Simultaneous and sialic acid linkage-specific N- and O-linked glycan analysis by ester-to-amide derivatization
Simultaneous and sialic acid linkage-specific N- and O-linked glycan analysis by ester-to-amide derivatization
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通过酯到酰胺衍生化同时进行唾液酸键特异性 N 和 O 连接聚糖分析
DOI：
10.1007/s10719-023-10109-8
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发表时间：
2023
影响因子：
3
通讯作者：
Furukawa Jun-ichi
中科院分区：
文献类型：
--
作者：
Hanamatsu Hisatoshi;Miura Yoshiaki;Nishikaze Takashi;Yokota Ikuko;Homan Kentaro;Onodera Tomohiro;Hayakawa Yoshihiro;Iwasaki Norimasa;Furukawa Jun-ichi
糖蛋白中与丝氨酸或苏氨酸残基连接的o -聚糖的表征主要是通过化学反应方法实现的，因为没有已知的no -聚糖特异性内糖苷酶。大多数sto -聚糖在非还原末端通过各种键被唾液酸残基修饰。在这项研究中，我们开发了一种新的方法，通过内酯驱动的酯-酰胺衍生化结合在羟胺存在下的非还原性β消除，来分析唾液酸连接特异性的o-连接聚糖。非还原性β消除释放的o -聚糖通过糖印迹法在碳水化合物和酰肼功能化聚合物之间进行化学选择性连接，然后在固相上对唾液酸残基的甲基或乙酯基进行修饰，从而得到了高效的纯化。在溶液中内酯驱动的酯-酰胺衍生化乙基-酯化糖甘聚糖，所得唾液化糖甘聚糖异构体通过质谱鉴别。结合PNGase F消化，我们对模型糖蛋白和人软骨组织进行了同步、定量和唾液酸连接特异性n -和do -连接聚糖分析。这种新颖的糖糖化方法将有助于详细表征糖蛋白上的生物学相关唾液化n -和o -聚糖。
Characterization ofO-glycans linked to serine or threonine residues in glycoproteins has mostly been achieved using chemical reaction approaches because there are no knownO-glycan-specific endoglycosidases. MostO-glycans are modified with sialic acid residues at the non-reducing termini through various linkages. In this study, we developed a novel approach for sialic acid linkage-specificO-linked glycan analysis through lactone-driven ester-to-amide derivatization combined with non-reductive β-elimination in the presence of hydroxylamine.O-glycans released by non-reductive β-elimination were efficiently purified using glycoblotting via chemoselective ligation between carbohydrates and a hydrazide-functionalized polymer, followed by modification of methyl or ethyl ester groups of sialic acid residues on solid-phase. In-solution lactone-driven ester-to-amide derivatization of ethyl-esterifiedO-glycans was performed, and the resulting sialylated glycan isomers were discriminated by mass spectrometry. In combination with PNGase F digestion, we carried out simultaneous, quantitative, and sialic acid linkage-specificN- andO-linked glycan analyses of a model glycoprotein and human cartilage tissue. This novel glycomic approach will facilitate detailed characterization of biologically relevant sialylatedN- andO-glycans on glycoproteins.
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影响因子：
4.3
作者：
Miura, Yoshiaki;Shinohara, Yasuro;Nishimurara, Shin-ichiro
通讯作者：
Nishimurara, Shin-ichiro
人血清/血浆中鞘脂的综合聚糖分析。
影响因子：
--
作者：
H. Hanamatsu;Takashi Nishikaze;J. Furukawa
通讯作者：
J. Furukawa
内酯驱动的酯到酰胺衍生化，用于唾液酸键特异性烷基酰胺化 (LEAD-SALSA)。
影响因子：
7.4
作者：
J. Furukawa;H. Hanamatsu;Takashi Nishikaze;H. Manya;Nobuaki Miura;H. Yagi;Ikuko Yokota;K. Akasaka;T. Endo;M. Kanagawa;N. Iwasaki;Koichi Tanaka
通讯作者：
Koichi Tanaka
DOI：
--
发表时间：
1984-09
期刊：
The Journal of biological chemistry
影响因子：
--
作者：
T. Plummer;J. Elder;S. Alexander;A. W. Phelan;A. Tarentino
通讯作者：
T. Plummer;J. Elder;S. Alexander;A. W. Phelan;A. Tarentino
影响因子：
4.9
作者：
Toegel S;Bieder D;André S;Altmann F;Walzer SM;Kaltner H;Hofstaetter JG;Windhager R;Gabius HJ
通讯作者：
Gabius HJ