Phosphine-mediated one-pot thiol-ene "click'' approach to polymer-protein conjugates

被引:102
作者
Jones, Mathew W. [1 ]
Mantovani, Giuseppe [2 ]
Ryan, Sinead M. [3 ,4 ]
Wang, Xuexuan [3 ,4 ]
Brayden, David J. [3 ,4 ]
Haddleton, David M. [1 ]
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[2] Univ Nottingham, Sch Pharm, Nottingham NG7 2RD, England
[3] Univ Coll Dublin, Sch Agr Food Sci & Vet Med, Dublin 4, Ireland
[4] Univ Coll Dublin, Conway Inst, Dublin 4, Ireland
基金
爱尔兰科学基金会;
关键词
SITE-SPECIFIC PEGYLATION; NATIVE DISULFIDE BONDS; THERAPEUTIC PROTEINS; ORTHOGONAL SYNTHESIS; CHEMISTRY; REDUCTION; EFFICIENT; DELIVERY; ROBUST; BRIDGE;
D O I
10.1039/b906865a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We employ water-soluble organic phosphines as key reagents in a one-pot synthetic protocol where a (poly)peptide disulfide bridge is first reduced followed by subsequent reaction of the two thiols in situ with poly(monomethoxy ethylene glycol)-(meth) acrylates (p(mPEG)(M)A); we use salmon calcitonin (sCT) as a disulfide bridge-containing peptide, which contains a disulfide bridge-Cys1-Cys7-that can be reduced to give two sulfhydryl units available for thiol functionalisation; bioactivity is retained.
引用
收藏
页码:5272 / 5274
页数:3
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