N-(tert-butoxycarbonyl)-L-alanine N-hydroxysuccinimide ester | 60361-03-7

• 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: N-(tert-butoxycarbonyl)-L-alanine N-hydroxysuccinimide ester
• 英文别名: succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate；BOC-L-alanine hydroxysuccinimide ester；(2,5-dioxopyrrol-1-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 60361-03-7
• 化学式: C₁₂H₁₆N₂O₆
• 分子量: 284.269
• InChiKey: DCWCMUINJJUSTR-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(tert-butoxycarbonyl)-L-alanine N-hydroxysuccinimide ester 、 N³-(benzyloxycarbonyl)-L-(2,3-diaminopropanoyl)-L-alanine trifluoroacetate salt 在 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 以84%的产率得到N²-<(N-tert-butoxycarbonyl)-L-alanyl>-N³-(benzyloxycarbonyl)-L-(2,3-diaminopropanoyl)-L-alanine
  参考文献：
  名称：

  Anticandidal properties of N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid oligopeptides

  摘要：

  Tri-, tetra-, and pentapeptides containing N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid (FMDP), an inactivator of glucosamine 6-phosphate synthase of fungal origin (a key enzyme in the biosynthesis of macromolecular components of the fungal cell wall) have been synthesized and investigated as anticandidal agents. Structure-activity relationships of a series of peptides revealed that tripeptides were generally more active than the other peptides examined. In this study, the lysyl peptide, Lys-Nva-FMDP has been found to be the most active compound in the series.

  DOI：

  10.1021/jm00163a022

文献信息

• Anticandidal properties of N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid oligopeptides
  作者：Ryszard Andruszkiewicz、Slawomir Milewski、Teresa Zieniawa、Edward Borowski

  DOI：10.1021/jm00163a022

  日期：1990.1

  Tri-, tetra-, and pentapeptides containing N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid (FMDP), an inactivator of glucosamine 6-phosphate synthase of fungal origin (a key enzyme in the biosynthesis of macromolecular components of the fungal cell wall) have been synthesized and investigated as anticandidal agents. Structure-activity relationships of a series of peptides revealed that tripeptides were generally more active than the other peptides examined. In this study, the lysyl peptide, Lys-Nva-FMDP has been found to be the most active compound in the series.