Facile solid-phase synthesis of an antifreeze glycoprotein

被引:0
|
作者
Tseng, PH [1 ]
Jiaang, WT [1 ]
Chang, MY [1 ]
Chen, ST [1 ]
机构
[1] Acad Sinica, Inst Biol Chem, Taipei 115, Taiwan
关键词
antifreeze; glycoproteins; peptides; solid-phase synthesis; T-F antigen;
D O I
10.1002/1521-3765(20010202)7:3<585::AID-CHEM585>3.0.CO;2-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The antifreeze glycoproteins (AFGPs) 1 are composed of a repeating tripeptide unit (Ala-Thr-Ala) in which the threonine residue is glycosylated with the disaccharide beta -D-Gal-(1-->3)-alpha -D-GalNAc. A new procedure for synthesizing AFGPs using Fmoc-(Ac-4-beta -D-Gal-(1-->3)-benzylidene-alpha -D-GalNAc)Thr-OH (10) as a building block has been developed. Total synthesis of the AFGPs (n = 4, 8) in overall yields of 61 % and 33 %, respectively, has demonstrated the usefulness of the method. The synthetic AFGPs 1 (n = 4, 8) showed a similar conformation to the native AFGPs in their circular dichroism spectra.
引用
收藏
页码:585 / 590
页数:6
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