D,L-Tyr-OPron | 125511-37-7

• 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: D,L-Tyr-OPron
• 英文别名: D,L-Tyr-OPr；Propyl 2-amino-3-(4-hydroxyphenyl)propanoate
• CAS: 125511-37-7
• 化学式: C₁₂H₁₇NO₃
• mdl: MFCD11619235
• 分子量: 223.272
• InChiKey: RXTAVOMESVSQHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  D,L-Tyr-OPron 在 Alcalase 、 磷酸吡哆醛 、 水 作用下， 以 叔丁醇 为溶剂， 反应 4.0h， 以95%的产率得到L-酪氨酸
  参考文献：
  名称：

  Chemo-Enzymatic Synthesis of Optically Active Amino Acids and Peptides

  摘要：

  AbstractThe industrial alkaline protease, alcalase, is stable and active in a high concentration of organic solvents and useful as a biocatalyst for (i) diastereoselective hydrolysis of peptide esters and preparation of racemization‐free peptides; (ii) selective incorporation of esters of D‐amino acid into peptides in t‐butanol via a selective hydrolysis of esters of D,L‐amino acid, followed by using the unhydrolyzed D‐esters as a nucleophile in a kinetically controlled peptide bond formation; (iii) resolution of esters of amino acid in 95% t‐butanol/5% water, followed by saponification of the unreacted esters to offer both enantiomers with high yield and optical purity; (iv) completely resolve amino‐acid esters with high yield and optical purity via in situ racemization of the unreacted antipode catalyzed by pyridoxal 5‐phosphate; (v) cryobioorganic synthesis of peptides with increased yields 15%–40% of peptide bond formation by reaction at 5 °C instead of 25–30 °C of a kinetically controlled enzymatic reaction in alcohols.

  DOI：

  10.1002/jccs.199900046
• 作为产物：
  描述：

  Propyl 2-amino-3-(4-hydroxyphenyl)propanoate;hydrochloride 在 氨 作用下， 以 水 为溶剂， 生成 D,L-Tyr-OPron
  参考文献：
  名称：

  从合成到用于药物递送系统的新型氨基酸丙酯布洛芬酸盐

  摘要：

  本研究旨在评估以离子对形式引入布洛芬的结构修饰对布洛芬通过皮肤的渗透性以及所生产的医用贴片粘合层特性的影响。测试的活性物质是通过将布洛芬的阴离子与有机阳离子（如酪氨酸、色氨酸、组氨酸或苯丙氨酸等氨基酸的丙酯）配对而获得的布洛芬盐。为了进行比较，还测试了未改性布洛芬和市售贴剂的渗透性。基于甲基丙烯酸异冰片酯作为生物成分的丙烯酸酯共聚物和增加 Tg（“硬”）的单体用于生产透皮贴剂的粘合层。根据粘合性能对获得的贴片进行表征，并测试活性成分的渗透性和活性成分通过皮肤的渗透性。本研究证明了开发基于丙烯酸的光反应性透皮贴剂的可能性，该贴剂含有可以提供治疗适当剂量布洛芬的生物成分。

  DOI：

  10.1039/d2ra05804a

文献信息

• Method and compositions for identifying anti-HIV therapeutic compounds
  申请人：GILEAD SCIENCES, INC.

  公开号：US20040121316A1

  公开（公告）日：2004-06-24

  Methods are provided for identifying anti-HIV therapeutic compounds substituted with carboxyl ester or phosphonate ester groups. Libraries of such compounds are screened optionally using the novel enzyme GS-7340 Ester Hydrolase. Compositions and methods relating to GS-7340 Ester Hydrolase also are provided.

  提供了一种鉴定含有羧酸酯或磷酸酯基团抗HIV治疗化合物的方法。可以选择使用新型酶GS-7340酯水解酶筛选这类化合物的文库。还提供了与GS-7340酯水解酶相关的组合物和方法。
• NUCLEOSIDE ANALOGS FOR ANTIVIRAL TREATMENT
  申请人：Chen James M.

  公开号：US20100104532A1

  公开（公告）日：2010-04-29

  The invention provides unsaturated phosphonates of Formula I or a tautomer or pharmaceutically accepatble salt thereof, as described herein, as well as pharmaceutical compositions comprising the compounds, and therapeutic methods comprising administering the compounds. The compounds have anti-viral properties and are useful for treating viral infections (e.g. HCV) in animals (e.g. humans).

  本发明提供了公式I或其互变异构体或药学上可接受的盐的不饱和膦酸酯，以及包含这些化合物的制药组合物和包括给予这些化合物的治疗方法。这些化合物具有抗病毒性质，适用于治疗动物（如人类）的病毒感染（例如HCV）。
• [EN] AZA-QUINOLINOL PHOSPHONATE INTEGRASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSES D'AZA-QUINOLINOL PHOSPHONATE INHIBITEURS DE L'INTEGRASE
  申请人：GILEAD SCIENCES INC

  公开号：WO2005028478A1

  公开（公告）日：2005-03-31

  Aza-quinolinol phosphonate compounds and methods for inhibition of HIV-integrase are disclosed. Formula (I). Ar is aryl or heteroaryl connecting R6 to L. L is a bond or a linker connecting a ring atom of Ar to N. The ring atoms, X1-X5 may be N, substituted nitrogen, or substituted carbon, and form rings. The compounds include at least one phosphonate group covalently attached at any site.

  本发明公开了一种Aza-quinolinol磷酸酯化合物及其抑制HIV整合酶的方法。其中，公式(I)中的Ar为芳基或杂环芳基，连接R6和L。L是连接Ar的环原子和N的键或连接链。环原子X1-X5可以是N、取代氮或取代碳，并形成环。这些化合物至少包括一个磷酸酯基固定在任何位点上。
• Kinase inhibitory phosphonate analogs
  申请人：Cannizzaro Carina

  公开号：US20050261253A1

  公开（公告）日：2005-11-24

  The invention is related to phosphorus substituted kinase inhibitory compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

  这项发明涉及磷取代的激酶抑制化合物、含有这些化合物的组合物、包括给予这些化合物的治疗方法，以及用于制备这些化合物的过程和中间体。
• Method and compositions for identifying anti-hiv therapeutic compounds
  申请人：Birkus Gabriel

  公开号：US20060115815A1

  公开（公告）日：2006-06-01

  Methods are provided for identifying anti-HIV therapeutic compounds substituted with carboxyl ester or phosphonate ester groups. Libraries of such compounds are screened optionally using the novel enzyme GS-7340 Ester Hydrolase. Compositions and methods relating to GS-7340 Ester Hydrolase also are provided.

  提供了一种鉴定具有羧酸酯或膦酸酯基团的抗HIV治疗化合物的方法。可以使用新型酶GS-7340 Ester Hydrolase筛选这些化合物的库。还提供了与GS-7340 Ester Hydrolase相关的组合物和方法。