通过哺乳动物唾液酸转移酶制备唾液酸糖缀合物的Legionaminic酸类似物。
Preparation of legionaminic acid analogs of sialo-glycoconjugates by means of mammalian sialyltransferases.
作者信息
Watson David C, Wakarchuk Warren W, Gervais Christian, Durocher Yves, Robotham Anna, Fernandes Steve M, Schnaar Ronald L, Young N Martin, Gilbert Michel
机构信息
Human Health Therapeutics, National Research Council Canada, 100 Sussex Drive, Ottawa, ON, K1A 0R6, Canada.
Department of Chemistry and Biology, Ryerson University, 350 Victoria St., Toronto, ON, M5B 2K3, Canada.
出版信息
Glycoconj J. 2015 Dec;32(9):729-34. doi: 10.1007/s10719-015-9624-4. Epub 2015 Oct 9.
Legionaminic acids are analogs of sialic acid that occur in several bacteria. The most commonly occurring form is Leg5Ac7Ac, which differs from Neu5Ac only at the C7 (acetamido) and C9 (deoxy) positions. While these differences greatly reduce the susceptibility of Leg compounds to sialidases, several sialyltransferases have been identified that can use CMP-Leg5Ac7Ac as a donor (Watson et al. 2011). We report the successful modification with Leg5Ac7Ac of a glycolipid, GM1a, and two glycoproteins, interferon-α2b and α1-antitrypsin, by means of two mammalian sialyltransferases, namely porcine ST3Gal1 and human ST6Gal1. The Leg5Ac7Ac form of GD1a was not recognized by the myelin-associated glycoprotein (MAG, Siglec-4), confirming the importance of the glycerol moiety in the interaction of sialo-glycans with Siglecs.
军团氨糖酸是存在于多种细菌中的唾液酸类似物。最常见的形式是Leg5Ac7Ac，它与Neu5Ac仅在C7（乙酰氨基）和C9（脱氧）位置有所不同。虽然这些差异大大降低了Leg化合物对唾液酸酶的敏感性，但已鉴定出几种可以使用CMP-Leg5Ac7Ac作为供体的唾液酸转移酶（沃森等人，2011年）。我们报告了通过两种哺乳动物唾液酸转移酶，即猪ST3Gal1和人ST6Gal1，成功地用Leg5Ac7Ac修饰了一种糖脂GM1a以及两种糖蛋白，即干扰素-α2b和α1-抗胰蛋白酶。GD1a的Leg5Ac7Ac形式未被髓鞘相关糖蛋白（MAG，Siglec-4）识别，这证实了甘油部分在唾液酸聚糖与Siglecs相互作用中的重要性。
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