脯氨酰缬氨酸 | 20488-27-1

• 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
• 中文名称: 脯氨酰缬氨酸
• 英文名称: (S)-1-((S)-2-Amino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid
• 英文别名: Val-Pro；L-valyl-L-proline；(2S)-1-[(2S)-2-azaniumyl-3-methylbutanoyl]pyrrolidine-2-carboxylate
• CAS: 20488-27-1
• 化学式: C₁₀H₁₈N₂O₃
• 分子量: 214.265
• InChiKey: GIAZPLMMQOERPN-YUMQZZPRSA-N

物化性质

• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  脯氨酰缬氨酸 以89%的产率得到环(L-脯-L-缬)二肽
  参考文献：
  名称：

  Cyclo(l-proline-l-serine) Dipeptide Suppresses Seed Borne Fungal Pathogens of Rice: Altered Cellular Membrane Integrity of Fungal Hyphae and Seed Quality Benefits

  摘要：

  DOI：

  10.1021/acs.jafc.1c07659
• 作为产物：
  描述：

  N-[(1,1-二甲基乙氧基)羰基]-L-缬氨酰-L-脯氨酸 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 脯氨酰缬氨酸
  参考文献：
  名称：

  Synthesis, characterization and in vitro DNA binding and cleavage studies of Cu(II)/Zn(II) dipeptide complexes

  摘要：

  Novel dipeptide complexes Cu(II)center dot Val-Pro (1), Zn(II)center dot Val-Pro (2), Cu(II)center dot Ala-Pro (3) and Zn(II)center dot Ala-Pro (4) were synthesized and thoroughly characterized using different spectroscopic techniques including elemental analyses, IR, NMR, ESI-MS and molar conductance measurements. The solution stability study carried out by UV-vis absorption titration over a broad range of pH proved the stability of the complexes in solution. In vitro DNA binding studies of complexes 1-4 carried out employing absorption, fluorescence, circular dichroism and viscometric studies revealed the binding of complexes to DNA via groove binding. UV-vis titrations of 1-4 with mononucleotides of interest viz., 5'-GMP and 5'-TMP were also carried out. The DNA cleavage activity of the complexes I and 2 were ascertained by gel electrophoresis assay which revealed that the complexes are good DNA cleavage agents and the cleavage mechanism involved a hydrolytic pathway. Furthermore, in vitro antitumor activity of complex 1 was screened against human cancer cell lines of different histological origin. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotobiol.2012.12.009

文献信息

• Studies on the diastereoisomeric and conformational aspects of benzoyl dipeptide esters, as a means of assessing racemisation using nuclear magnetic resonance spectroscopy
  作者：John S. Davies、R. John Thomas

  DOI：10.1039/p19810001639

  日期：——

  Distinct methyl ester signals in the 1H n.m.r. spectra of diastereoisomeric forms of benzoyl dipeptide methyl esters provide a means of estimating the isomer composition of diastereoisomeric mixtures. Analysis of the mixture derived from peptide-coupling reactions using this n.m.r. technique provides a convenient means of comparing the racemisation potential of a series of coupling reagents. Significant

  苯甲酰基二肽甲基酯的非对映异构体形式的1 H nmr光谱中的不同甲酯信号为估算非对映异构体混合物的异构体组成提供了一种手段。使用这种核磁共振技术对衍生自肽偶联反应的混合物进行分析，为比较一系列偶联试剂的消旋潜力提供了便利的方法。在模型肽偶联过程中，显着的不对称诱导伴随着外消旋作用。已使用13 C nmr光谱研究了构象效应，并已合理化了在1 H nmr光谱中观察非对映异构酯信号的结构标准。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011050146A1

  公开（公告）日：2011-04-28

  Disclosed are compounds of Formula (I). Also disclosed are pharmaceutical compositions comprising the compounds, and methods for treating HCV invention by administration of the compounds.

  揭示了化合物的化学式（I）。还揭示了包含这些化合物的药物组合物，以及通过给药这些化合物来治疗HCV的方法。
• Amino acids and peptides. XII. Synthesis of C-terminal decapeptide of bovine pancreatic ribonuclease A(RNase A) and its analogs and determination of their ability to reactivate des(121-124)RNase A.
  作者：YOSHIO OKADA、NAOKI TENO、JUNKO MIYAO、YUMIKO MORI、MASACHIKA IRIE

  DOI：10.1248/cpb.32.4585

  日期：——

  A decapeptide corresponding to the C-terminal sequence (residues 115-124) of bovine pancreatic ribonuclease A (RNase A) and four analogs in which Asp-121 is replaced by Asn, Glu, Gln and Ala were synthesized by the fragment condensation procedure, and their abilities to reactivate RNase A from which the last 4 residues, Asp-Ala-Ser-Val, had been removed were examined. Asp-decapeptide (I) and Glu-decapeptide (III) bound with inactivated RNase 1-120 non-covalently and exhibited hydrolytic activity towards cyclic 2', 3'-cytidylic acid. In contrast, Asn-decapeptide (II), Gln-decapeptide (IV) and Ala-decapeptide (V) did not show any ability to restore the activity of RNase A 1-120. Our systematic syntheses of the C-terminal decapeptide of RNase A and its analogs indicate a very important role of the free carboxyl group at position 121 of RNase A for manifestation of RNase activity.

  合成了一种与牛胰腺核糖核酸酶A（RNase A）C端序列（残基115-124）相对应的十肽，以及四种其类似物，其中天冬酸-121被天冬酰胺、谷氨酸、谷氨酰胺和丙氨酸替代，并通过片段缩合程序合成了这些肽。研究了这些肽恢复从中去除了最后4个残基（天冬酸-丙氨酸-丝氨酸-缬氨酸）的RNase A的能力。天冬氨酸十肽（I）和谷氨酸十肽（III）以非共价方式与失活的RNase 1-120结合，并表现出对环状2', 3'-胞苷酸的水解活性。相比之下，天冬酰胺十肽（II）、谷氨酰胺十肽（IV）和丙氨酸十肽（V）没有显示出恢复RNase A 1-120活性的能力。我们系统合成的RNase A C端十肽及其类似物表明，第121位自由羧基在RNase活性的表现中扮演了非常重要的角色。
• Baccatin derivatives and processes for preparing the same
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0693485A2

  公开（公告）日：1996-01-24

  Disclosed are 13α-(3-substituted-2-hydroxypropionyloxy)-baccatin compounds represented by the formula:    wherein R¹ represents a lower alkanoyl group or a protective group for hydroxy group; R represents a protective group for hydroxy group; R³ represents a lower alkanoyl group; R⁴ represents a substituted or unsubstituted benzoyl group; X represents a substituted or unsubstituted aryl group, a substituted or unsubstituted lower alkenyl group, or a substituted or unsubstituted lower alkynyl group; and A' represents a halogen atom, azido group or amino group, and processes for preparing the same.

  本发明公开了 13α-(3-取代-2-羟基丙酰氧基)-巴卡丁化合物，由式表示： 其中，R¹代表低级烷酰基或羟基的保护基团；R代表羟基的保护基团；R³代表低级烷酰基；R⁴代表取代或未取代的苯甲酰基；X代表取代或未取代的芳基、取代或未取代的低级烯基或取代或未取代的低级炔基；以及A'代表卤素原子、叠氮基团或氨基、 以及制备上述物质的工艺。
• Augmenting moieties for anti-inflammatory compounds
  申请人：Rutgers, The State University of New Jersey

  公开号：US10752582B2

  公开（公告）日：2020-08-25

  Augmented or synergized anti-inflammatory constructs are disclosed including anti-inflammatory amino acids covalently conjugated with other anti-inflammatory molecules such as nonsteroidal anti-inflammatory drugs, vanilloids and ketone bodies. Further conjugation with a choline bioisostere or an additional anti-inflammatory moiety further augments the anti-inflammatory activity.

  已公开的增强或协同抗炎构建物包括与其他抗炎分子（如非甾体类抗炎药、类香兰素和酮体）共价共轭的抗炎氨基酸。进一步与胆碱生物异构体或其他抗炎分子共轭可进一步增强抗炎活性。

表征谱图