Synthesis of oligogalacturonates conjugated to BSA
Synthesis of oligogalacturonates conjugated to BSA
复制标题
DOI：
10.1016/j.carres.2004.06.012
复制
发表时间：
2004-09-13
影响因子：
3.1
通讯作者：
Madsen, R
中科院分区：
文献类型：
--
作者：
Clausen, MH;Madsen, R
本文报道了三种在还原末端带有醛间隔基的寡聚半乳糖醛酸酯的合成。三聚半乳糖醛酸盐α-D-GalpA-（1->4）-α-D-GalpA-（1->4）-α-D-GalpA-（1-->O（CH2）（7）CHO和α-D-GalpA（Me）-（1-->4）-α-D-GalpA（Me）（1-->4）-α-D-GalpA（Me）-（1--> O（CH 2）（7）CHO以及六半乳糖醛酸盐α-D-GalpA-（1-->4）-[α-D-GalpA-（14）]（4）-α-D-GalpA（1-->O（CH 2）（7）CHO是通过半乳糖单元的逐步偶联，然后6-位的氧化制备的。α-键是通过采用正戊烯基半乳糖苷作为糖基供体和N-碘代琥珀酰亚胺/三乙基甲硅烷基三氟甲磺酸酯作为促进剂形成的。脱保护使三种目标寡聚半乳糖醛酸酯脱保护，其随后通过还原胺化与牛血清白蛋白连接。这些新糖蛋白将作为免疫原产生新的抗体，可用于定位和表征植物中的果胶。(C)2004爱思唯尔有限公司保留所有权利。
The synthesis of three oligogalacturonates with an aldehyde spacer attached at the reducing end is described. Trigalacturonates alpha-D-GalpA-(1-->4)-alpha-D-GalpA-(1-->4)-alpha-D-GalpA-(1-->O(CH2)(7)CHO and alpha-D-GalpA(Me)-(1-->4)-alpha-D-GalpA(Me)(1-->4)-alpha-D-GalpA(Me)-(1--> O(CH2)(7)CHO as well as hexagalacturonate alpha-D-GalpA-(1-->4)-[alpha-D-GalpA-(14)](4)-alpha-D-GalpA(1-->O(CH2)(7)CHO are prepared by stepwise coupling of galactose units followed by oxidation of the 6-positions. The alpha-linkages are formed by employing n-pentenyl galactosides as glycosyl donors and N-iodosuccinimide/triethylsilyl triflate as the promoter. Deprotection furnishes the three target oligogalacturonates, which are subsequently linked to bovine serum albumin by reductive amination. These neoglycoproteins will serve as immunogens for generation of new antibodies that can be used for localization and characterization of pectin in plants. (C) 2004 Elsevier Ltd. All rights reserved.