N-((2-amino-6-(benzyloxy)purin-9-yl)acetyl)-N-(2-Boc-aminoethyl)glycine | 149376-71-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-((2-amino-6-(benzyloxy)purin-9-yl)acetyl)-N-(2-Boc-aminoethyl)glycine
• 英文别名: 2-[[2-(2-Amino-6-phenylmethoxypurin-9-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]acetic acid
• CAS: 149376-71-6
• 化学式: C₂₃H₂₉N₇O₆
• 分子量: 499.527
• InChiKey: BJKDWRAGHBHUJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  175
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 sodium hydroxide 、 水 、 potassium carbonate 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-((2-amino-6-(benzyloxy)purin-9-yl)acetyl)-N-(2-Boc-aminoethyl)glycine
  参考文献：
  名称：

  含有腺嘌呤或鸟嘌呤的肽核酸可识别互补DNA序列中的胸腺嘧啶和胞嘧啶

  摘要：

  制备用于引入G和A的肽核酸（PNA）单体构件，并将其用于合成HT 4 XT 5 -Lys-NH 2（X = G或A），通过T m测量显示以识别它们的互补性平行（N-末端PNA / 5'-DNA）和反平行模式的DNA序列；每种情况下的化学计量是（PNA）2 / DNA。

  DOI：

  10.1039/c39930000800

文献信息

• Peptide nucleic acids containing adenine or guanine recognize thymine and cytosine in complementary DNA sequences
  作者：Michael Egholm、Carsten Behrens、Leif Christensen、Rolf H. Berg、Peter E. Nielsen、Ole Buchardt

  DOI：10.1039/c39930000800

  日期：——

  Peptide nucleic acid (PNA) monomer building blocks for the introduction of G and A are prepared and used to synthesise H-T4XT5-Lys-NH2(X = G or A), which are shown by Tm measurements to recognize their complementary DNA sequences in both the parallel (N-terminal PNA/5′-DNA) and the anti-parallel mode; the stoichiometry in each case is (PNA)2/DNA.

  制备用于引入G和A的肽核酸（PNA）单体构件，并将其用于合成HT 4 XT 5 -Lys-NH 2（X = G或A），通过T m测量显示以识别它们的互补性平行（N-末端PNA / 5'-DNA）和反平行模式的DNA序列；每种情况下的化学计量是（PNA）2 / DNA。
• Conjugated peptide nucleic acids having enhanced cellular uptake
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20020188101A1

  公开（公告）日：2002-12-12

  Peptide nucleic acids conjugated to lipophilic groups and incorporated into liposomes exhibit enhanced cellular uptake and distribution. Cellular uptake and distribution of peptide nucleic acids also increases with the introduction of an amino acid side chain into the backbone of peptide nucleic acids. Methods of modulating cellular uptake and methods for treating animals are provided. The peptide nucleic acids of the invention comprise naturally-occurring nucleobases and non-naturally-occurring nucleobases attached to a polyamide backbone.

  连接到亲脂基团的肽核酸并包含在脂质体中，表现出增强的细胞摄取和分布。引入氨基酸侧链到肽核酸骨架中，也可以增加肽核酸的细胞摄取和分布。本发明提供了调节细胞摄取的方法和治疗动物的方法。本发明的肽核酸包括天然核苷酸和连接到聚酰胺骨架上的非天然核苷酸。
• Peptide nucleic acids
  申请人：——

  公开号：US20030180734A1

  公开（公告）日：2003-09-25

  A novel class of compounds, known as peptide nucleic acids, bind complementary ssDNA and RNA strands more strongly than a corresponding DNA. The peptide nucleic acids generally comprise ligands such as naturally occurring DNA bases attached to a peptide backbone through a suitable linker.

  一种新型化合物被称为肽核酸，与互补的单链DNA和RNA比相应的DNA更强烈地结合。肽核酸通常包括配体，如天然存在的DNA碱基，通过适当的连接剂连接到肽骨架上。
• Linked peptide nucleic acids
  申请人：——

  公开号：US20030105286A1

  公开（公告）日：2003-06-05

  Novel peptide nucleic acids are disclosed which comprise nucleobases including C-pyrimidines and iso-pyrimidines. Suitable C-pyrimidines include pseudo-isocytosine and pseudo-uracil. Suitable iso-pyrimidine bases include iso-cytosine. Such compositions typically exhibit increased binding affinity.

  本发明揭示了一种新型肽核酸，其中包括C-嘧啶和异嘧啶等核碱基。适合使用的C-嘧啶包括伪异胞嘧啶和伪尿嘧啶。适合使用的异嘧啶碱基包括异胞嘧啶。这种组合通常表现出增加的结合亲和力。
• Peptide nucleic acids having 2,6-diaminopurine nucleobases
  申请人：——

  公开号：US20020146718A1

  公开（公告）日：2002-10-10

  A novel class of compounds, known as peptide nucleic acids, bind complementary DNA and RNA strands more strongly than a corresponding DNA strand, and exhibit increased sequence specificity and binding affinity. The peptide nucleic acids of the invention comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases attached to a polyamide backbone. Some PNAs of the invention also contain C 1 -C 8 alkylamine side chains.

  一种新型化合物被称为肽核酸，它们比相应的DNA链和RNA链更强地结合互补的DNA和RNA链，并表现出增加的序列特异性和结合亲和力。该发明的肽核酸包括从天然存在的碱基和连接到聚酰胺骨架的非天然存在的碱基中选择的配体。该发明的一些肽核酸还含有C1-C8烷基胺侧链。