(tert-butoxycarbonyl)-L-lysylglycine | 1031842-56-4

• 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: (tert-butoxycarbonyl)-L-lysylglycine
• CAS: 1031842-56-4
• 化学式: C₁₃H₂₅N₃O₅
• 分子量: 303.359
• InChiKey: MWLLDCOKXFWKOZ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.21
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  130.75
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (tert-butoxycarbonyl)-L-lysylglycine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.34h， 生成
  参考文献：
  名称：

  Multipurpose isothiocyanyl alanine/lysine: Use as solvatochromic IR probes and in site specific labeling/ligation of short peptides

  摘要：

  The solvatochromic IR responsivity of small side chain-NCS in two unexplored unnatural amino acids, isothiocyanyl alanine ((NCS)Ala = Ita) and lysine ((NCS)Lys = Itl), without perturbing the conformation is demonstrated in two designed short tripeptide (BocAla-(NCS)Ala-Ala-OMe) and hexapeptide (BocLeu-ValPhe- Phe-(NCS)Lys-Gly-OMe). Demonstration of site specific fluorescent labeling in both the peptides and ligation type reaction in (NCS)Lys indicates the novelty of these two amino acids as alternative to the available canonical amino acids. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2018.02.021
• 作为产物：
  描述：

  N-Boc-N'-Cbz-L-赖氨酸 在 palladium 10% on activated carbon 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 28.0h， 生成 (tert-butoxycarbonyl)-L-lysylglycine
  参考文献：
  名称：

  Multipurpose isothiocyanyl alanine/lysine: Use as solvatochromic IR probes and in site specific labeling/ligation of short peptides

  摘要：

  The solvatochromic IR responsivity of small side chain-NCS in two unexplored unnatural amino acids, isothiocyanyl alanine ((NCS)Ala = Ita) and lysine ((NCS)Lys = Itl), without perturbing the conformation is demonstrated in two designed short tripeptide (BocAla-(NCS)Ala-Ala-OMe) and hexapeptide (BocLeu-ValPhe- Phe-(NCS)Lys-Gly-OMe). Demonstration of site specific fluorescent labeling in both the peptides and ligation type reaction in (NCS)Lys indicates the novelty of these two amino acids as alternative to the available canonical amino acids. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2018.02.021

文献信息

• Design of high-affinity peptide conjugates with optimized fluorescence quantum yield as markers for small peptide transporter PEPT1 (SLC15A1)
  作者：Praveen M. Bahadduri、Abhijit Ray、Akash Khandelwal、Peter W. Swaan

  DOI：10.1016/j.bmcl.2008.03.044

  日期：2008.4

  We employed a computational approach to design and synthesize a series of. fluorescently labeled hPEPT1 substrates. Five Alexa Fluor-350 (TM)-labeled peptides were assessed for their in vitro inhibitory activity in hPEPT1-transfected CHO cells. At least four labeled peptides show potent inhibitory activity toward hPEPT1-mediated uptake of [H-3]-GlySar and three compounds displayed a significant cellular uptake specifically mediated by hPEPT1. (c) 2008 Elsevier Ltd. All rights reserved.