Investigation of the Amide Proton Solvent Exchange Properties of Glycosaminoglycan Oligosaccharides

doi:10.1021/acs.jpcb.9b01794

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	Investigation of the Amide Proton Solvent Exchange Properties of Glycosaminoglycan Oligosaccharides
	Green, Andrew R.1; Li, Kecheng 1,2,3; Lockard, Blake 1; Young, Robert P.1,4; Mueller, Leonard J.1; Larive, Cynthia K.1
刊名	JOURNAL OF PHYSICAL CHEMISTRY B
	2019-06-06
卷号	123 期号:22 页码:4653-4662
ISSN号	1520-6106
DOI	10.1021/acs.jpcb.9b01794
通讯作者	Larive, Cynthia K.(clarive@ucr.edu)
英文摘要	One-dimensional H-1 NMR experiments were conducted for aqueous solutions of glycosaminoglycan oligosaccharides to measure the amide proton temperature coefficients and activation energy barriers for solvent exchange and evaluate the effect of pH on the solvent exchange properties. A library of mono- and oligosaccharides was prepared by enzymatic depolymerization of amide-containing polysaccharides and by chemical modification of heparin and heparan sulfate saccharides including members that contain a 3-O-sulfated glucosamine residue. The systematic evaluation of this saccharide library facilitated assessment of the effects of structural characteristics, such as size, sulfation number and site, and glycosidic linkage, on amide proton solvent exchange rates. Charge repulsion by neighboring negatively charged sulfate and carboxylate groups was found to have a significant impact on the catalysis of amide proton solvent exchange by hydroxide. This observation leads to the conclusion that solvent exchange rates must be interpreted within the context of a given chemical environment. On their own, slow exchange rates do not conclusively establish the involvement of a labile proton in a hydrogen bond, and additional supporting experimental evidence such as reduced temperature coefficients is required.
资助项目	NSF[CHE-1626673] ; NIH[R01GM097569] ; China Scholarship Council[201504910405]
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000470938100005
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/161834]
专题	海洋研究所_实验海洋生物学重点实验室
通讯作者	Larive, Cynthia K.
作者单位	1.Univ Calif Riverside, Dept Chem, Riverside, CA 92501 USA 2.Chinese Acad Sci, Inst Oceanol, Ctr Ocean Megasci, Key Lab Expt Marine Biol, Qingdao 266071, Shandong, Peoples R China 3.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266237, Shandong, Peoples R China 4.Pacific Northwest Natl Lab, Environm Mol Sci Lab, Richland, WA 99352 USA
推荐引用方式 GB/T 7714	Green, Andrew R.,Li, Kecheng,Lockard, Blake,et al. Investigation of the Amide Proton Solvent Exchange Properties of Glycosaminoglycan Oligosaccharides[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2019,123(22):4653-4662.
APA	Green, Andrew R.,Li, Kecheng,Lockard, Blake,Young, Robert P.,Mueller, Leonard J.,&Larive, Cynthia K..(2019).Investigation of the Amide Proton Solvent Exchange Properties of Glycosaminoglycan Oligosaccharides.JOURNAL OF PHYSICAL CHEMISTRY B,123(22),4653-4662.
MLA	Green, Andrew R.,et al."Investigation of the Amide Proton Solvent Exchange Properties of Glycosaminoglycan Oligosaccharides".JOURNAL OF PHYSICAL CHEMISTRY B 123.22(2019):4653-4662.