Boc-D-Lys(2-Cl-Z)-PAM resin (100-200 mesh) | 445292-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Boc-D-Lys(2-Cl-Z)-PAM resin (100-200 mesh)
• 英文别名: tert-butyl N-[(2R)-6-[(2-chlorophenyl)methoxycarbonylamino]-1-oxohexan-2-yl]carbamate
• CAS: 445292-06-8
• 化学式: C₁₉H₂₇ClN₂O₅
• 分子量: 398.887
• InChiKey: OYLDAHNJPWNFOQ-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Boc-D-Lys(2-Cl-Z)-PAM resin (100-200 mesh) 在 吡啶 、 4-二甲氨基吡啶 、 二甲基硫 、 臭氧 、 N,N-二异丙基乙胺 、 lithium chloride 、 zinc(II) chloride 作用下， 生成
  参考文献：
  名称：

  Synthesis and evaluation of pseudopeptide analogues of a specific CXCR4 inhibitor, T140: The insertion of an (E)-alkene dipeptide isostere into the βII′-turn moiety

  摘要：

  A 14-residue peptide, T140, strongly inhibits the T-cell line-tropic HIV-1 (X4-HIV-1) infection, since this peptide functions as a specific antagonist against a chemokine receptor, CXCR4. T140 takes an antiparallel beta-sheet structure with a type II' P-turn. In the present paper, we have designed and synthesized several T140 analogues in which an (E)-alkene dipeptide isostere was inserted into the type II' beta-turn moiety, as a bridging study to develop nonpeptidic CXCR4 inhibitors. It has been proven that the turn region of T140 can be replaced by the above surrogate with the maintenance of strong anti-HIV activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00041-0
• 作为产物：
  描述：

  Boc-N'-(2-氯苄氧羰基)-D-赖氨酸 在 盐酸 、 lithium aluminium tetrahydride 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Boc-D-Lys(2-Cl-Z)-PAM resin (100-200 mesh)
  参考文献：
  名称：

  Synthesis of new chiral PNAs bearing a dipeptide-mimic monomer with two lysine-derived stereogenic centres

  摘要：

  The synthesis of new chiral PNA analogues based on lysine is reported. In particular, L- and/or D-lysine-based PNA submonomers bearing two lysine side chains exactly spaced as in the dipeptide Lys-Lys were synthesized and incorporated in the middle of decameric PNA strands, obtaining four diastereomeric (LD, DL, LL and DD) lysine-based chiral PNAs. The hybridization with their complementary antiparallel DNA strand was studied by melting temperature determination and compared with the analogue achiral PNA and chiral PNAs bearing one residue with either of the two lysine enantiomers. The binding abilities were shown to be strongly dependent on the configuration of the stereogenic centres. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.157