2-Deoxy-2-valeramido-α-D-glucopyranose | 7356-84-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Deoxy-2-valeramido-α-D-glucopyranose
• 英文别名: N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]pentanamide
• CAS: 7356-84-5
• 化学式: C₁₁H₂₁NO₆
• 分子量: 263.291
• InChiKey: FNSCSLWWUFMYHX-QVDPWDGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  119
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  戊酸酐 、 2-氨基-2-脱氧葡萄糖盐酸盐 在 吡啶 、 sodium methylate 作用下， 生成 2-Deoxy-2-valeramido-α-D-glucopyranose
  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

表征谱图