2-(S)-N-Fmoc-6-amino-1,2-hexanediol | 221170-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(S)-N-Fmoc-6-amino-1,2-hexanediol
• 英文别名: 9H-fluoren-9-ylmethyl N-[(5S)-5,6-dihydroxyhexyl]carbamate
• CAS: 221170-38-3
• 化学式: C₂₁H₂₅NO₄
• 分子量: 355.434
• InChiKey: SLKCKAQUPVULLX-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 、 (2S)-6-氨基-2-羟基己酸 在 锂硼氢 、 三甲基氯硅烷 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 6.25h， 以65%的产率得到2-(S)-N-Fmoc-6-amino-1,2-hexanediol
  参考文献：
  名称：

  Linker nucleoside, and production and use of the same

  摘要：

  本发明涉及一种连接核苷，其制备和用于将生物分子与寡核苷酸，特别是p-RNA寡核苷酸共价结合的用途。

  公开号：

  US06699978B1

文献信息

• Hybridization and mismatch discrimination using oligonucleotides conjugated to minor groove binders
  申请人：Hedgpeth Joel

  公开号：US20050064463A1

  公开（公告）日：2005-03-24

  Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI 3 ), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI 3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.

  一种小沟结合分子（例如1,2-二氢-（3H）-吡咯并[3,2-e]吲哚-7-羧酸三聚体（CDPI3））与寡核苷酸之间的共轭体形成具有不寻常稳定性的杂交体，其中锚定的CDPI3基团驻留在双链的小沟中。这些共轭体可用作探针和引物。由于它们的结合亲和力异常高，因此即使是8-mer长度的共轭体也可以用作具有高特异性和高效率的扩增引物。MGB结合还增加了短寡核苷酸的鉴别能力，通过短寡核苷酸提供了更好的核苷酸序列不匹配检测。在此描述的MGB结合的探针和引物可以促进各种分析和诊断程序，例如扩增反应，PCR，单核苷酸多态性检测，基因猎取，差异显示，荧光能量转移，可水解探针测定等，通过允许使用更短的寡核苷酸，这些寡核苷酸具有更高的特异性和更好的鉴别能力。
• PROCESS FOR PREPARING A PENTOPYRANOSYL NUCLEIC ACID CONJUGATE
  申请人：Miculka Christian

  公开号：US20090221793A1

  公开（公告）日：2009-09-03

  The invention relates to a process for preparing a conjugate that includes a pentopyranosyl nucleic acid and a biomolecule. The process includes the steps of providing a pentopyranosyl nucleic acid having at least two pentopyranosyl nucleotide subunits that are covalently linked between carbon 4 and carbon 2 of their respective pentopyranosyl rings. The pentopyranosyl nucleic acid also has an electrophilic reactive group. A biomolecule having a nucleophilic reactive group is also provided. The electrophilic reactive group of the pentopyranosyl nucleic acid and the nucleophilic reactive group of the biomolecule are reacted to form a covalent bond.

  本发明涉及一种制备包括五碳糖核酸和生物分子的共轭物的方法。该方法包括以下步骤：提供一种具有至少两个五碳糖核苷酸亚基的五碳糖核酸，这些亚基在它们各自的五碳糖环的碳4和碳2之间共价键结合。五碳糖核酸还具有一个亲电反应基团。同时提供一种具有亲核反应基团的生物分子。将五碳糖核酸的亲电反应基团和生物分子的亲核反应基团反应以形成共价键。
• HYBRIDIZATION AND MISMATCH DISCRIMINATION USING OLIGONUCLEOTIDES CONJUGATED TO MINOR GROOVE BINDERS
  申请人：HEDGPETH JOEL

  公开号：US20090048427A1

  公开（公告）日：2009-02-19

  Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI 3 ), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI 3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.

  一种小沟结合分子（例如1,2-二氢-（3H）-吡咯并[3,2-e]吲哚-7-羧酸三聚体（CDPI3））与寡核苷酸之间的共轭体形成与互补靶序列异常稳定的杂交体，在其中，被拴在一起的CDPI3基团位于双链的小沟中。这些共轭体可用作探针和引物。由于它们的结合亲和力异常高，因此即使是长度为8个碱基的共轭体也可用作具有高特异性和效率的扩增引物。MGB共轭还增加了短寡核苷酸的鉴别能力，通过短寡核苷酸提供了更好的核苷酸序列不匹配检测。所述的MGB共轭探针和引物可促进各种分析和诊断过程，例如扩增反应，PCR，单核苷酸多态性检测，基因寻找，差异显示，荧光能量转移，可水解探针测定等；通过使用更短的寡核苷酸，从而具有更高的特异性和更好的鉴别能力。
• US6312894B1
  申请人：——

  公开号：US6312894B1

  公开（公告）日：2001-11-06
• US6492346B1
  申请人：——

  公开号：US6492346B1

  公开（公告）日：2002-12-10