Systemic Fluorescence Imaging of Zebrafish Glycans with Bioorthogonal Chemistry.

Systemic Fluorescence Imaging of Zebrafish Glycans with Bioorthogonal Chemistry.
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DOI:
10.1002/anie.201504249
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发表时间:
2015-09-21
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Bertozzi CR
Bertozzi CR
中科院分区:
其他
文献类型:
--
作者:
Agarwal P;Beahm BJ;Shieh P;Bertozzi CR

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脊椎动物的聚糖构成了一个庞大的,重要的,和动态的翻译后修饰,是出了名的难以操纵和图像。尽管化学报告策略已与生物正交化学结合使用,以成像活斑马鱼的外部糖基化状态并检测小鼠中的肿瘤相关聚糖,但在活生物体内全身成像聚糖的能力仍然难以捉摸。在这里,我们报告了一种方法,结合代谢纳入的环辛炔官能化的唾液酸衍生物与连接反应的荧光四嗪,允许成像的唾液酸化糖缀合物活斑马鱼胚胎内。
Vertebrate glycans constitute a large, important, and dynamic set of post-translational modifications that are notoriously difficult to manipulate and image. Although the chemical reporter strategy has been used in conjunction with bioorthogonal chemistry to image the external glycosylation state of live zebrafish and detect tumor-associated glycans in mice, the ability to image glycans systemically within a live organism has remained elusive. Here, we report a method that combines the metabolic incorporation of a cyclooctyne-functionalized sialic acid derivative with a ligation reaction of a fluorogenic tetrazine, allowing for the imaging of sialylated glycoconjugates within live zebrafish embryos.