Boc-D-phe-glyOH | 57224-99-4

• 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: Boc-D-phe-glyOH
• 英文别名: 2-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]acetic acid
• CAS: 57224-99-4
• 化学式: C₁₆H₂₂N₂O₅
• 分子量: 322.361
• InChiKey: MJRWXIQFTMLYFG-GFCCVEGCSA-N

物化性质

• 沸点：
  588.5±50.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Boc-D-phe-glyOH 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 D-PheGly
  参考文献：
  名称：

  Aggregation propensity of amyloidogenic and elastomeric dipeptides constituents

  摘要：

  This study demonstrates the self-assembly of N- and C-terminal protected dipeptides Phe-Gly and Pro-Gly which were derived from amyloidogenic and elastomeric peptide sequences. These constituents afforded nanostructured supramolecular ensembles through various non-covalent interactions in the solid state which can be directly correlated with their fibrillation event in solution phase. Interestingly microscopic observations revealed that the amyloidogenic dipeptide constituents assembled into hollow tubular structures whereas the elastomeric dipeptide constituents assembled into the feather or sheet like structures. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2016.07.022
• 作为产物：
  描述：

  N-tert-butoxycarbonyl-D-phenylalanylglycine ethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以82%的产率得到Boc-D-phe-glyOH
  参考文献：
  名称：

  伯氨喹的二肽衍生物作为阻断传播的抗疟疾药物：脂肪族侧链酰化作用对杀鼠活性和大鼠肝匀浆中羧伯氨喹的形成的影响。

  摘要：

  合成具有减少的氧化脱氨作用的非活性代谢产物羧基伯氨喹的伯氨喹（PQ）的二肽衍生物，并将其评估为一类新型的阻断传导的抗疟药。方法; 使用由耐甲氟喹的疟原虫疟原虫ANKA 25R / 10，Balb C小鼠和斯蒂芬按蚊（Anopheles stephensi）蚊组成的模型研究了抗疟活性。用大鼠肝脏匀浆物进行代谢研究，并通过HPLC分析孵育物。结果所有二肽衍生物和甘氨酰-PQ均以15 mg / kg的剂量完全抑制了蚊子中肠的卵囊的出现，而N-乙酰基伯氨喹在该剂量下没有活性。但是，与伯氨喹相反，没有一种标题化合物能够以3.75 mg / kg的浓度阻止卵囊的产生。sarc-gly-PQ例外，所有其余化合物均以3.75 mg / kg的剂量防止了蚊子唾液腺中的子孢子形成。以以下Vmax / Km的顺序同时水解为伯氨喹和gly-PQ：形成伯氨喹。L-ala-gly-PQ> L-phe-gly-PQ> gly-gly-PQ;

  DOI：

  10.1023/a:1018922425551

文献信息

• Generating Monofluoro‐Substituted Amines and Amino Acids by the Interaction of Inexpensive KF and Sulfamidates
  作者：Jun‐Liang Zeng、Zhi‐Hong Xu、Liang‐Feng Niu、Chuan Yao、Lu‐Lu Liang、Yu‐Lu Zou、Lijun Yang

  DOI：10.1002/ejoc.202200001

  日期：2022.5.6

  The regioselective ring-opening of 1,2- and 1,3-sulfamidates with fluorine anion is reported. Construction of monofluoro-substituted amines and amino acid derivatives is realized by using inexpensive potassium fluoride (KF). The monofluorination process only needs 35 minutes under heating, which will be an attractive new route for the synthesis of the PET fluorine-18 radiotracer.

  报道了 1,2-和 1,3-氨基磺酸盐与氟阴离子的区域选择性开环。通过使用廉价的氟化钾 (KF) 实现单氟取代胺和氨基酸衍生物的构建。单氟化过程在加热下仅需 35 分钟，这将是合成 PET fluorine-18 放射性示踪剂的一条有吸引力的新途径。
• Aggregation propensity of amyloidogenic and elastomeric dipeptides constituents
  作者：Vikas Kumar、K. Vijaya Krishna、Shruti Khanna、Khashti Ballabh Joshi

  DOI：10.1016/j.tet.2016.07.022

  日期：2016.9

  This study demonstrates the self-assembly of N- and C-terminal protected dipeptides Phe-Gly and Pro-Gly which were derived from amyloidogenic and elastomeric peptide sequences. These constituents afforded nanostructured supramolecular ensembles through various non-covalent interactions in the solid state which can be directly correlated with their fibrillation event in solution phase. Interestingly microscopic observations revealed that the amyloidogenic dipeptide constituents assembled into hollow tubular structures whereas the elastomeric dipeptide constituents assembled into the feather or sheet like structures. (C) 2016 Elsevier Ltd. All rights reserved.
• ——
  作者：Maria João Portela、Rui Moreira、Emília Valente、Luis Constantino、Jim Iley、João Pinto、Ricardo Rosa、Pedro Cravo、Virgílio E. do Rosário

  DOI：10.1023/a:1018922425551

  日期：——

  PURPOSE Dipeptide derivatives of primaquine (PQ) with reduced oxidative deamination to the inactive metabolite carboxyprimaquine were synthesized and evaluated as a novel class of transmission-blocking antimalarials. METHODS; Antimalarial activity was studied using a model consisting of mefloquine-resistant Plasmodium berghei ANKA 25R/10, Balb C mice, and Anopheles stephensi mosquitoes. Metabolic studies

  合成具有减少的氧化脱氨作用的非活性代谢产物羧基伯氨喹的伯氨喹（PQ）的二肽衍生物，并将其评估为一类新型的阻断传导的抗疟药。方法; 使用由耐甲氟喹的疟原虫疟原虫ANKA 25R / 10，Balb C小鼠和斯蒂芬按蚊（Anopheles stephensi）蚊组成的模型研究了抗疟活性。用大鼠肝脏匀浆物进行代谢研究，并通过HPLC分析孵育物。结果所有二肽衍生物和甘氨酰-PQ均以15 mg / kg的剂量完全抑制了蚊子中肠的卵囊的出现，而N-乙酰基伯氨喹在该剂量下没有活性。但是，与伯氨喹相反，没有一种标题化合物能够以3.75 mg / kg的浓度阻止卵囊的产生。sarc-gly-PQ例外，所有其余化合物均以3.75 mg / kg的剂量防止了蚊子唾液腺中的子孢子形成。以以下Vmax / Km的顺序同时水解为伯氨喹和gly-PQ：形成伯氨喹。L-ala-gly-PQ> L-phe-gly-PQ> gly-gly-PQ;