2-(4',4"-dimethoxytriphenylmethyloxy)acetic acid | 160711-84-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-(4',4"-dimethoxytriphenylmethyloxy)acetic acid
• 英文别名: [Bis(4-methoxyphenyl)(phenyl)methoxy]acetic acid；2-[bis(4-methoxyphenyl)-phenylmethoxy]acetic acid
• CAS: 160711-84-2
• 化学式: C₂₃H₂₂O₅
• 分子量: 378.425
• InChiKey: FLZRRIRJUSJSGD-UHFFFAOYSA-N

物化性质

• 沸点：
  554.4±50.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氯乙腈 、 2-(4',4"-dimethoxytriphenylmethyloxy)acetic acid 在 三乙胺 作用下， 反应 12.0h， 生成 2-(bis(4-methoxyphenyl)(phenyl)methoxy)acetic acid cyanomethyl ester
  参考文献：
  名称：

  Unexpected Preference of the E. coli Translation System for the Ester Bond during Incorporation of Backbone-Elongated Substrates

  摘要：

  There have been recent advances in the ribosomal synthesis of various molecules composed of nonnatural ribosomal substrates. However, the ribosome has strict limitations on substrates with elongated backbones. Here, we show an unexpected loophole in the E. coli translation system, based on a remarkable disparity in its selectivity for beta-amino/hydroxy acids. We challenged beta-hydroxypropionic acid (beta-HPA), which is less nucleophilic than beta-amino acids but free from protonation, to produce a new repertoire of ribosome-compatible but main-chain-elongated substrates. PAGE analysis and mass-coupled S-tag assays of amber suppression experiments using yeast suppressor tRNA(CUA)(Phe) confirmed the actual incorporation of beta-HPA into proteins/oligopeptides. We investigated the side-chain effects of beta-HPA and found that the side chain at position alpha and R stereochemistry of the beta-substrate is preferred and even notably enhances the efficiency of incorporation as compared to the parent substrate. These results indicate that the E. coli translation machinery can utilize main-chain-elongated substrates if the pK(a) of the substrate is appropriately chosen.

  DOI：

  10.1021/ja068033n
• 作为产物：
  描述：

  羟基乙酸 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到2-(4',4"-dimethoxytriphenylmethyloxy)acetic acid
  参考文献：
  名称：

  迈向逐步固相合成肽-寡核苷酸结合物的通用方法

  摘要：

  使用一种用于逐步固相合成缀合物的新方法，合成了三个肽-寡核苷酸硫代磷酸酯杂合物。这种方法利用市售Ñ α -Fmoc氨基酸用于肽合成和一个新的固体支持物。在肽之后和寡核苷酸组装之前进行了固相的三个特定修饰。

  DOI：

  10.1016/s0040-4039(01)02185-2

文献信息

• 3'-End Nucleoside Unit Comprising Phosphoramidite
  申请人：Sekine Mitsuo

  公开号：US20080039620A1

  公开（公告）日：2008-02-14

  The purpose of the present invention is therefore to provide a method for binding a 3′-end nucleoside unit comprising any base to a hydroxyl group on a solid-phase support under completely the same condition as in DNA chain elongation reaction. The present invention relates to a 3′-end nucleoside unit comprising phosphoramidite that is a compound represented by the following formula: (N)—O—(R1)Si(R2)-(C 6 H 4 )—(CH 2 ) n -O—P(OR3)N(R4)(R5)  (I) wherein (N) represents any nucleoside or its derivative, each of R1, R2, R4 and R5 is an alkyl or aryl group, R3 is a phosphate-protecting group, and n is an integer of from 1 to 5; a solid-phase support having said 3′-end nucleoside unit; and a method for the synthesis of a nucleic acid oligomer with the use of said solid-phase support.

  本发明的目的是提供一种方法，以完全相同的条件将包含任何碱基的3'-末端核苷酸单元与固相支持体上的羟基结合，就像DNA链延伸反应一样。本发明涉及一种包含磷酰胺酯的3'-末端核苷酸单元，该化合物由以下公式表示：(N)-O-(R1)Si(R2)-(C6H4)-(CH2)n-O-P(OR3)N(R4)(R5) (I)，其中(N)代表任何核苷酸或其衍生物，R1、R2、R4和R5各自是烷基或芳基，R3是磷酸保护基，n为1至5的整数；具有所述3'-末端核苷酸单元的固相支持体；以及使用所述固相支持体合成核酸寡聚体的方法。
• Stepwise solid-phase synthesis of peptide-oligonucleotide conjugates and supports therefor
  申请人：Glen Research Corporation

  公开号：US20040054161A1

  公开（公告）日：2004-03-18

  A support for peptide-oligonucleotide conjugate synthesis includes an article of manufacture according to the formula: 1 wherein: (a) substitutent A includes a polymeric base material and/or a silica base material; (b) one of substituents B and C includes an NHFmoc-containing group and/or a peptide-containing group; (c) one of substituents B and C includes an NHBoc-containing group, an O-DMTr-containing group, and/or an oligonucleotide-containing group; and (d) each X independently represents ═O, S, and/or NH. Suitable supports include those according to the formula: 2 wherein substituents A, B, and C have the meanings described above. When used to synthesize a peptide-oligonucleotide conjugate, the resulting conjugate may have the formula: 3 wherein substituent B includes a peptide and substituent C includes an oligonucleotide.

  一种用于肽-寡核苷酸共轭物合成的支持物包括根据式子制造的物品： 1 其中(a) 取代基 A 包括聚合物基底材料和/或二氧化硅基底材料；(b) 取代基 B 和 C 之一包括含 NHFmoc 的基团和/或含肽的基团；(c) 取代基 B 和 C 之一包括含 NHBoc 的基团、含 O-DMTr 的基团和/或含寡核苷酸的基团；以及 (d) 每个 X 独立地代表═O、S 和/或 NH。合适的支持物包括如下式所示的支持物： 2 其中取代基 A、B 和 C 具有上述含义。当用于合成肽-配体-核苷酸共轭物时，所得到的共轭物可具有以下式子： 3 其中取代基 B 包括多肽，取代基 C 包括寡核苷酸。
• NON-NUCLEOTIDE PHOSPHOROUS ESTER OLIGOMERS
  申请人：PHARMAGENICS, INC.

  公开号：EP0880532A1

  公开（公告）日：1998-12-02
• EP0880532A4
  申请人：——

  公开号：EP0880532A4

  公开（公告）日：1999-06-09
• US6008398A
  申请人：——

  公开号：US6008398A

  公开（公告）日：1999-12-28