{2-[(S)-6-tert-Butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-acetylamino}-acetic acid benzyl ester | 255851-82-2

• 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: {2-[(S)-6-tert-Butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-acetylamino}-acetic acid benzyl ester
• 英文别名: benzyl 2-[[2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]acetyl]amino]acetate
• CAS: 255851-82-2
• 化学式: C₃₇H₄₄N₄O₈
• 分子量: 672.778
• InChiKey: OHPULNVACQEJNN-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  49.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  161.16
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {2-[(S)-6-tert-Butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-acetylamino}-acetic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N^α-9-fluorenylmethoxycarbonyl-(N^ε-tert-butoxycarbonyl)lysylglycylglycine
  参考文献：
  名称：

  An octakis-intercalating molecule

  摘要：

  Herein we report the synthesis and characterization of a polyintercalator with eight potential intercalating 1,4,5,8-naphthalenetetracarboxylic diimide (NDI) units linked in a head-to-tail arrangement via a peptide linker. W spectroscopy and viscometry measurements indicated the molecule binds to double-stranded DNA with all eight NDI units intercalated simultaneously. Competition dialysis and DNAse 1 footprinting studies revealed a preference for GC-rich regions of DNA, and circular dichroism studies revealed significant distortion of B-form DNA upon binding. Our so-called 'octamer' represents, to the best of our knowledge, the first intercalator that binds as an octakis-intercalator, capable of spanning at least 16 base pairs of DNA. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00335-7
• 作为产物：
  描述：

  双甘氨肽苯甲酯对甲苯磺酸盐 、 N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 {2-[(S)-6-tert-Butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-acetylamino}-acetic acid benzyl ester
  参考文献：
  名称：

  An octakis-intercalating molecule

  摘要：

  Herein we report the synthesis and characterization of a polyintercalator with eight potential intercalating 1,4,5,8-naphthalenetetracarboxylic diimide (NDI) units linked in a head-to-tail arrangement via a peptide linker. W spectroscopy and viscometry measurements indicated the molecule binds to double-stranded DNA with all eight NDI units intercalated simultaneously. Competition dialysis and DNAse 1 footprinting studies revealed a preference for GC-rich regions of DNA, and circular dichroism studies revealed significant distortion of B-form DNA upon binding. Our so-called 'octamer' represents, to the best of our knowledge, the first intercalator that binds as an octakis-intercalator, capable of spanning at least 16 base pairs of DNA. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00335-7

文献信息

• Synthesis of a C-linked Antifreeze Glycoprotein (AFGP) Mimic:  Probes for Investigating the Mechanism of Action
  作者：Robert N. Ben、Adewale A. Eniade、Lisa Hauer

  DOI：10.1021/ol991025+

  日期：1999.12.1

  [GRAPHICS]A general convergent synthesis has been developed to afford a low molecular weight C-linked antifreeze glycoprotein (AFGP) mimic (9). Structural mimics of AFGPs have tremendous potential as probes to better understand how native AFGPs inhibit ice crystal growth in organisms that inhabit subzero environments.