pentafluorophenyl 6-(tert-butoxycarbonylamino)hexanoate | 125674-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: pentafluorophenyl 6-(tert-butoxycarbonylamino)hexanoate
• 英文别名: pentafluorophenyl N-Boc-6-aminohexanoate；pentafluorophenyl ester of 6-N-Boc-aminohexanoic acid；tBoc-C5-OPfp；Pentafluorophenyl N-tert-butoxycarbonyl-6-aminohexanoate；(2,3,4,5,6-pentafluorophenyl) 6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 125674-98-8
• 化学式: C₁₇H₂₀F₅NO₄
• 分子量: 397.342
• InChiKey: LKJUJCGSYDQCSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  pentafluorophenyl 6-(tert-butoxycarbonylamino)hexanoate 在 吡啶 、 4-二甲氨基吡啶 、 甲酸 、 三氟乙酸 作用下， 以 丙酮 为溶剂， 反应 3.58h， 生成
  参考文献：
  名称：

  Boreskov, Yu. G.; Berlin, Yu. A., Russian Journal of Bioorganic Chemistry, 1995, vol. 21, # 10, p. 689 - 695

  摘要：

  DOI：
• 作为产物：
  描述：

  三氟乙酸五氟苯酯 、 叔丁氧羰酰基6-氨基己酸 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 pentafluorophenyl 6-(tert-butoxycarbonylamino)hexanoate
  参考文献：
  名称：

  Fluorinated Lipid Constructs Permit Facile Passage of Molecular Cargo into Living Cells

  摘要：

  Fluorinated lipids get rapidly internalized into living cells and are also displayed on the cell surface. The uptake of lipids is energy dependent and is likely via the clathrin-mediated endocytic pathway. Fluorinated lipids are 3-5-fold more efficient in acting as molecular transporters of noncovalently bound proteins than their hydrocarbon counterparts. These materials could serve as efficient molecular transporters for molecules that function in the cytoplasm such as short interfering RNAs (siRNAs)

  DOI：

  10.1021/ja902777d

文献信息

• Monofunctional electrophilic and nucleophilic derivatives of meso-tetraphenylporphyrin for attachment to peptides
  作者：Susan E. Matthews、Colin W. Pouton、Michael D. Threadgill

  DOI：10.1039/c39950001809

  日期：——

  4-Nitrophenyl N-[4-(10,15,20-triphenylporphyrin-5-yl)phenyl]carbamate and 5-[4-(N-glycylamino)phenyl]-10,15,20-triphenylporphyrin have been synthesised from a readily prepared monofunctionalised porphyrin; they couple efficiently with the side-chains of extended lysyl and glutamyl peptide derivatives, respectively.

  4-硝基苯基N-[4-(10,15,20-三苯基卟啉-5-基)苯基]氨基甲酸酯和5-[4-(N-甘氨酰氨基)苯基]-10,15,20-三苯基卟啉已从易于制备的单功能化卟啉合成得到。它们分别能高效地与延伸的赖氨酰和谷氨酰肽衍生物的侧链结合。
• Oligonucleotide-polyamide conjugates and methods of production and
  申请人：Howard Florey Institute of Experimental Physiology and Medicine

  公开号：US05525465A1

  公开（公告）日：1996-06-11

  Oligonucleotide-polyamide conjugates of the formula X--L--Y, where X is a polyamide, Y is an oligonucleotide, and L is a linker which forms a covalent bond with the amino-terminus of the polyamide X and the 3' phosphate group of the oligonucleotide Y. Conjugates may be synthesized by assembling a polyamide on a solid support matrix, adding a suitable linker molecule, followed by synthesis of the oligonucleotide. Methods for detecting specific polynucleotides with oligonucleotide-polyamide conjugates are also described.

  公式为 X--L--Y 的寡核苷酸-聚酰胺偶联物，其中 X 为聚酰胺，Y 为寡核苷酸，L 为链接剂，与聚酰胺 X 的氨基末端和寡核苷酸 Y 的 3' 磷酸基团形成共价键。可以通过在固体支持基质上组装聚酰胺，加入适当的连接分子，然后合成寡核苷酸来合成偶联物。还描述了使用寡核苷酸-聚酰胺偶联物检测特定多核苷酸的方法。
• Oligonucleotide-polyamide conjugates
  申请人：Howard Florey Institute of Experimental Physiology and Medicine

  公开号：US05677440A1

  公开（公告）日：1997-10-14

  Conjugates of the type Z--X--L are described wherein Z is a solid phase matrix, X is a single amino acid or a polyamide of two or more amino acid residues, and L is a linker that is capable of linking between the amino terminus of X and a 3'-phosphate of a nucleotide. Conjugates may also be synthesized by assembling a polyamide on a solid support matrix, adding a suitable linker molecule, followed by synthesis of an oligonucleotide thereon. Methods for detecting specific polynucleotides with oligonucleotide-polyamide conjugates are also described.

  本文描述了一种Z--X--L类型的共轭物，其中Z是固相基质，X是单个氨基酸或两个或更多氨基酸残基的聚酰胺，L是一种连接剂，能够连接X的氨基端和核苷酸的3'-磷酸基团。也可以通过在固体支持基质上组装聚酰胺，添加适当的连接分子，然后合成寡核苷酸来合成共轭物。本文还描述了使用寡核苷酸-聚酰胺共轭物检测特定多核苷酸的方法。
• Oligonucleotides comprising a ligand tethered to a modified or non-natural nucleobase
  申请人：Manoharan Muthiah

  公开号：US20070054279A1

  公开（公告）日：2007-03-08

  One aspect of the present invention relates to a double-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, only one of the two oligonucleotide strands comprising the double-stranded oligonucleotide contains a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, both of the oligonucleotide strands comprising the double-stranded oligonucleotide independently contain a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the oligonucleotide strands comprise at least one modified sugar moiety. Another aspect of the present invention relates to a single-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, the ribose sugar moiety that occurs naturally in nucleosides is replaced with a hexose sugar, polycyclic heteroalkyl ring, or cyclohexenyl group. In certain embodiments, at least one phosphate linkage in the oligonucleotide has been replaced with a phosphorothioate linkage.

  本发明的一个方面涉及一种双链寡核苷酸，其中至少一个配体被系在改变或非天然核碱基上。在某些实施例中，非天然核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香化合物。在某些实施例中，只有双链寡核苷酸中的两个寡核苷酸链之一包含系在改变或非天然核碱基上的配体。在某些实施例中，双链寡核苷酸中的两个寡核苷酸链都独立地包含系在改变或非天然核碱基上的配体。在某些实施例中，寡核苷酸链包括至少一个修饰糖基。本发明的另一个方面涉及一种单链寡核苷酸，其中至少一个配体被系在改变或非天然核碱基上。在某些实施例中，非天然核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香化合物。在某些实施例中，核苷酸中自然存在的核苷糖被替换为六糖、多环杂基烷基环或环己烯基团。在某些实施例中，寡核苷酸中至少一个磷酸酯键被磷酸硫酯键所替代。
• EP1607384
  申请人：——

  公开号：——

  公开（公告）日：——