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Synthesis of Cross‐Linked Glycopeptides and Ureas by a Mechanochemical, Solvent‐Free Reaction and Determination of Their Structural Properties by TEM and X‐ray Crystallography
Author(s) -
Kumar Vajinder,
Giri Santosh Kumar,
Venugopalan Paloth,
Kartha K. P. Ravindranathan
Publication year - 2014
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201402185
Subject(s) - crystallization , chemistry , solvent , glycopeptide , ball mill , size exclusion chromatography , molecule , organic chemistry , materials science , biochemistry , enzyme , antibiotics , composite material
Abstract A highly efficient and cost‐effective green method for the synthesis of complex glycopeptides and ureas mediated by carbonyl diimidazole under solvent‐free conditions is reported. The reactions could be performed conveniently in a planetary ball mill by dry grinding, and the isolation of the novel sugar derivatives thus produced could be very efficiently achieved by size exclusion chromatography with environmentally benign substances. A diacetone galactose based diamide, upon crystallization, could be examined by X‐ray crystallography and was found to possess a heart‐shaped structure. Although the 4‐aminophenyl galactoside based diamide synthesized formed spherical particles, the alanine‐based diamide formed nanofilamentous/‐tubular structures as analyzed by TEM imaging.