N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid | 141340-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid
• 英文别名: N-<9-(hydrxymethyl)-2-fluorenyl>succinamic acid；N-<(9-hydroxymethyl)-2-fluorenyl>succinamic acid；Butanoic acid, 4-[[9-(hydroxymethyl)-9H-fluoren-2-yl]amino]-4-oxo-；4-[[9-(hydroxymethyl)-9H-fluoren-2-yl]amino]-4-oxobutanoic acid
• CAS: 141340-60-5
• 化学式: C₁₈H₁₇NO₄
• 分子量: 311.337
• InChiKey: PQRYOOAOCNLPGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Fmoc-L-亮氨酸 、 Rink amide resin 、 NAlpha-BOC-Nε-FMOC-L-赖氨酸 、 N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid 在 N,N'-二环己基碳二亚胺 、 乙酸酐 、 N,N-二异丙基乙胺 作用下， 反应 0.75h， 生成 (2S)-6-amino-2-[[(2S)-6-amino-2-[[4-[[4-[[2-(2-amino-6-oxo-1H-purin-7-yl)acetyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]hexanoyl]amino]hexanoic acid
  参考文献：
  名称：

  含鸟嘌呤的 DNA 小沟结合剂

  摘要：

  固相程序已被用于制备六个含双吡咯的 DNA 配体，这些配体在 N 末端结合了 (鸟嘌呤-9-基)乙酰基、(鸟嘌呤-7-基)乙酰基或乙酰基部分和两个赖氨酸或一个 (二甲氨基)C 端的丙基。通过紫外线监测热变性实验检查其 DNA 稳定特性表明，结合了（鸟嘌呤-9-基）乙酰基和（二甲氨基）丙基尾的配体具有最高的双链稳定效果。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejoc.200800892
• 作为产物：
  描述：

  2-(Boc-amino)fluorene 在 盐酸 、 sodium tetrahydroborate 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 5.17h， 生成 N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid
  参考文献：
  名称：

  N-[(9-羟甲基)-2-氟代苯甲酸]琥珀酸 (HMFS) 的改进合成，一种用于生物分子固相合成的多功能手柄

  摘要：

  介绍了用于制备 HMFS 手柄的合成工艺的优化，该手柄用于肽和寡核苷酸的固相合成。

  DOI：

  10.1081/scc-100000203

文献信息

• A new flourene-derived anchor for solid-phase synthesis of protected peptides
  作者：Francesc Rabanal、Ernest Giralt、Fernando Albericio

  DOI：10.1016/s0040-4039(00)91730-1

  日期：1992.3

  N-[9-(hydroxymethyl)-2-fluorenyl succinamic acid may be used as an anchoring linkage for the preparation of protected peptide segments in combination with Boc/Bzl1 protection scheme. The new handle proved to be stable to the usual conditions of solid-phase peptide synthesis and gave the protected peptide in high yields and purities by treatment with piperidine or morpholine.

  N- [9-（羟甲基）-2-芴基琥珀酰胺酸可以与Boc / Bzl 1保护方案结合用作锚定键，用于制备受保护的肽段。新的手柄被证明对固相肽合成的常规条件是稳定的，并通过用哌啶或吗啉处理以高产率和高纯度得到被保护的肽。
• Synthesis and applications of a new base-labile fluorene derived linker for solid-phase peptide synthesis
  作者：Francesc Rabanal、Ernest Giralt、Fernando Albericio

  DOI：10.1016/0040-4020(94)01024-t

  日期：1995.1

  The handle N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid (HMFS) is reported for the preparation of protected peptide segments in combination with a Boc/Bzl protection scheme. Treatment of peptide-resins with morpholine in DMF renders protected peptides in high yields and purities.
• Solid-phase capture-release-tag methods for phosphoproteomic analyses
  申请人：Tseng Huang-Chun

  公开号：US20050261475A1

  公开（公告）日：2005-11-24

  One aspect of the present invention relates to a method of labeling a peptide or protein comprising a phosphorylated amino acid comprising: a) removing from the peptide or protein the phosphate group via a β-elimination to form a double bond conjugated to a C═O group; b) reacting the double bond from step a) with a nucleophile comprising a tag on a solid support; and c) removing the solid support from the product of step b) forming the labeled peptide or protein. A second aspect of the invention relates to a solid support comprising a linker and tag between the solid support and a nucleophile, wherein the tag comprises a label.
• MATERIAL FOR SUPPORTED SYNTHESIS AND METHOD FOR GROWING OLIGONUCLEOTIDES OR PEPTIDES
  申请人：Chaix Carole

  公开号：US20140135478A1

  公开（公告）日：2014-05-15

  The invention concerns a material composed of a porous support on which functionalized nanoparticles are grafted by covalent bonding, characterized in that at least part of the nanoparticles grafted by covalent bonding is housed inside surface pores of the support, and in that the support is silica-based and is in the form of porous particles of heterogeneous shape and size, the size of the particles being larger than 1 μm and preferably within the range of 5 to 200 μm. The invention further concerns a growth method for oligonucleotides or peptides characterized in that growth is performed on a material formed of a porous support on which functionalized nanoparticles are grafted by covalent bonding, characterized in that at least a part of the nanoparticles grafted by covalent bonding is housed inside surface pores of the support.
• US9359396B2
  申请人：——

  公开号：US9359396B2

  公开（公告）日：2016-06-07