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Palladium-Catalyzed Oxidation of Glucose in Glycopeptides**
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2022-06-13 , DOI: 10.1002/ejoc.202200677
Niels R.M. Reintjens 1 , Liubov Yakovlieva 1 , Nittert Marinus 1 , Johan Hekelaar 1 , Francesca Nuti 2 , Anna Maria Papini 2 , Martin D. Witte 1 , Adriaan J. Minnaard 1 , Marthe Walvoort 3
Affiliation  

The development of selective labeling methods to investigate protein glycosylation is a current challenge in glycobiology. This work reports the Pd-catalyzed oxidation of glucosides in pure glucopeptides and tryptic digest mixtures by using a previously reported method to selectively oxidize the C3-position of unprotected carbohydrates with [(neocuproine)PdOAc]2OTf2 as catalyst. The obtained keto-group was further functionalized with a biotin handle through oxime-ligation.

中文翻译:

钯催化的糖肽中葡萄糖的氧化**

开发用于研究蛋白质糖基化的选择性标记方法是糖生物学的当前挑战。这项工作报告了 Pd 催化的葡萄糖苷在纯糖肽和胰蛋白酶消化混合物中的氧化,方法是使用先前报道的方法以 [(neocuproine)PdOAc] 2 OTf 2作为催化剂选择性氧化未保护碳水化合物的 C3 位。获得的酮基通过肟连接用生物素手柄进一步官能化。
更新日期:2022-06-13
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