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A G4·K+ Hydrogel Stabilized by an Anion
Author(s) -
Gretchen Marie Peters,
Luke P. Skala,
Taylor N. Plank,
Brooke Hyman,
G. N. Manjunatha Reddy,
Andrew Marsh,
Steven P. Brown,
Jeffery T. Davis
Publication year - 2014
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja507506c
Subject(s) - chemistry , supramolecular chemistry , circular dichroism , self healing hydrogels , guanosine , stacking , hydrogen bond , crystallography , covalent bond , cationic polymerization , molecule , transmission electron microscopy , magic angle spinning , boron , nuclear magnetic resonance spectroscopy , stereochemistry , nanotechnology , polymer chemistry , organic chemistry , biochemistry , materials science
Supramolecular hydrogels derived from natural products have promising applications in diagnostics, drug delivery, and tissue engineering. We studied the formation of a long-lived hydrogel made by mixing guanosine (G, 1) with 0.5 equiv of KB(OH)4. This ratio of borate anion to ligand is crucial for gelation as it links two molecules of 1, which facilitates cation-templated assembly of G4·K(+) quartets. The guanosine-borate (GB) hydrogel, which was characterized by cryogenic transmission electron microscopy and circular dichroism and (11)B magic-angle-spinning NMR spectroscopy, is stable in water that contains physiologically relevant concentrations of K(+). Furthermore, non-covalent interactions, such as electrostatics, π-stacking, and hydrogen bonding, enable the incorporation of a cationic dye and nucleosides into the GB hydrogel.

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