N-生物素基-N'-(3-马来酰亚胺基丙酰基)-3,6-二氧杂辛烷-1,8-二胺 | 305372-39-8

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 中文名称: N-生物素基-N'-(3-马来酰亚胺基丙酰基)-3,6-二氧杂辛烷-1,8-二胺
• 英文名称: biotin-PEG3-maleimide
• 英文别名: maleimide-polyethylene glycol-2-biotin；N-Biotinyl-N'-(3-maleimidopropionyl)-3,6-dioxaoctane-1,8-diamine；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethyl]pentanamide
• CAS: 305372-39-8
• 化学式: C₂₃H₃₅N₅O₇S
• 分子量: 525.626
• InChiKey: UDPCXVIKHFVPSZ-HOIFWPIMSA-N

物化性质

• 沸点：
  897.0±65.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)
• 溶解度：
  溶于DMSO、DCM、DMF

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  36
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  181
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  N-生物素基-N'-(3-马来酰亚胺基丙酰基)-3,6-二氧杂辛烷-1,8-二胺 、 以 水 为溶剂， 反应 6.0h， 以62%的产率得到
  参考文献：
  名称：

  Development of a Functionalized Xenon Biosensor

  摘要：

  NMR-based biosensors that utilize laser-polarized xenon offer potential advantages beyond current sensing technologies. These advantages include the capacity to simultaneously detect multiple analytes, the applicability to in vivo spectroscopy and imaging, and the possibility of "remote" amplified detection. Here, we present a detailed NMR characterization of the binding of a biotin-derivatized caged-xenon sensor to avidin. Binding of "functionalized" xenon to avidin leads to a change in the chemical shift of the encapsulated xenon in addition to a broadening of the resonance, both of which serve as NMR markers of ligand-target interaction. A control experiment in which the biotin-binding site of avidin was blocked with native biotin showed no such spectral changes, confirming that only specific binding, rather than nonspecific contact, between avidin and functionalized xenon leads to the effects on the xenon NMR spectrum. The exchange rate of xenon (between solution and cage) and the xenon spin-lattice relaxation rate were not changed significantly upon binding. We describe two methods for enhancing the signal from functionalized xenon by exploiting the laser-polarized xenon magnetization reservoir. We also show that the xenon chemical shifts are distinct for xenon encapsulated in different diastereomeric cage molecules. This demonstrates the potential for tuning the encapsulated xenon chemical shift, which is a key requirement for being able to multiplex the biosensor.

  DOI：

  10.1021/ja0483037

文献信息

• Conjugation Reactions Involving Maleimides and Phosphorothioate Oligonucleotides
  作者：Albert Sánchez、Enrique Pedroso、Anna Grandas

  DOI：10.1021/bc200598g

  日期：2012.2.15

  Phosphorothioate diester oligonucleotides proved to be fully compatible with maleimides in the context of two different conjugation reactions: (a) reaction of 5′diene-[phosphorothioate oligonucleotides] with maleimido-containing compounds to afford the Diels–Alder cycloadduct; (b) conjugation of 5′maleimido-[phosphorothioate oligonucleotides] with thiol-containing compounds. No evidence of reaction between phosphorothioate

  在两个不同的共轭反应中，硫代磷酸酯二酯寡核苷酸被证明与马来酰亚胺完全相容：（a）5'二烯-[硫代磷酸酯寡核苷酸]与含马来酰亚胺的化合物反应生成Diels-Alder环加合物；（b）将5'马来酰亚胺基-[硫代磷酸酯寡核苷酸]与含硫醇的化合物缀合。在任何这些方法中均未发现硫代磷酸酯二酯与马来酰亚胺发生反应的迹象。重要的是，在准备5'[保护的马来酰亚胺]-[硫代磷酸酯寡核苷酸]中的马来酰亚胺-[硫代磷酸酯寡核苷酸]，这要求马来酰亚胺通过逆Diels-Alder反应（在90°C的甲苯中加热3-4小时）脱保护，不添加硫代磷酸酯发现了马来酰亚胺的二酯。最后，为了比较目的，还研究了马来酰亚胺-[硫代磷酸酯单酯]结合。
• Oligonucleotides containing 7-vinyl-7-deazaguanine as a facile strategy for expanding the functional diversity of DNA
  作者：Akimitsu Okamoto、Toshiji Taiji、Kazuki Tainaka、Isao Saito

  DOI：10.1016/s0960-894x(02)00334-7

  日期：2002.8

  A modified nucleobase 7-vinyl-7-deazaguanine ((V)G) produced adducts with maleimides through Diels-Alder cycloaddition under very mild conditions. By this method, post-synthetic modification to oligonucleotides with diverse functionality (carboxylic acid, pyrene, benzophenone, succinimidyl ester, nitroxide and biotin) was accomplished. (C) 2002 Elsevier Science Ltd. All rights reserved.
• RESIN COMPOSITION FOR LASER ENGRAVING, RELIEF PRINTING PLATE PRECURSOR FOR LASER ENGRAVING AND PROCESS FOR PRODUCING SAME, AND PROCESS FOR MAKING RELIEF PRINTING PLATE
  申请人：KAWASHIMA Takashi

  公开号：US20120146264A1

  公开（公告）日：2012-06-14

  A resin composition for laser engraving is provided that includes a low molecular weight compound containing at least one type of polymerizable group selected from the group consisting of an ethylenically unsaturated group, an epoxy group, an oxetanyl group, a hydrolyzable silyl group, and a silanol group and further containing a sulfonamide group, a low molecular weight compound containing a residue selected from the group consisting of a maleimide group, a succinimide group, and a phthalimide group, or a polymer compound containing a constituent unit derived from a compound containing a maleimide group or a constituent unit containing a sulfonamide group.