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Product information
Orthopyridyl disulfide (OPSS) PEGs are thiol-specific PEGylation reagents that react with free sulfhydryls (-SH) at a wide pH range (pH 3-10) through disulfide exchange. The newly formed disulfide (S-S) bond is unstable in a reducing environment. Thus, the bond can be cleaved to reverse the pegylation and release free thiols. PEG-NHS ester derivatives are active esters and useful reagents to pegylate proteines, peptides or any other surfaces with a free primary amino group to form stable amide bonds. The Reaction requires a neutral to alkaline pH (7 to 8.5) to proceed. However, hydrolysis competes with aminolysis of the active ester and also increases with higher pH. Thus, working with excess PEG-NHS ester is necessary to obtain high pegylation yields. The PEG butyric acid NHS ester derivative has a C4 chain directly attached to PEG. It is one of the most stable PEG NHS esters known with a hydrolysis half-life of over 20 min at pH 8.
Literature
L 96 α-OPSS-ω-NHS Active Ester PEGs
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- Kapadia, C. H.; Tian, S.; Perry, J. L.; Luft, J. C.; DeSimone, J. M. Reduction Sensitive PEG Hydrogels for Codelivery of Antigen and Adjuvant to Induce Potent CTLs. Mol. Pharm. 2016, 13 (10), 3381-3394. doi: 10.1021/acs.molpharmaceut.6b00288
- Yang, J.; Li, Q.; Yang, X.; Feng, Y.; Ren, X.; Shi, C.; Zhang, W. Multitargeting Gene Delivery Systems for Enhancing the Transfection of Endothelial Cells. Macromol. Rapid Commun. 2016, 37 (23), 1926-1931. doi: 10.1002/marc.201600345