6'-amino-6'-deoxymaltotriose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6'-amino-6'-deoxymaltotriose
• 英文别名: Glc(a1-4)Glc6N(a1-4)Glc；(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-2-(aminomethyl)-4,5-dihydroxy-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₈H₃₃NO₁₅
• 分子量: 503.458
• InChiKey: UVUBJZGJGXHUNG-DZOUCCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.1
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  275
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  α-环糊精 在 palladium on activated charcoal 氢气 作用下， 以 水 为溶剂， 生成 6'-amino-6'-deoxymaltotriose
  参考文献：
  名称：

  Strong competitive inhibition of porcine pancreaticalpha-amylase by aminodeoxy derivatives of maltose and maltotriose

  摘要：

  The syntheses are described of 6-amino-6-deoxymaltose (2), the 6-amino-6-deoxy (4), 6'-amino-6'-deoxy (6), and 6''-amino-6''-deoxy (8) derivatives of maltotriose, and the methyl alpha- (10) and beta-glycoside (12) and the 1-deoxy derivative (16) of 4. The K(i) values (muM) of these competitive inhibitors of porcine pancreatic alpha-amylase were: 2, 88; 4, 1.9; 6, 2.0; 8, 175; 10, 360; 12, 9000; 16, 7600 (cf. 1800 for maltotriose and 3000 for methyl alpha-maltotrioside). The low values for 4 and 6 reflect reinforcement of the normal binding by ionic attraction and possibly, interaction of the reducing end groups with the protein.

  DOI：

  10.1016/s0008-6215(92)84241-j

文献信息

• Strong competitive inhibition of porcine pancreaticalpha-amylase by aminodeoxy derivatives of maltose and maltotriose
  作者：Jochen Lehmann、Markus Schmidt-Schuchardt、Jürgen Steck

  DOI：10.1016/s0008-6215(92)84241-j

  日期：1992.12

  The syntheses are described of 6-amino-6-deoxymaltose (2), the 6-amino-6-deoxy (4), 6'-amino-6'-deoxy (6), and 6''-amino-6''-deoxy (8) derivatives of maltotriose, and the methyl alpha- (10) and beta-glycoside (12) and the 1-deoxy derivative (16) of 4. The K(i) values (muM) of these competitive inhibitors of porcine pancreatic alpha-amylase were: 2, 88; 4, 1.9; 6, 2.0; 8, 175; 10, 360; 12, 9000; 16, 7600 (cf. 1800 for maltotriose and 3000 for methyl alpha-maltotrioside). The low values for 4 and 6 reflect reinforcement of the normal binding by ionic attraction and possibly, interaction of the reducing end groups with the protein.