کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5211643 1382963 2007 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
New active poly(ethylene glycol) derivative for amino coupling
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
New active poly(ethylene glycol) derivative for amino coupling
چکیده انگلیسی
The synthesis and characterization of an active poly(ethylene glycol) (PEG) derivative with new properties has been afforded starting from a side reaction of N-hydroxysuccinimide (NHS) in presence of N,N-dicyclohexylcarbodiimide (DCC). In particular, a ring opening of NHS in presence of DCC forms a β-alanine active derivative, through Lossen rearrangement, which then reacts with PEG-NH2 yielding the active PEG derivative: PEG-NH-CO-βAla-NH-CO-NHS. The active group R-NH-CO-NHS showed lower reactivity towards amines and a higher stability in alkaline solution. This can be especially useful in polymer coupling to proteins, because it may lead to a better selectivity among all the amino groups present in a protein, thus yielding less heterogeneous PEG-protein conjugates mixture because only the most nucleophilic and solvent exposed amines can react. A comparison with one of the most used PEGylating agent, the PEG-succinimidyl carboxymethylate (PEG-O-CH2-CO-NHS), displayed the usefulness of this new PEG derivative for obtaining PEG-protein conjugates. Furthermore, it is of interest that the obtained protein-conjugates are slowly hydrolyzed in water releasing the free protein, therefore they can be considered protein prodrugs.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Reactive and Functional Polymers - Volume 67, Issue 6, June 2007, Pages 529-539
نویسندگان
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