sialate O-acetylesterase | 89400-31-7

• 分子结构分类: 水解酶 - 作用于酯键 - 羧酸酯水解酶
• 英文名称: sialate O-acetylesterase
• 英文别名: N-acetylneuraminate acetyltransferase；sialate 9(4)-O-acetylesterase；sialidase；Arthrobacter ureafaciens sialidase
• CAS: 89400-31-7

反应信息

• 作为试剂：
  描述：

  α-O-methyl-neuraminic acid 在 sialate O-acetylesterase sodium azide 、 碳酸氢铵 作用下， 以 甲醇 、 水 为溶剂， 反应 28.0h， 生成 ammonium 3,5-dideoxy-5-thioacetamido-D-glycero-D-galacto-2-nonulopyranosonate
  参考文献：
  名称：

  Synthesis of 5-N- and 9-N-thioacylated sialic acids

  摘要：

  N-Thioacylation of neuraminic acid methyl alpha-glycoside (5) with O-ethyl thioformate (1), methyl dithioacetate (2), and methyl dithiopropionate (3) afforded N-thioformyl, N-thioacetyl, and N-thiopropionyl neuraminic acid derivatives 6a-c in high yield. Cleavage of the glycosides was accomplished either by acid hydrolysis or by sialidase treatment. Alternatively, 5-N-thioacylneuraminic acids were produced from the corresponding N-thioacyl-D-mannosamines 7a-c and pyruvate employing N-acetylneuraminate pyruvate lyase. The sialidase-resistant methyl alpha-thioglycoside of N-thioacetylneuraminic acid (10) was also prepared. N-Acetyl-9-deoxy-9-thioacetamido neuraminic acid (19) was obtained either directly by reaction of N-acetyl-9-amino-9-deoxyneuraminic acid (17) with methyl dithioacetate (2) or via its methyl alpha-glycoside 18. Compound 17 was produced from the methyl a-glycoside of 9-O-tosylated methyl ester 12 via the azide 13. -For the 5-N-thioacyl sialic acids 6a-c and 8a-c as well as for the 9-deoxy-9-thioacetamido derivatives 18 and 19 some biological properties are reported.

  DOI：

  10.1016/s0040-4020(01)90473-9