αGalNAc(1->3)<αFuc(1->2)>βGal-O-(CH2)8COCH3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: αGalNAc(1->3)<αFuc(1->2)>βGal-O-(CH2)8COCH3
• 英文别名: α-GalpNAc-(1->3)-[α-Fucp-(1->2)-]-β-Galp-O-(CH2)8COOMe；αGalNAc(1->3)[αFuc(1->2)]βGal-O-(CH2)8COCH3；methyl 9-[(2R,3R,4S,5S,6R)-4-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxynonanoate
• 化学式: C₃₀H₅₃NO₁₇
• 分子量: 699.747
• InChiKey: ANKSCIXERJDSLW-GEDKKDBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  273
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt 、 αFuc(1->2)βGal-O-(CH2)8COOCH3 在 sodium cacodylate 、 manganese(ll) chloride 作用下， 反应 7.0h， 生成 αGalNAc(1->3)<αFuc(1->2)>βGal-O-(CH2)8COCH3
  参考文献：
  名称：

  Rapid production of a panel of blood group A-active oligosaccharides using chemically synthesized di- and tri-saccharide primers and an easily prepared porcine (1 → 3)-α-N-acetyl-d-galactosaminyltransferase

  摘要：

  A porcine (1 --> 3)-alpha-N-acetyl-D-galactosaminyltransferse was obtained in a state suitable for preparative-scale (mg-scale) synthesis using simple procedures requiring only three days of effort. The enzyme thus prepared transferred GalNAc efficiently from UDP-GalNAc to six different chemically synthesized di- and tri-saccharide H-active structures to yield blood-group A-active oligosaccharides that were characterized by H-1 NMR spectroscopy and mass spectrometry. This work further demonstrates the efficiency and attractiveness of using glycosyltransferases in a combined chemoenzymatic approach for the rapid production of biologically active oligosaccharides.

  DOI：

  10.1016/0008-6215(93)84212-o

文献信息

• US4195174A
  申请人：——

  公开号：US4195174A

  公开（公告）日：1980-03-25
• US4308376A
  申请人：——

  公开号：US4308376A

  公开（公告）日：1981-12-29
• US4362720A
  申请人：——

  公开号：US4362720A

  公开（公告）日：1982-12-07
• Rapid production of a panel of blood group A-active oligosaccharides using chemically synthesized di- and tri-saccharide primers and an easily prepared porcine (1 → 3)-α-N-acetyl-d-galactosaminyltransferase
  作者：Catharine A. Compston、Caro Condon、H.Rizk Hanna、M.Abdul Mazid

  DOI：10.1016/0008-6215(93)84212-o

  日期：1993.2

  A porcine (1 --> 3)-alpha-N-acetyl-D-galactosaminyltransferse was obtained in a state suitable for preparative-scale (mg-scale) synthesis using simple procedures requiring only three days of effort. The enzyme thus prepared transferred GalNAc efficiently from UDP-GalNAc to six different chemically synthesized di- and tri-saccharide H-active structures to yield blood-group A-active oligosaccharides that were characterized by H-1 NMR spectroscopy and mass spectrometry. This work further demonstrates the efficiency and attractiveness of using glycosyltransferases in a combined chemoenzymatic approach for the rapid production of biologically active oligosaccharides.