6-O-α-D-galactopyranosyl-α-cyclodextrin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-α-D-galactopyranosyl-α-cyclodextrin
• 英文别名: 6-O-α-D-galactosyl-cyclomaltohexaose；6-O-α-D-galactosyl-α-cyclodextrin；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25-pentakis(hydroxymethyl)-30-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• 化学式: C₄₂H₇₀O₃₅
• 分子量: 1135.0
• InChiKey: GIZQJUDQRHMFRK-UKOOTVDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.5
• 重原子数：
  77
• 可旋转键数：
  9
• 环数：
  23.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  554
• 氢给体数：
  21
• 氢受体数：
  35

反应信息

• 作为产物：
  描述：

  α-环糊精 、 α-D-melibiose 在 coffe bean α-galactosidase 作用下， 反应 48.0h， 以143 mg的产率得到6-O-α-D-galactopyranosyl-α-cyclodextrin
  参考文献：
  名称：

  Galactosylation of Cyclodextrins and Branched Cyclodextrins by α-Galactosidases

  摘要：

  咖啡豆和葡萄孢霉（Mortierella vinacea）的α-半乳糖苷酶合成了环糊精（CD）以及葡萄糖基和麦芽糖基CD（G1-CD和G2-CD）的半乳糖基转移衍生物。咖啡豆α-半乳糖苷酶不仅能将半乳糖基残基转移到 G1-CDs 和 G2-CDs 的侧链上，还能直接转移到 CD 环上。葡萄孢α-半乳糖苷酶只将半乳糖基残基转移到 G2-CD 的侧链上。

  DOI：

  10.1271/bbb.58.652

文献信息

• Isolation and characterization of novel heterogeneous branched cyclomalto-oligosaccharides (cyclodextrins) produced by transgalactosylation with α-galactosidase from coffee bean
  作者：Kyoko Koizumi、Toshiko Tanimoto、Yasuyo Okada、Koji Hara、Koki Fujita、Hitoshi Hashimoto、Sumio Kitahata

  DOI：10.1016/0008-6215(95)00240-0

  日期：1995.11

  Transgalactosylated derivatives of cyclomalto-hexaose (alpha CD), -heptaose (beta CD), and -octaose (gamma CD) were synthesized by alpha-galactosidase from coffee bean using melibiose as a donor and alpha CD, beta CD or gamma CD as an acceptor. Mono- and di-O-alpha-D- galactosylated CDs were isolated and purified by HPLC. Their structures were elucidated by fast-atom bombardment mass spectrometry (FABMS)

  麦芽糖以α-半乳糖苷酶为原料，以半乳糖为供体，α-CD，β-CD或γ-CD为半乳糖，通过环半乳糖苷（αCD），-庚糖（βCD）和-八糖（γCD）的半乳糖基化衍生物合成。受体。分离出单-和二-O-α-D-半乳糖基化的CD，并通过HPLC纯化。通过快速原子轰击质谱（FABMS）和13C NMR光谱阐明了它们的结构。为结构测定6（1），6n-二-O-α-D-半乳糖基-CD的位置异构体，通过环糊精和葡聚糖转移酶的消化产物通过HPLC和FABMS分析。
• Galactosylation of Cyclodextrins and Branched Cyclodextrins by α-Galactosidases
  作者：Koji Hara、Koki Fujita、Nobuhiro Kuwahara、Toshiko Tanimoto、Hitoshi Hashimoto、Kyoko Koizumi、Sumio Kitahata

  DOI：10.1271/bbb.58.652

  日期：1994.1

  Transgalactosylated derivatives of cyclodextrins (CDs) and glucosyl and maltosyl CDs (G1- and G2-CDs) were synthesized by α-galactosidases from coffee bean and Mortierella vinacea (M. vinacea). The structures of the transfer products were analyzed by FAB-mass, 13C-NMR and methylation.Coffee bean α-galactosidase transferred a galactosyl residue not only to side chains of G1-CDs and G2-CDs, but also directly to CD rings. M. vinacea  α-galactosidase transferred a galactosyl residue only to side chains of G2-CDs.

  咖啡豆和葡萄孢霉（Mortierella vinacea）的α-半乳糖苷酶合成了环糊精（CD）以及葡萄糖基和麦芽糖基CD（G1-CD和G2-CD）的半乳糖基转移衍生物。咖啡豆α-半乳糖苷酶不仅能将半乳糖基残基转移到 G1-CDs 和 G2-CDs 的侧链上，还能直接转移到 CD 环上。葡萄孢α-半乳糖苷酶只将半乳糖基残基转移到 G2-CD 的侧链上。