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

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

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

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.

Original language	English (US)
Pages (from-to)	110-113
Number of pages	4
Journal	Inorganic Chemistry
Volume	56
Issue number	1
DOIs	https://doi.org/10.1021/acs.inorgchem.6b02589
State	Published - Jan 3 2017

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry

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10.1021/acs.inorgchem.6b02589

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@article{07ea844d0fdf4aa584a79ca0dd9a0c50,

title = "Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination",

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 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.",

author = "Zheng, \{Xiu Ying\} and Peng, \{Jun Bo\} and Livera, \{M. M.Varuni S.\} and Yun Luo and Wang, \{Ya Yun\} and Kong, \{Xiang Jian\} and Long, \{La Sheng\} and Zhiping Zheng and Zheng, \{Lan Sun\}",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2017",

month = jan,

day = "3",

doi = "10.1021/acs.inorgchem.6b02589",

language = "English (US)",

volume = "56",

pages = "110--113",

journal = "Inorganic Chemistry",

issn = "0020-1669",

publisher = "American Chemical Society",

number = "1",

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T1 - Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination

AU - Zheng, Xiu Ying

AU - Peng, Jun Bo

AU - Livera, M. M.Varuni S.

AU - Luo, Yun

AU - Wang, Ya Yun

AU - Kong, Xiang Jian

AU - Long, La Sheng

AU - Zheng, Zhiping

AU - Zheng, Lan Sun

PY - 2017/1/3

Y1 - 2017/1/3

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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UR - https://www.scopus.com/pages/publications/85008952944#tab=citedBy

U2 - 10.1021/acs.inorgchem.6b02589

DO - 10.1021/acs.inorgchem.6b02589

M3 - Article

SN - 0020-1669

VL - 56

SP - 110

EP - 113

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 1

ER -

Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination

Abstract

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CCDC 1502882: Experimental Crystal Structure Determination

CCDC 1502883: Experimental Crystal Structure Determination

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Selective Formation of Chromogen i from N-Acetyl-D-glucosamine upon Lanthanide Coordination

Abstract

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CCDC 1502882: Experimental Crystal Structure Determination

CCDC 1502883: Experimental Crystal Structure Determination

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