Selective Formation of Chromogen I from N-Acetyl-d-glucosamine upon Lanthanide Coordination

Xiu-Ying Zheng; Jun-Bo Peng; M M Varuni S Livera; Yun Luo; Ya-Yun Wang; Xiang-Jian Kong; La-Sheng Long; Zhiping Zheng; Lan-Sun Zheng

doi:10.1021/acs.inorgchem.6b02589

Selective Formation of Chromogen I from N-Acetyl-d-glucosamine upon Lanthanide Coordination

Inorg Chem. 2017 Jan 3;56(1):110-113. doi: 10.1021/acs.inorgchem.6b02589. Epub 2016 Dec 12.

Authors

Xiu-Ying Zheng¹, Jun-Bo Peng¹, M M Varuni S Livera², Yun Luo¹, Ya-Yun Wang¹, Xiang-Jian Kong¹, La-Sheng Long¹, Zhiping Zheng², Lan-Sun Zheng¹

Affiliations

¹ Collaborative Innovation Center of Chemistry for Energy Materials, State Key Laboratory of Physical Chemistry of Solid Surface, and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, China.
² Department of Chemistry and Biochemistry, University of Arizona , Tucson, Arizona 85721, United States.

PMID: 27936647
DOI: 10.1021/acs.inorgchem.6b02589

Abstract

We report two nonanuclear lanthanide complexes, [Ln₉(μ₄-O)(μ₃-OH)₈(LH)₄(OAc)₄(H₂O)₁₂]·5ClO₄·24H₂O (Ln = Gd, 1; Dy, 2), where LH^2- is the doubly deprotonated chiral ligand Chromogen I (2-acetamido-2,3-dideoxy-D-erythro-hex-2-enofuranose), one of the many products from the dehydration of N-acetyl-D-glucosamine (GlcNAc). Mass spectroscopic studies established the solution stability of these clusters. Through hydrogen bonding, the cluster complex self-organizes into a nanostructured 54-metal cagelike assembly featuring six of its units occupying the vertices of an octahedron. Free Chromogen I can be obtained in pure form and high yield by a straightforward workup of the cluster complex. This is the first report of dehydrating GlcNAc without the need of a catalyst or forcing conditions.