Reversible Lysine Modification on Proteins by Using Functionalized Boronic Acids

被引：35

作者：

Cal, Pedro M. S. D. ^{[1
]}

Frade, Raquel F. M. ^{[1
]}

Cordeiro, Carlos ^{[2
]}

Gois, Pedro M. P. ^{[1
]}

机构：

[1] Univ Lisbon, Res Inst Med & Pharmaceut Sci iMed UL, Fac Pharm, P-1649003 Lisbon, Portugal

[2] Univ Lisbon, Chem & Biochem Ctr, Fac Sci, P-1749016 Lisbon, Portugal

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 22期

关键词：

boronic acids; conjugation; cycloaddition; drug design; protein modifications; CANCER; CHEMISTRY;

D O I：

10.1002/chem.201500127

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Iminoboronates have been utilized to successfully install azide and alkyne bioorthogonal functions on proteins, which may then be further reacted with their bioorthogonal counterparts. These constructs were also used to add polyethylene glycol (PEG) to insulin, a modification which has been shown to be reversible in the presence of fructose. Finally, iminoboronates were used to assemble a folic acid/paclitaxel small-molecule/drug conjugate in situ with an IC(50)value of 20.7nM against NCI-H460 cancer cells and negligible cytotoxicity against the CRL-1502 noncancer cells.

引用

页码：8182 / 8187

页数：6

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