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Synthesis and Biological Activities of Xyloglucan Trisaccharides
Liu Hong-Mei1,3; Bai Xue-Fang1; Du Yu-Guang1; Du Yu-Guo2,3
KeywordXyloglucan Oligosaccharide Tobacco Growth Regulator
Source PublicationCHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE
2009-12-10
Volume30Issue:12Pages:2396-2399
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordPLANT-CELL WALL ; REPEATING UNIT ; OLIGOSACCHARIDES ; GROWTH ; ELONGATION ; ANTIGEN
AbstractNative xyloglucan oligosaccharides are a kind of growth regulator in plant development. A xyloglucan trisaccharide: alpha-D-xylopyranosyl-(1, 6) -beta-D-glucopyranosyl-(1, 4)-D-glucopyranose (1) and its derivatives were synthesized by three monosaccharide units. Glycosylation of isopropyl 2, 3-di-O-acetyl-4, 6-O-benzylidene-1-thio-beta-D-glucopyranoside (3) as the donor with 4-methoxyphenyl 2,3 6-tri-O-benzoyl-beta-D-glucopyranoside(4) gave disaccharide(5). Deprotection of 4,6-O-benzylidene of compound 5 gave 6 as disaccharide acceptor. Then coupling of isopropyl 2,3 4-tri-O-benzyl-1-thio-beta-D-xylopyranoside(2) with 6 afforded alpha and beta trisaccharides(7) and separation of compound 7 gave 8(alpha) and 9 (beta). Global deprotection of compound 8 obtained trisaccharide 1. The whole route involves five steps and the total yield is 15%. Synthetic trisaccharides were added to the culture medium to detect their effects on tobacco growth. The results show that three synthesized oligosaccharides promote the growth of tobacco at the level of 1 mg/L. These results suggest that synthesized trisaccharides may be good prospects for the application in the control of plant growth.
Language英语
WOS IDWOS:000273792900014
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/141485
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, Nat Prod & Glycoconjugate Res Grp 1805, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Ecoenvironm Sci Res Ctr, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China
3.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Liu Hong-Mei,Bai Xue-Fang,Du Yu-Guang,et al. Synthesis and Biological Activities of Xyloglucan Trisaccharides[J]. CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,2009,30(12):2396-2399.
APA Liu Hong-Mei,Bai Xue-Fang,Du Yu-Guang,&Du Yu-Guo.(2009).Synthesis and Biological Activities of Xyloglucan Trisaccharides.CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,30(12),2396-2399.
MLA Liu Hong-Mei,et al."Synthesis and Biological Activities of Xyloglucan Trisaccharides".CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE 30.12(2009):2396-2399.
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