CAJ | 학술논문

天然木葡聚糖类寡糖是一类对植物生长具有调节作用的寡糖,本文以3个单糖组分为原料,经5步合成了一种木葡聚糖三糖(1)(总产率15%),以及该三糖的糖苷缀合物1a及其异构体1b.利用糖基化立体选择性原则,一步偶联反应同时得到所需的α,β连接产物,整个合成路线高效简捷.活性测试结果表明,3种目标寡糖在1 mg/L浓度下,对烟草的生长均显示出一定的促进作用,表明所合成的3种寡糖有望发展成为植物生长促进剂.
천연목포취당류과당시일류대식물생장구유조절작용적과당,본문이3개단당조분위원료,경5보합성료일충목포취당삼당(1)(총산솔15%),이급해삼당적당감철합물1a급기이구체1b.이용당기화입체선택성원칙,일보우련반응동시득도소수적α,β련접산물,정개합성로선고효간첩.활성측시결과표명,3충목표과당재1 mg/L농도하,대연초적생장균현시출일정적촉진작용,표명소합성적3충과당유망발전성위식물생장촉진제.
Native xyloglucan oligosaccharides are a kind of growth regulator in plant development. A xyloglucan trisaccharide : α-D-xylopyranosyl- ( 1,6 ) -β-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, 6-0-benzylidene-1-thio-β-D-glucopyranoside(3) as the donor with 4-methoxyphenyl 2,3,6-tri-O-benzoyl-β-D-glu-copyranoside (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-β-D-xylopyranoside(2) with 6 afforded a and β trisaccharides(7) and separation of compound 7 gave 8(α) and 9(/3β). 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.