(2S,5R)-N,N,N',N'-四甲基-2,5-二-硫基己烷二酰胺 | 137300-54-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (2S,5R)-N,N,N',N'-四甲基-2,5-二-硫基己烷二酰胺
• 英文名称: meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide
• 英文别名: 2,5-Dimercapto-N,N,N',N'-tetramethyladipamide；(2S,5R)-N,N,N',N'-tetramethyl-2,5-bis(sulfanyl)hexanediamide
• CAS: 137300-54-0
• 化学式: C₁₀H₂₀N₂O₂S₂
• 分子量: 264.413
• InChiKey: LSYPXHJSNBNQFC-OCAPTIKFSA-N

物化性质

• 沸点：
  414.1±45.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,5R)-N,N,N',N'-四甲基-2,5-二-硫基己烷二酰胺 在 5,5'-二硫双(2-硝基苯甲酸) 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 0.25h， 以96%的产率得到(3R,6S)-N3,N3,N6,N6-tetramethyl-1,2-dithiane-3,6-dicarboxamide
  参考文献：
  名称：

  meso-2,5-Dimercapto-N,N,N',N'-tetramethyladipamide: a readily available, kinetically rapid reagent for the reduction of disulfides in aqueous solution

  摘要：

  meso-2,5-Dimercapto-N,N,N',N'-tetramethyladipamide (meso-DTA) reduces disulfide bonds up to 8 times faster (kinetic) than does dithiothreitol (DTT) in aqueous solution at pH 7.0. meso-DTA is easily synthesized in five steps (39% overall yield) from adipic acid. meso-DTA, which forms a cyclic disulfide, is less reducing than DTT by approximately 56 mV, but is much more reducing than mercaptoethanol.

  DOI：

  10.1021/jo00026a026
• 作为产物：
  描述：

  己二酰氯 在 溴 、 sodium methylate 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 23.0h， 生成 (2S,5R)-N,N,N',N'-四甲基-2,5-二-硫基己烷二酰胺
  参考文献：
  名称：

  meso-2,5-Dimercapto-N,N,N',N'-tetramethyladipamide: a readily available, kinetically rapid reagent for the reduction of disulfides in aqueous solution

  摘要：

  meso-2,5-Dimercapto-N,N,N',N'-tetramethyladipamide (meso-DTA) reduces disulfide bonds up to 8 times faster (kinetic) than does dithiothreitol (DTT) in aqueous solution at pH 7.0. meso-DTA is easily synthesized in five steps (39% overall yield) from adipic acid. meso-DTA, which forms a cyclic disulfide, is less reducing than DTT by approximately 56 mV, but is much more reducing than mercaptoethanol.

  DOI：

  10.1021/jo00026a026

文献信息

• NUCLEOTIDE ANALOGUES
  申请人：Intelligent Biosystems, Inc.

  公开号：US20170130051A1

  公开（公告）日：2017-05-11

  The present invention provides methods, compositions, mixtures and kits utilizing deoxynucleoside triphosphates comprising a 3′-O position capped by a group comprising methylenedisulfide as a cleavable protecting group and a detectable label reversibly connected to the nucleobase of said deoxynucleoside. Such compounds provide new possibilities for future sequencing technologies, including but not limited to Sequencing by Synthesis.

  本发明提供了利用包含由甲亚砜二硫醚作为可裂解保护基团的3'-O位置封端的脱氧核苷三磷酸的方法、组合物、混合物和试剂盒，以及可逆地连接到所述脱氧核苷的核碱基的可检测标签。这些化合物为未来的测序技术提供了新的可能性，包括但不限于合成测序。
• DNA sequencing reaction additive
  申请人：Qiagen Sciences, LLC

  公开号：US10844430B2

  公开（公告）日：2020-11-24

  The present invention provides methods, compositions, mixtures and kits utilizing 5-Chloro-2-methyl-4-isothiazolin-3-one in sequencing reactions, and in particular, sequencing reactions where deoxynucleoside triphosphates comprising a 3′-O position capped by a disulfide-based 3′-terminator group are used. In one embodiment, the deoxynucleoside triphosphates comprise a 3′-O position capped by a group comprising methylenedisulfide as a cleavable protecting group and a detectable label reversibly connected to the nucleobase of said deoxynucleoside. In addition, thiol-containing compounds and scavengers of thio-containing compounds are described. Such compounds provide new possibilities for future sequencing technologies, including but not limited to Sequencing by Synthesis.

  本发明提供了利用5-氯-2-甲基-4-异噻唑啉-3-酮在测序反应中的方法、组合物、混合物和试剂盒，特别是在使用由二硫化物基团封端的3′-O位置的脱氧核苷三磷酸的测序反应中。在一种实施例中，脱氧核苷三磷酸包括由亚甲基二硫醚作为可切割保护基团的3′-O位置，并且可检测标签可逆地连接到所述脱氧核苷的核碱基。此外，描述了含硫醇化合物和硫醇化合物的清除剂。这些化合物为未来的测序技术提供了新的可能性，包括但不限于合成测序。
• [EN] NUCLEOTIDE CLEAVABLE LINKERS AND USES THEREOF<br/>[FR] LIEURS CLIVABLES NUCLÉOTIDIQUES ET LEURS UTILISATIONS
  申请人：SINGULAR GENOMICS SYSTEMS INC

  公开号：WO2020146397A1

  公开（公告）日：2020-07-16

  Disclosed herein, inter alia, are compounds, compositions, and methods of use thereof for sequencing a nucleic acid.

  在此披露的内容包括化合物、组合物以及它们的使用方法，用于测序核酸。
• Nucleotide analogues
  申请人：QIAGEN WALTHAM, INC.

  公开号：US10301346B2

  公开（公告）日：2019-05-28

  The present invention provides methods, compositions, mixtures and kits utilizing deoxynucleoside triphosphates comprising a 3′-O position capped by a group comprising methylenedisulfide as a cleavable protecting group and a detectable label reversibly connected to the nucleobase of said deoxynucleoside. Such compounds provide new possibilities for future sequencing technologies, including but not limited to Sequencing by Synthesis.

  本发明提供了利用脱氧核苷三磷酸酯的方法、组合物、混合物和试剂盒，该脱氧核苷三磷酸酯包含一个 3′-O 位点，该位点被一个包含亚甲基二硫化物的基团封盖，该基团是一个可裂解的保护基团，以及一个与所述脱氧核苷的核碱基可逆连接的可检测标签。这种化合物为未来的测序技术提供了新的可能性，包括但不限于合成测序技术。
• Methods for synthesizing nucleotide analogues with disulfide linkers
  申请人：Intelligent BioSystems, Inc.

  公开号：US10336785B2

  公开（公告）日：2019-07-02

  The present invention provides methods, compositions, mixtures and kits utilizing deoxynucleoside triphosphates comprising a 3′-O position capped by a group comprising methylenedisulfide as a cleavable protecting group and a detectable label reversibly connected to the nucleobase of said deoxynucleoside. Such compounds provide new possibilities for future sequencing technologies, including but not limited to Sequencing by Synthesis.

  本发明提供了利用脱氧核苷三磷酸酯的方法、组合物、混合物和试剂盒，该脱氧核苷三磷酸酯包含一个 3′-O 位点，该位点被一个包含亚甲基二硫化物的基团封盖，该基团是一个可裂解的保护基团，以及一个与所述脱氧核苷的核碱基可逆连接的可检测标签。 这种化合物为未来的测序技术提供了新的可能性，包括但不限于合成测序技术。