Boc-Tyr-(N-hydroxysuccinimido)-ester | 103802-05-7

• 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: Boc-Tyr-(N-hydroxysuccinimido)-ester
• 英文别名: N-Hydroxysuccinimido-Boc-tyrosinat；Boc-Tyr-OSu；BOC-L-tyrosine hydroxysuccinimide ester；(2,5-Dioxopyrrolidin-1-yl) 3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 103802-05-7
• 化学式: C₁₈H₂₂N₂O₇
• 分子量: 378.382
• InChiKey: NZUDTLHVKHXJJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Boc-Tyr-(N-hydroxysuccinimido)-ester 、 [Ru(bipy)2(4-carbonyl-4'-methyl-2,2'-bipyridyl-NH(CH2)3C(COOH)NH3)](PF6)3 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以20%的产率得到[Ru(bipy)2(4-carbonyl-4'-methyl-2,2'-bipyridyl-NH(CH2)3CH(COO)NHCOCH(CH2C6H4OH)NHCOOC4H9)](PF6)3
  参考文献：
  名称：

  A peptide approach to covalently linked [Ru(bipy)3]2+–ferrocene and [Ru(bipy)3]2+–tyrosine conjugates

  摘要：

  We have worked out the synthesis of two bifunctional photochemically active peptide derivatives based on a side chain ruthenium labeled amino acid. The ruthenium modified amino acid [H-Orn{Ru(bipy)(2)m}-OH](PF6)(3) (Orn = ornithine, in = 4-carbonyl-4'-methyl-2,2'-bipyridyl) was used as a module for the synthesis of a [Ru(bipy)(3)]-(Fc-CONHR) (Fc-CONHR = ferrocene-1-carboxamide), and a [Ru(bipy)(3)]-Tyr (Tyr = tyrosine) chromophore-quencher conjugate. The complex [Fc-Orn{Ru(bipy)(2)m}-OMe](PF6)(2) shows efficient luminescence quenching by energy transfer. Electron transfer from phenolate to ruthenium occurs in the dipeptide [Boc-Tyr-Orn{Ru(bipy)(2)m}-O](PF6) above pH 9. Implications for the development of cooperative sensing devices and light energy converting peptides are discussed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01339-7