(R)-1-O-(1-naphthylmethyl)glycerol | 868635-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-1-O-(1-naphthylmethyl)glycerol
• 英文别名: (2R)-3-[(Naphthalen-1-yl)methoxy]propane-1,2-diol；(2R)-3-(naphthalen-1-ylmethoxy)propane-1,2-diol
• CAS: 868635-31-8
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: FWVQYIGNNATVQP-CYBMUJFWSA-N

物化性质

• 沸点：
  453.3±30.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1-O-(1-naphthylmethyl)glycerol 在 palladium on activated charcoal 吡啶 、 sodium azide 、 氢气 、 氯化铵 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 (R)-1-amino-3-(1-naphthylmethoxy)propan-2-ol
  参考文献：
  名称：

  Enhanced reactivity of amino-modified oligonucleotides by insertion of aromatic residue

  摘要：

  We developed novel amino-modifying reagents, of which an amino group was connected with an aromatic residue by aliphatic linker. It was proved that the insertion of the aromatic residue could increase the reactivity of the amino group on oligo-nucleotides in comparison with conventional amino-modification. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.027
• 作为产物：
  描述：

  (氯甲基)萘 在 氢氧化钾 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 8.0h， 生成 (R)-1-O-(1-naphthylmethyl)glycerol
  参考文献：
  名称：

  Enhanced reactivity of amino-modified oligonucleotides by insertion of aromatic residue

  摘要：

  We developed novel amino-modifying reagents, of which an amino group was connected with an aromatic residue by aliphatic linker. It was proved that the insertion of the aromatic residue could increase the reactivity of the amino group on oligo-nucleotides in comparison with conventional amino-modification. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.027

文献信息

• Oligonucleotide probe
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：US07491857B2

  公开（公告）日：2009-02-17

  An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R1 is a hydrogen atom or a protecting group for an amino group, R2 and R3 are each independently a divalent organic group, and A is an oligonucleotide).

  提供了一种改进了反应性的氨基团的动画寡核苷酸探针。本发明涉及一种由一般式1表示的寡核苷酸探针：（其中R1是氢原子或氨基的保护基团，R2和R3各自独立地是二价有机基团，A是寡核苷酸）。
• OLIGONUCLEOTIDE PROBE
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1908829A1

  公开（公告）日：2008-04-09

  An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R1 is a hydrogen atom or a protecting group for an amino group, R2 and R3 are each independently a divalent organic group, and A is an oligonucleotide).

  本发明提供了一种氨基化寡核苷酸探针，其中的氨基具有更好的反应活性。本发明涉及一种寡核苷酸探针，由通式 1 表示： (其中 R1 是氢原子或氨基的保护基团，R2 和 R3 各自独立地是二价有机基团，A 是寡核苷酸）。
• Novel amino linkers enabling efficient labeling and convenient purification of amino-modified oligonucleotides
  作者：Yasuo Komatsu、Naoshi Kojima、Maiko Sugino、Akiko Mikami、Ken Nonaka、Yumi Fujinawa、Takashi Sugimoto、Kousuke Sato、Kenichi Matsubara、Eiko Ohtsuka

  DOI：10.1016/j.bmc.2007.10.011

  日期：2008.1

  We developed new amino linker reagents for an oligonucleotide (ONT) terminus. These reagents consist of an aminoethyl carbamate main linkage and a side-chain residue, which was a naphthylmethoxymethyl, methoxymethyl, or methyl group or a hydrogen atom. The primary amine was protected with a monomethoxytrityl (MMT) group. The chemical properties of ONTs containing these amino-modifications were investigated. The MMT group of these amino-modifications could be quite rapidly removed from the amine under very mild acidic conditions, which are not strong enough for the deprotection of a conventional aliphatic amine. This significant feature enabled the amino-modified ONTs to be conveniently purified with a reverse phase column. Furthermore, the amino-modifications efficiently reacted to active esters, as compared with other amino-modifications. We also found that the pK(a), values of the amino-modifications were lower than that of the aliphatic amine. All of the experimental results showed that these chemical properties are closely related to their structures. We report here the chemical properties and the availability of the new amino linker reagents. (C) 2007 Elsevier Ltd. All rights reserved.
• Oligonucleotide Probe
  申请人：Komatsu Yasuo

  公开号：US20080227968A1

  公开（公告）日：2008-09-18

  An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R 1 is a hydrogen atom or a protecting group for an amino group, R 2 and R 3 are each independently a divalent organic group, and A is an oligonucleotide).
• US7491857B2
  申请人：——

  公开号：US7491857B2

  公开（公告）日：2009-02-17