Fmoc-L-Glu(O-tBu)-(18)OH | 1201683-58-0

• 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: Fmoc-L-Glu(O-tBu)-(18)OH
• 英文别名: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentan(18O2)oic acid
• CAS: 1201683-58-0
• 化学式: C₂₄H₂₇NO₆
• 分子量: 429.483
• InChiKey: OTKXCALUHMPIGM-VZZQQBNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Fmoc-O-叔丁基-L-谷氨酸 在 3,5-dimethylpyridine hydrobromide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 重氧水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 以94%的产率得到Fmoc-L-Glu(O-tBu)-(18)OH
  参考文献：
  名称：

  Multiple-Turnover Isotopic Labeling of Fmoc- and Boc-Protected Amino Acids with Oxygen Isotopes

  摘要：

  An efficient method for the selective isotopic labeling of carboxylic acids is reported. By reacting an amino acid with excess carbodiimide and (OH2)-O-18, a kinetically enhanced multiple turnover reaction provides the O-18-labeled product in high yield and excellent isotopic enrichment. This reaction is fully compatible with standard Fmoc, Boc, Trt, and OtBu protecting groups and provides a means to selectively label the alpha-carboxylic acids of functionalized amino acids with stable oxygen isotopes.

  DOI：

  10.1021/ol902519g

文献信息

• Multiple-Turnover Isotopic Labeling of Fmoc- and Boc-Protected Amino Acids with Oxygen Isotopes
  作者：Martin S. Seyfried、Birgit S. Lauber、Nathan W. Luedtke

  DOI：10.1021/ol902519g

  日期：2010.1.1

  An efficient method for the selective isotopic labeling of carboxylic acids is reported. By reacting an amino acid with excess carbodiimide and (OH2)-O-18, a kinetically enhanced multiple turnover reaction provides the O-18-labeled product in high yield and excellent isotopic enrichment. This reaction is fully compatible with standard Fmoc, Boc, Trt, and OtBu protecting groups and provides a means to selectively label the alpha-carboxylic acids of functionalized amino acids with stable oxygen isotopes.