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在C-5位结构多样的2,3-二脱氢-2-脱氧唾液酸及其对霍乱弧菌唾液酸酶的反应

2,3-Didehydro-2-deoxysialic acids structurally varied at C-5 and their behaviour towards the sialidase from Vibrio cholerae.

作者信息

Schreiner E, Zbiral E, Kleineidam R G, Schauer R

机构信息

Institut für Organische Chemie, Universität Wien, Austria.

出版信息

Carbohydr Res. 1991 Sep 2;216:61-6. doi: 10.1016/0008-6215(92)84150-q.

DOI:10.1016/0008-6215(92)84150-q
PMID:1797392
Abstract

2,3-Didehydro-2-deoxy-N-trifluoroacetylneuraminic acid (5-trifluoroacetyl-Neu2en) (3) has been synthesised from Neu5Ac2en (1) by hydrazinolysis, to give Neu2en (2), followed by N-trifluoroacetylation. 2,3-Didehydro-2,3-dideoxy-D-glycero-D-galacto-2-nonulopyranoson ic acid (Kdn2en, 8) and 5-azido-2,3-didehydro-2,3,5-trideoxy-D-glycero-D-galacto-2-nonu lopyranosonic acid (5-azido-5-deoxy-Kdn2en, 9) have been prepared from the acetylated methyl esters of Kdn (4) and 5-azido-5-deoxy-Kdn (5) via Zemplén saponification. The behaviour of the above 2,3-didehydro-2-deoxysialic acids towards Vibrio cholerae sialidase has been investigated.

摘要

通过肼解由Neu5Ac2en（1）合成了2,3-二脱氢-2-脱氧-N-三氟乙酰神经氨酸（5-三氟乙酰-Neu2en）（3），得到Neu2en（2），然后进行N-三氟乙酰化。由Kdn（4）和5-叠氮基-5-脱氧-Kdn（5）的乙酰化甲酯经泽普伦皂化反应制备了2,3-二脱氢-2,3-二脱氧-D-甘油-D-半乳糖-2-壬酮糖醛酸（Kdn2en，8）和5-叠氮基-2,3-二脱氢-2,3,5-三脱氧-D-甘油-D-半乳糖-2-壬酮糖醛酸（5-叠氮基-5-脱氧-Kdn2en，9）。已经研究了上述2,3-二脱氢-2-脱氧唾液酸对霍乱弧菌唾液酸酶的作用。

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1
2,3-Didehydro-2-deoxysialic acids structurally varied at C-5 and their behaviour towards the sialidase from Vibrio cholerae.在C-5位结构多样的2,3-二脱氢-2-脱氧唾液酸及其对霍乱弧菌唾液酸酶的反应
Carbohydr Res. 1991 Sep 2;216:61-6. doi: 10.1016/0008-6215(92)84150-q.
2
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引用本文的文献

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A facile microwave-assisted protocol for rapid synthesis of -acetylneuraminic acid congeners.
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