αGalNAc(1->3)<αFuc(1->2)>βGal(1->4)βGlcNAc-O-(CH2)8COOCH3

• 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(1->4)βGlcNAc-O-(CH2)8COOCH3
• 英文别名: αGalNAc(1->3)[αFuc(1->2)]βGal(1->4)βGlcNAc-O-(CH2)8COOCH3；methyl 9-[(2R,3R,4R,5S,6R)-3-acetamido-5-[(2S,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]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonanoate
• 化学式: C₃₈H₆₆N₂O₂₂
• 分子量: 902.942
• InChiKey: BBMCOKCMJFCBBZ-OFWKPKAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  62
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  361
• 氢给体数：
  12
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  8-methoxycarbonyloctyl 2-acetamido-2-deoxy-<4-O-(2-O-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 、 P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt 在 sodium cacodylate 、 manganese(ll) chloride 作用下， 反应 7.0h， 生成 αGalNAc(1->3)<αFuc(1->2)>βGal(1->4)βGlcNAc-O-(CH2)8COOCH3
  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

• 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.