抗冻糖蛋白的简易固相合成
Facile solid-phase synthesis of an antifreeze glycoprotein.
作者信息
Tseng P H, Jiaang W T, Chang M Y, Chen S T
机构信息
Institute of Biological Chemistry, Academia Sinica, Nankang, Taipei, Taiwan.
出版信息
Chemistry. 2001 Feb 2;7(3):585-90. doi: 10.1002/1521-3765(20010202)7:3<585::aid-chem585>3.0.co;2-6.
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-(Ac4-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.
抗冻糖蛋白（AFGPs）由重复的三肽单元（Ala-Thr-Ala）组成，其中苏氨酸残基被二糖β-D-半乳糖-（1→3）-α-D-氨基半乳糖糖基化。已开发出一种使用Fmoc-（Ac4-β-D-半乳糖-（1→3）-亚苄基-α-D-氨基半乳糖）苏氨酸-OH（10）作为构建块合成AFGPs的新方法。AFGPs（n = 4, 8）的全合成总产率分别为61%和33%，证明了该方法的实用性。合成的AFGPs 1（n = 4, 8）在圆二色光谱中显示出与天然AFGPs相似的构象。
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