ORGN 942 |
| Current protocols for the synthesis of Fc site-specific bioconjugates utilize various thiol protection strategies. While this prevents reactivity with the antibody, subsequent deprotection steps can lead to either a reduced yield or lowered activity. We have developed a new strategy that uses a lower pH to protect, through protonation, the reactive thiol. Using hydrazides instead of amines, reactivity to the oxidized glycosylated region is not affected by the lower pH. Actually, the lower pKa of the hydrazide results in an overall rate enhancement in an acidic system. Here we report bioconjugates synthesized by means of this methodology with a wide variety of novel mercaptohydrazide linkers. In addition, in situ hybridization staining with these conjugates has enabled visualization of single gene copies with minimal background. |
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Proteins, Peptides, Amino Acids, and Enzyme Inhibitors
1:00 PM-5:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 131, Oral
Division of Organic Chemistry |