日本質量分析学会 第66回質量分析総合討論会

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ポスター発表

第1日 5月15日(火)  ポスター会場

新規反応系導入によるシアル酸結合様式特異的修飾法SALSATMの改良と高汎用化

(1島津2北大院医)
o西風隆司1花松久寿2古川潤一2関谷禎規1岩本慎一1田中耕一1

Sialic acids often exist on the non-reducing end of various types of glycans and bind to the adjacent glycan residues via mainly α2,3-/α2,6-linkages. In order to discriminate the linkage types by mass spectrometry various chemical derivatization methods have been developed. They employ a common approach: α2,6-linked sialic acids react with external nucleophiles, whereas α2,3-linked sialic acids form lactones by intramolecular dehydration under the same reaction conditions. The resulting mass difference allows the direct discrimination of sialyl linkage isomers. Recently, several improved methods adopting two-step derivatization, which contains an additional lactone stabilization process, have been developed. We have also developed SALSATM (sialic acid linkage-specific alkylamidation) method based on sequential alkylamidation. These two-step derivatization methods, however, require long total reaction times and laboring experimental procedures such as multiple clean-up steps, reducing practical usefulness. In this work, we developed an improved two-step method which contains novel lactone stabilization process. The novel lactone stabilization developed here is an almost instantaneous reaction, and thereby total reaction time can be shortened. Experimental procedures can also be simplified, making the two-step derivatization more useful and versatile.