanotechnology , combinatorial chemistry , stereochemistry , materials science , biochemistry , organic chemistry , polysaccharide , mathematical analysis , mathematics , enzyme
Saccharide sensing in aqueous media is an intriguing but challenging goal in current chemistry. Herein we report the oligosaccharide‐sensing behavior of newly synthesized porphyrin–curdlan conjugates, which are random coils in DMSO but become globules in aqueous solutions to induce circular dichroism (ICD) in the biologically accessible spectral region due to the conformational fixation of porphyrin reporters. The magnitude of ICD was significantly varied specifically in the presence of acarbose, a drug for type‐2 diabetes, enabling us to detect the aminosaccharide at concentrations down to 200 μ m . This result demonstrates that the prêt‐á‐porter approach, using less‐defined reporter‐curdlan conjugates, is more advantageous than the traditional haute‐couture approach with highly sophisticated hosts in particular in oligosaccharide sensing.