Succinimidyl glutarate

Unlike the succinimidyl succinate or succinimidyl glutarate activation methods, SC chemistry does not suffer from the presence of a labile ester bond. The intermediate reactive NHS carbonate may hydrolyze in aqueous solution to release NHS and CO2, essentially regenerating... 

Abuchowski et al. (1984). A method for the succinylation of mPEG can be found in Section 1.3. Subsequent formation of the NHS ester derivatives of these acylated PEG compounds produce a highly reactive polymer that can be used to modify amine-containing molecules under mild conditions and with excellent yields (Figs. 376 and 377). The main deficiency of the succinimidyl succinate or succinimidyl glutarate activation procedures is the potential for hydrolysis of the ester bond formed by acylation of the hydroxyl groups of PEG. 

Unlike the succinimidyl succinate or succinimidyl glutarate activation methods, succinimidyl carbonate chemistry does not suffer from the presence of a labile ester bond. The intermediate carbonate may hydrolyze in aqueous solution to release NHS and C02, essentially regenerating the underivatized PEG hydroxyl. After coupling to amine-containing molecules, however, the resultant carbamate linkage stabilizes the chemistry to the point that a modified molecule will not lose PEG by hydrolytic cleavage. For these reasons, the succinimidyl carbonate method of PEG activation and... 

BS3, bis(sulfosuccinimidyl) suberate DSG, disuccinimidyl glutarate DSS, disuccinimidyl suberate GTA, glutaraldehyde HMDI, hexamelhylene diisocyanale PQQ, pyrroloquinoline quinine THPP, tris(hydroxymethyl)phosphino-propionic acid TSAT, Iris-succinimidyl aminolriacetrate. 

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