A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man(3)GlcNAc oxazoline

doi:10.1016/j.carres.2014.07.013

KMS > iHuman研究所

	A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man(3)GlcNAc oxazoline
	Sun, Bingyang 1,2; Bao, Wenzheng 2,3; Tian, Xiaobo 2; Li, Mingjing 2,3; Liu, Hong 2; Dong, Jinhua 1; Huang, Wei2,3
	2014-09-19
发表期刊	CARBOHYDRATE RESEARCH (IF:2.4[JCR-2023],2.5[5-Year])
ISSN	0008-6215
卷号	396 页码:62-69
发表状态	已发表
DOI	10.1016/j.carres.2014.07.013
摘要	Heterogeneity of glycan structures in native glycoconjugates always hampers precise studies on carbohydrate-involved biological functions. To construct homogeneous glycoconjugates from natural resource of homogeneous glycans is therefore a practical approach to solve this problem. We report here an optimized procedure for gram-scale production of sialylglycopeptide (SGP) containing a disialyl biantennary complex-type N-glycan from egg yolks. Our new procedure simplified the extraction process by treating the egg yolk powder with 40% acetone, avoiding massive emulsification, high-speed centrifugation, and sophisticated chromatography in reported methods. Subsequent semi-synthesis of the N-glycan core Man(3)GlcNAc oxazoline from SGP was accomplished for the first-time via glyco-trimming and successive oxazoline formation. This efficient semi-synthesis provides an alternative to the pure chemical approach that involves multi-step total synthesis and facilitates the application of endo-glycosidase-enabled chemoenzymatic synthesis of various homogeneous glycoconjugates. (C) 2014 Elsevier Ltd. All rights reserved.
关键词	Egg yolk Sialylglycopeptide Man3GlcNAc oxazoline Chemoenzymatic transglycosylation
收录类别	SCI ; IC ; EI
语种	英语
资助项目	Shanghai Pujiang Talent Program[13PJ1410200]
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry
WOS类目	Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
WOS记录号	WOS:000341874600009
出版者	ELSEVIER SCI LTD
EI入藏号	20143418092625
EI主题词	Acetone ; Chromatography ; Emulsification ; Polysaccharides
EI分类号	Chemical Operations:802.3 ; Organic Compounds:804.1
WOS关键词	BETA-N-ACETYLGLUCOSAMINIDASE ; ENDOHEXOSAMINIDASE-CATALYZED GLYCOSYLATION ; COMPLEX-TYPE OLIGOSACCHARIDES ; CHEMOENZYMATIC SYNTHESIS ; MICROBIAL ENDOGLYCOSIDASE ; GLYCOPROTEIN-SYNTHESIS ; SUGAR OXAZOLINES ; RECEPTOR-BINDING ; QUALITY-CONTROL ; GLYCOPEPTIDE
原始文献类型	Article
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/2371
专题	iHuman研究所 iHuman研究所_PI研究组_程建军组
通讯作者	Dong, Jinhua
作者单位	1.Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang 110016, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China 3.ShanghaiTech Univ, iHuman Inst, Shanghai 201210, Peoples R China
推荐引用方式 GB/T 7714	Sun, Bingyang,Bao, Wenzheng,Tian, Xiaobo,et al. A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man(3)GlcNAc oxazoline[J]. CARBOHYDRATE RESEARCH,2014,396:62-69.
APA	Sun, Bingyang.,Bao, Wenzheng.,Tian, Xiaobo.,Li, Mingjing.,Liu, Hong.,...&Huang, Wei.(2014).A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man(3)GlcNAc oxazoline.CARBOHYDRATE RESEARCH,396,62-69.
MLA	Sun, Bingyang,et al."A simplified procedure for gram-scale production of sialylglycopeptide (SGP) from egg yolks and subsequent semi-synthesis of Man(3)GlcNAc oxazoline".CARBOHYDRATE RESEARCH 396(2014):62-69.