Vibrational signatures of metal-chelated monosaccharide epimers: gas-phase infrared spectroscopy of Rb+-tagged glucuronic and iduronic acid

被引：40

作者：

Cagmat, Emilio B. ^{[1
]}

Szczepanski, Jan ^{[1
]}

Pearson, Wright L. ^{[1
]}

Powell, David H. ^{[1
]}

Eyler, John R. ^{[1
]}

Polfer, Nick C. ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

PHYSICAL CHEMISTRY CHEMICAL PHYSICS | 2010年 / 12卷 / 14期

基金：

美国国家科学基金会;

关键词：

PHOTON DISSOCIATION SPECTROSCOPY; CONFORMATION; HEPARIN; RESIDUES; DYNAMICS; BINDING;

D O I：

10.1039/b924027f

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Gas-phase binding of the alkali metal Rb+ to two monosaccharide isomers, glucuronic acid (GlcA) and iduronic acid (IdoA), is investigated by infrared photodissociation spectroscopy. The infrared spectra display striking differences, exemplified by the clear absence of a band at 3625 cm(-1) in the case of IdoA + Rb+. Comparison of the experimental spectra to computed spectra of DFT-optimized structures suggests that Rb+-tagged GlcA and IdoA each adopt their own distinctive complexation pattern. For GlcA, mainly the beta-anomer C-4(1) chair complex is observed, whereas for IdoA the data are consistent with the alpha-anomer C-1(4) chair structure, as well as the corresponding beta-anomer. The differences in the Rb+ binding motif rationalize the disparities in the infrared multiple-photon dissociation (IR-MPD) spectra. Whereas Rb+ binding to GlcA leaves the intramolecular hydrogen-bonding network between the OH groups intact, this network is disrupted for IdoA. The lack of stronger hydrogen-bonding for IdoA + Rb+ thus correlates well with the absence of the red-shifted OH stretch band at 3625 cm(-1).

引用

页码：3474 / 3479

页数：6

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