(S)-2-[2-(4-Nitro-phenyl)-acetylamino]-succinic acid | 70539-45-6

• 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: (S)-2-[2-(4-Nitro-phenyl)-acetylamino]-succinic acid
• 英文别名: N-[(4-Nitrophenyl)acetyl]-L-aspartic acid；(2S)-2-[[2-(4-nitrophenyl)acetyl]amino]butanedioic acid
• CAS: 70539-45-6
• 化学式: C₁₂H₁₂N₂O₇
• 分子量: 296.236
• InChiKey: YRONLHYSTHKATF-VIFPVBQESA-N

物化性质

• 沸点：
  611.5±55.0 °C(Predicted)
• 密度：
  1.513±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  150
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-[2-(4-Nitro-phenyl)-acetylamino]-succinic acid 在 palladium on activated charcoal 氢气 作用下， 生成 N-[(4-Aminophenyl)acetyl]-L-aspartic acid
  参考文献：
  名称：

  Analogs of methotrexate

  摘要：

  Analogues of methotrexate (MTX) were prepared by alkylation of side-chain precursors with 6-(bromomethyl)-2,4-pteridinediamine followed, where necessary, by saponification of the intermediate esters and, in two cases, by electrophilic substitution reactions in the pyridine ring portion of 3-deazamethotrexate. Effects of the various modifications on their ability to inhibit dihydrofolate reductase, cytotoxicity, and activity against L1210 leukemia in mice were examined in light of recent findings concerning active transport of MTX and related compounds and the binding features of the MTX-dihydrofolate reductase complex.

  DOI：

  10.1021/jm00193a021
• 作为产物：
  描述：

  L-天门冬氨酸 、 2-(4-硝基苯基)乙酰氯 在 sodium hydroxide 、 sodium carbonate 作用下， 生成 (S)-2-[2-(4-Nitro-phenyl)-acetylamino]-succinic acid
  参考文献：
  名称：

  Analogs of methotrexate

  摘要：

  Analogues of methotrexate (MTX) were prepared by alkylation of side-chain precursors with 6-(bromomethyl)-2,4-pteridinediamine followed, where necessary, by saponification of the intermediate esters and, in two cases, by electrophilic substitution reactions in the pyridine ring portion of 3-deazamethotrexate. Effects of the various modifications on their ability to inhibit dihydrofolate reductase, cytotoxicity, and activity against L1210 leukemia in mice were examined in light of recent findings concerning active transport of MTX and related compounds and the binding features of the MTX-dihydrofolate reductase complex.

  DOI：

  10.1021/jm00193a021

文献信息

• Enzymic synthesis design and enzymic synthesis of aspartame
  作者：Ivanka B. Stoineva、Boris P. Galunsky、Valentin S. Lozanov、Ivailo P. Ivanov、Dimiter D. Petkov

  DOI：10.1016/s0040-4020(01)88207-7

  日期：1992.1

  An enzymic synthesis of aspartame (H-Asp-Phe-OMe) has been designed and realized based on the structure-activity study of thermolysin and penicillin amidase hydrolysis of its p-substituted phenylacetyl derivatives. These compounds meet the structural and energetic requirements of two enzymic binding sites The peptide sweetener has been prepared by thermolysin - catalyzed condensation of the p-substituted

  基于嗜热菌素和青霉素酰胺酶水解其对位取代的苯基乙酰基衍生物的结构活性研究，设计并实现了阿斯巴甜的酶促合成（H-Asp-Phe-OMe）。这些化合物满足两个酶结合位点的结构和能量要求。肽甜味剂的制备方法是：通过热解酶-对位取代的苯基乙酰基-Asp-OH和H-Phe-OMe的缩合反应，然后通过青霉素酰胺酶的催化，对所得产物进行脱保护。阿斯巴甜的前体。
• Analogs of methotrexate
  作者：John A. Montgomery、James R. Piper、Robert D. Elliott、Carroll Temple、Eugene C. Roberts、Y. F. Shealy

  DOI：10.1021/jm00193a021

  日期：1979.7

  Analogues of methotrexate (MTX) were prepared by alkylation of side-chain precursors with 6-(bromomethyl)-2,4-pteridinediamine followed, where necessary, by saponification of the intermediate esters and, in two cases, by electrophilic substitution reactions in the pyridine ring portion of 3-deazamethotrexate. Effects of the various modifications on their ability to inhibit dihydrofolate reductase, cytotoxicity, and activity against L1210 leukemia in mice were examined in light of recent findings concerning active transport of MTX and related compounds and the binding features of the MTX-dihydrofolate reductase complex.