10-Acetoxy-1,2-decanediol | 146288-23-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 10-Acetoxy-1,2-decanediol
• CAS: 146288-23-5
• 化学式: C₁₂H₂₄O₄
• 分子量: 232.32
• InChiKey: DYTQJIJHDQIXKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  16.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  10-Acetoxy-1,2-decanediol 在 四氯化锡 sodium hypochlorite 、 氨 、 碘 、 三乙胺 、 hydroxylamine-O-sulfonic acid 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 11.5h， 生成 2-Azi-1,10-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-1,10-decanediol
  参考文献：
  名称：

  A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-azi-1,10-decanediol (10) that mimics the biantennary. core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for galactosyltransferase. In the presence of UDP-Gal. no photoaffinity labelling by 10 takes place, which agrees the mechanism of galactosyltransferase action.

  DOI：

  10.1016/s0008-6215(00)90925-x
• 作为产物：
  描述：

  9-十烯-1-醇 在 吡啶 、 双氧水 作用下， 以 甲酸 为溶剂， 反应 10.0h， 生成 10-Acetoxy-1,2-decanediol
  参考文献：
  名称：

  A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-azi-1,10-decanediol (10) that mimics the biantennary. core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for galactosyltransferase. In the presence of UDP-Gal. no photoaffinity labelling by 10 takes place, which agrees the mechanism of galactosyltransferase action.

  DOI：

  10.1016/s0008-6215(00)90925-x

文献信息

• Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols
  作者：Haruki Inada、Masatoshi Shibuya、Yoshihiko Yamamoto

  DOI：10.1021/acs.orglett.8b03910

  日期：2019.2.1

  of α-amino acids from the corresponding 1,2-diols has been developed. This process enables the direct synthesis of free α-amino acids without any protection/deprotection step. This method was also effective for the preparation of a 15N-labeled α-amino acid. 1,2-Diols bearing α,β-unsaturated ester moieties afforded bicyclic α-amino acids through intramolecular [3 + 2] cycloadditions. A preliminary study

  已经开发了一种实用的伸缩三步法，用于从相应的1,2-二醇合成α-氨基酸。该方法能够直接合成游离的α-氨基酸，而无需任何保护/脱保护步骤。该方法对于制备15 N标记的α-氨基酸也是有效的。带有α，β-不饱和酯部分的1,2-二醇通过分子内[3 + 2]环加成反应提供双环α-氨基酸。初步研究表明，所得的α-氨基酸几乎可以完全被氨基酰基分解。