化学
酮
细胞
生物化学
低聚糖
唾液酸
亲和素
酰肼
结合
生物素
生物素化
功能群
化学改性
有机化学
数学分析
数学
聚合物
作者
Lara K. Mahal,Kevin J. Yarema,Carolyn R. Bertozzi
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:1997-05-16
卷期号:276 (5315): 1125-1128
被引量:729
标识
DOI:10.1126/science.276.5315.1125
摘要
Cell surface oligosaccharides can be engineered to display unusual functional groups for the selective chemical remodeling of cell surfaces. An unnatural derivative of N-acetyl-mannosamine, which has a ketone group, was converted to the corresponding sialic acid and incorporated into cell surface oligosaccharides metabolically, resulting in the cell surface display of ketone groups. The ketone group on the cell surface can then be covalently ligated under physiological conditions with molecules carrying a complementary reactive functional group such as the hydrazide. Cell surface reactions of this kind should prove useful in the introduction of new recognition epitopes, such as peptides, oligosaccharides, or small organic molecules, onto cell surfaces and in the subsequent modulation of cell-cell or cell-small molecule binding events. The versatility of this technology was demonstrated by an example of selective drug delivery. Cells were decorated with biotin through selective conjugation to ketone groups, and selectively killed in the presence of a ricin A chain-avidin conjugate.
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