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

Research output: Contribution to journalArticle

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Abstract

We report two nonanuclear lanthanide complexes, [Ln94-O)(μ3-OH)8(LH)4(OAc)4(H2O)12]·5ClO4·24H2O (Ln = Gd, 1; Dy, 2), where LH2- 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.

Original languageEnglish (US)
Pages (from-to)110-113
Number of pages4
JournalInorganic Chemistry
Volume56
Issue number1
DOIs
StatePublished - Jan 3 2017

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Lanthanoid Series Elements
Acetylglucosamine
Dehydration
Hydrogen bonds
Metals
Ligands
Catalysts
dehydration
apexes
assembly
catalysts
ligands
hydrogen
products
metals

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Zheng, X. Y., Peng, J. B., Livera, M. M. V. S., Luo, Y., Wang, Y. Y., Kong, X. J., ... Zheng, L. S. (2017). Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination. Inorganic Chemistry, 56(1), 110-113. https://doi.org/10.1021/acs.inorgchem.6b02589

Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination. / Zheng, Xiu Ying; Peng, Jun Bo; Livera, M. M Varuni S; Luo, Yun; Wang, Ya Yun; Kong, Xiang Jian; Long, La Sheng; Zheng, Zhiping; Zheng, Lan Sun.

In: Inorganic Chemistry, Vol. 56, No. 1, 03.01.2017, p. 110-113.

Research output: Contribution to journalArticle

Zheng, XY, Peng, JB, Livera, MMVS, Luo, Y, Wang, YY, Kong, XJ, Long, LS, Zheng, Z & Zheng, LS 2017, 'Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination', Inorganic Chemistry, vol. 56, no. 1, pp. 110-113. https://doi.org/10.1021/acs.inorgchem.6b02589
Zheng, Xiu Ying ; Peng, Jun Bo ; Livera, M. M Varuni S ; Luo, Yun ; Wang, Ya Yun ; Kong, Xiang Jian ; Long, La Sheng ; Zheng, Zhiping ; Zheng, Lan Sun. / Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination. In: Inorganic Chemistry. 2017 ; Vol. 56, No. 1. pp. 110-113.
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N2 - 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 LH2- 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.

AB - 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 LH2- 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.

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