Alloc-Ser-OH dicyclohexylamine salt | 110637-41-7

• 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: Alloc-Ser-OH dicyclohexylamine salt
• 英文别名: Aloc-Ser-OH.DCHA；N-cyclohexylcyclohexanamine;(2S)-3-hydroxy-2-(prop-2-enoxycarbonylamino)propanoic acid
• CAS: 110637-41-7
• 化学式: C₇H₁₁NO₅*C₁₂H₂₃N
• 分子量: 370.489
• InChiKey: LAVZUOUQWFOSML-ZSCHJXSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  108
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Alloc-Ser-OH dicyclohexylamine salt 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 N-Allyloxycarbonyl-L-serine(O-diallylphosphate)
  参考文献：
  名称：

  Combined Fmoc-Alloc strategy for a general SPPS of phosphoserine peptides; preparation of phosphorylation-dependent tau antisera

  摘要：

  A block method for the solid phase synthesis (SPPS) of serine phosphopeptides has been developed using a combination of Fmoc and Alloc strategies. Alloc-Ser[PO(OCH2CH=CH2)(2)]-OH, prepared in a one pot procedure from Alloc-Ser-OH, was introduced at the N-terminus of a sequence prepared by standard Fmoc-SPPS. Global cleavage of the allyl ester based protecting groups, followed by coupling of a tripeptide fragment, led to the tau phosphopeptide, 1. Using tau phosphopeptides a series of phosphorylation state-dependent antisera to human tau protein have been raised. These antisera are valuable tools for studying the tau protein which is found in an abnormal, hyperphosphorylated form in Alzheimer's disease brain. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00211-8

文献信息

• Combined Fmoc-Alloc strategy for a general solid phase synthesis of phosphoserine peptides
  作者：Gideon Shapiro、Dieter Büchler、Claudio Dalvit、Maria del Carmen Fernandez、Berta Gomez-Lor、Esteban Pombo-Villar、Urs Stauss、Robert Swoboda

  DOI：10.1016/0960-894x(96)00044-3

  日期：1996.2

  A building block method for the SPPS of serine phosphopeptides has been developed using a combination of Fmoc and Alloc strategies. Alloc-Ser[PO(OCH2CH=CH2)(2)]-OH, prepared in a one-pot procedure from Alloc-Ser-OH, was introduced at the N-terminus of a sequence prepared by standard Fmoc-SPPS. Global cleavage of the allyl ester protecting groups followed by coupling of a tripeptide fragment led to tau phosphopeptide, 1, which was not available by post assembly phosphorylation strategies and is an important epitope of tau phosphoprotein in Alzheimer's Disease.