Methyl-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyethyl)-3-O-4)-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyethyl)>-α-D-mannopyranoside | 146671-97-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyethyl)-3-O-4)-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyethyl)>-α-D-mannopyranoside
• CAS: 146671-97-8
• 化学式: C₃₃H₅₈N₂O₂₃
• 分子量: 850.823
• InChiKey: TXNHHDCNMZOJFN-BHZLOFBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.77
• 重原子数：
  58.0
• 可旋转键数：
  19.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  373.03
• 氢给体数：
  13.0
• 氢受体数：
  23.0

反应信息

• 作为产物：
  描述：

  uridine 5'-diphospho-β-D-galactose 、 Methyl-3,6-di-O-(2'-acetamido-2'-desoxy-β-D-glucopyranosyloxyethyl)-α-D-mannopyranosid 在 bovine (1->4)-β-D-galactosyltransferase 、 UDP-galactose-4-epimerase 作用下， 以 水 为溶剂， 反应 48.0h， 以24%的产率得到Methyl-3,6-di-O-4)-(2-acetamido-2-deoxy-β-D-glucopyranosyloxyethyl)>-α-D-mannopyranoside
  参考文献：
  名称：

  Spacer-modified trisaccharide glycosides that mimic the biantennary Asn-linked oligosaccharide acceptor of (1 → 4)-β-d-galactosyltransferase and can be used as competitive inhibitors and for irreversible deactivation

  摘要：

  The biantennary spacer-modified trisaccharide glycoside methyl 3,6-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyloxyethyl)-alpha-D-mannopyranoside (5) was synthesised and used together with several 2-acylamino-2-deoxy-D-glucose derivatives in competition experiments with beta-D-galactosyltransferase. CoMpound 5 was an acceptor substrate (K(M) 0.18 mM) comparable to the biantennary core heptasaccharide of glycoproteins (K(M) 0.13 mM). Replacing the N-acetyl group by other N-acyl groups did not alter the kinetic parameters significantly. When the N-acyl group was iodoacetyl, the compound was an irreversible inhibitor,

  DOI：

  10.1016/s0008-6215(00)90926-1