N1,N12-bis(4-hydroxybutyl)-N1,N4,N9,N12-tetrakis(trifluoroacetyl)spermine | 942054-52-6

• 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: N1,N12-bis(4-hydroxybutyl)-N1,N4,N9,N12-tetrakis(trifluoroacetyl)spermine
• 英文别名: 2,2,2-trifluoro-N-[3-[4-hydroxybutyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-hydroxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]acetamide
• CAS: 942054-52-6
• 化学式: C₂₆H₃₈F₁₂N₄O₆
• 分子量: 730.592
• InChiKey: SFCKDCCHELKPKM-UHFFFAOYSA-N

物化性质

• 沸点：
  773.2±60.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  48
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N1,N12-bis(4-hydroxybutyl)-N1,N4,N9,N12-tetrakis(trifluoroacetyl)spermine 在 吡啶 、 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-[3-[4-[bis(4-methoxyphenyl)-phenylmethoxy]butyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis of novel cationic spermine-conjugated phosphotriester oligonucleotide for improvement of cell membrane permeability

  摘要：

  A spermine-conjugated ethyl phosphotriester oligonucleotide was obtained by solid-phase synthesis based on phosphoramidite chemistry. The ethyl phosphotriester linkage was robust to exonuclease digestion and stable in fetal bovine serum. Cell membrane permeability of the spermine-conjugated ethyl phosphotriester oligonucleotide was studied by fluorescence experiments. The effective cell penetrating potency of the spermine-conjugated ethyl phosphotriester oligonucleotide was determined by confocal laser scanning microscopy and measurement of intracellular fluorescence intensity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.071
• 作为产物：
  描述：

  spermine tetrahydrochloride 在 吡啶 、 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 N1,N12-bis(4-hydroxybutyl)-N1,N4,N9,N12-tetrakis(trifluoroacetyl)spermine
  参考文献：
  名称：

  Synthesis of novel cationic spermine-conjugated phosphotriester oligonucleotide for improvement of cell membrane permeability

  摘要：

  A spermine-conjugated ethyl phosphotriester oligonucleotide was obtained by solid-phase synthesis based on phosphoramidite chemistry. The ethyl phosphotriester linkage was robust to exonuclease digestion and stable in fetal bovine serum. Cell membrane permeability of the spermine-conjugated ethyl phosphotriester oligonucleotide was studied by fluorescence experiments. The effective cell penetrating potency of the spermine-conjugated ethyl phosphotriester oligonucleotide was determined by confocal laser scanning microscopy and measurement of intracellular fluorescence intensity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.071

文献信息

• Cationic Oligonucleotides, Automated Methods for Preparing Same and Their Uses
  申请人：Behr Jean-Paul

  公开号：US20090069262A1

  公开（公告）日：2009-03-12

  The invention relates to oligonucleotide-oligocation molecules A i B j H that can be synthetized via automated phosphoramidite chemistry having oligonucleotides moieties Ai and oligocations moieties Bj, wherein. A i is an i-mer oligonucleotide residue, with i=5 to 50, where nucleotide A is an oligomer with naturally or non naturally occurring nucleobases and/or pentafuranosyl groups and/or native phosphodiester bonds, for example selected from the group comprising deoxyribo, ribo, locked (LNA) nucleotides as well as their chemical modifications or substitutions such as phosphorothioate, 2′-fluoro, 2′-O-alkyl, or a marker group such as a fluorescent agent, Bj is a j-mer organic oligocation moiety, with j=1 to 50, where B is selected from the group comprising .—HPO 3 —R 1 —(X—R 2 n ) n1 —X—R 3 —O—, where R 1 , R 2 n and R 3 , identical or different, are lower alkylene, X is NH or NC(NH 2 ) 2 , n varies from 1 to 5 and n1=2 to 20, .—HPO 3 —R 4 —CH(R 5 X 1 )—R 6 —O—, where R 4 is lower alkylene, R 5 and R 6 , identical or different, are lower alkylene and X 1 is putrescine, spermidine or spermine residue, .—HPO 3 —R 7 -(aa) n2 -R 8 —O—, where R 7 is lower alkylene and R 8 is lower alkylene, serine, a natural aminoalcohol, (aa) n2 is a peptide containing natural aminoacids with cationic side chains, such as Arginine, Lysine, Ornithine, -Histidine, Diaminopropionic acid and n2=2 to 20.

  该发明涉及能够通过自动磷酸酰胺化学合成的寡核苷酸-寡阳离子分子AiBjH，其中Ai和Bj分别具有寡核苷酸部分Ai和寡阳离子部分Bj，其中。Ai是一个i-聚合物寡核苷酸残基，其中i=5到50，核苷酸A是一个具有天然或非天然发生的核碱基和/或五糖基团和/或天然磷酸二酯键的寡聚体，例如从包括脱氧核糖核酸、核糖核酸、锁定（LNA）核苷酸以及它们的化学修饰或替代物，如磷硫酸酯、2'-氟、2'-O-烷基或标记基团，如荧光剂中选择的一组中选取，Bj是一个j-聚合物有机寡阳离子基团，其中j=1到50，其中B选自包括。-HPO3-R1-(X-R2n)n1-X-R3-O-，其中R1、R2n和R3，相同或不同，是较低的烷基，X是NH或NC(NH2)2，n在1到5之间变化，n1=2到20，-HPO3-R4-CH(R5X1)-R6-O-，其中R4是较低的烷基，R5和R6，相同或不同，是较低的烷基，X1是腐胺、精胺或精氨基残基，-HPO3-R7-(aa)n2-R8-O-，其中R7是较低的烷基，R8是较低的烷基、丝氨酸、一种天然氨基醇，(aa)n2是含有带正电侧链的天然氨基酸的肽，如精氨酸、赖氨酸、鸟氨酸、组氨酸、二氨基丙酸，n2=2到20。
• Binding agent
  申请人：Roche Diagnostics Operations, Inc.

  公开号：US10633460B2

  公开（公告）日：2020-04-28

  A binding agent of the Formula A-a′:a-S-b:b′-B:X(n), wherein A as well as B is a monovalent binder, a′:a as well as b:b′ is a binding pair wherein a′ and a do not interfere with the binding of b to b′ and vice versa, S is a spacer of at least 1 nm in length, :X denotes a functional moiety bound either covalently or via a binding pair to at least one of a′, a, b, b′ or S, (n) is an integer and at least 1, — represents a covalent bond, and the linker a-S-b has a length of 6 to 100 nm. Also disclosed are methods of producing such binding agent and certain uses thereof.

  式 A-a′:a-S-b:b′-B:X(n)的结合剂，其中 A 和 B 是单价结合剂，a′:a 以及 b:b′ 是一对结合剂，其中 a′和 a 不干扰 b 与 b′的结合，反之亦然，S 是长度至少为 1 nm 的间隔物，：X 表示与 a′、a、b、b′或 S 中的至少一种共价结合或通过结合对结合的官能团，(n)为整数且至少为 1，- 表示共价键，连接体 a-S-b 的长度为 6 至 100 nm。还公开了生产这种结合剂的方法及其某些用途。
• Detection of a posttranslationally modified polypeptide by a bivalent binding agent
  申请人：Roche Diagnostics Operations, Inc.

  公开号：US10982007B2

  公开（公告）日：2021-04-20

  A bivalent binding agent having a first monovalent binder that binds to a polypeptide epitope of a target polypeptide, a second monovalent binder that binds to a posttranslational polypeptide modification on the target polypeptide and a linker. Further disclosed are methods for the detection of a posttranslationally modified target polypeptide, for making the disclosed bivalent binding agent, and for use of the disclosed bivalent binding agent in histological staining procedures.

  一种二价结合剂，具有与目标多肽的多肽表位结合的第一单价结合剂、与目标多肽上的翻译后多肽修饰结合的第二单价结合剂和连接剂。进一步公开的是检测翻译后修饰的目标多肽的方法、制造所公开的二价结合剂的方法以及在组织学染色程序中使用所公开的二价结合剂的方法。
• DETECTION OF A POLYPEPTIDE DIMER BY A BIVALENT BINDING AGENT
  申请人：Roche Diagnostics GmbH

  公开号：EP2659275B1

  公开（公告）日：2017-11-22
• METHOD FOR THE SELECTION AND PRODUCTION OF TAILOR-MADE, SELECTIVE AND MULTI-SPECIFIC THERAPEUTIC MOLECULES COMPRISING AT LEAST TWO DIFFERENT TARGETING ENTITIES AND USES THEREOF
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2867255B1

  公开（公告）日：2017-07-19