Boc-Ala-Ala-Pro-Phe-OH | 136400-26-5

• 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-Ala-Ala-Pro-Phe-OH
• 英文别名: Boc-AlaAlaProPhe-OH；Boc-AAPF-OH；(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
• CAS: 136400-26-5
• 化学式: C₂₅H₃₆N₄O₇
• 分子量: 504.583
• InChiKey: ZOHJGYXQJNBHLD-CAMMJAKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  154.14
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-(6'-aminospiro[1H-2-benzofuran-3,9'-xanthene]-3'-yl)carbamate 、 Boc-Ala-Ala-Pro-Phe-OH 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.05h， 生成
  参考文献：
  名称：

  Fluorescent probe for high-sensitivity pancreatic fluid detection, and method for detecting pancreatic fluid

  摘要：

  下面是表示为以下公式（I）的化合物或其盐的胰液检测用荧光探针。 （在公式中，A代表氨基酸残基或N-取代氨基酸残基，其中A与公式中相邻的NH形成酰胺键；R1代表氢原子或与苯环结合的1至4个相同或不同的取代基团；R2、R3、R4、R5、R6和R7分别独立地代表氢原子、羟基、烷基或卤素原子；R8和R9分别独立地代表氢原子或烷基；X代表C1-C3烷基基团）。

  公开号：

  US09506102B2
• 作为产物：
  描述：

  N-tert-butyloxycarbonyl-alanyl-alanyl-proline 在 水 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 Boc-Ala-Ala-Pro-Phe-OH
  参考文献：
  名称：

  Morpholinecarbonyl-Rhodamine 110 Based Substrates for the Determination of Protease Activity with Accurate Kinetic Parameters

  摘要：

  Commonly used fluorogenic substrate analogues for the detection of protease activity contain two enzyme-cleavable bonds conjugated to the fluorophore. Enzymatic cleavage follows a two-step reaction with a monoamide intermediate. This intermediate shows fluorescence at the same wavelength as the final product complicating the kinetic analysis of fluorescence-based assays. Fluorogenic substrate analogues for a-chymotrypsin with one cleavable peptide bond have been prepared from morpholinecarbonyl-Rhodamine 110 (MC-Rh 110). A comparison of their kinetic properties with the corresponding (peptide)(2)-Rh110 derivatives revealed that these frequently used double-substituted substrate analogues yield only apparent Km and km, values that are quite different from the kinetic parameters obtained from the monosubstituted MC-Rh110 based substrate analogues. Although both the monoamide intermediate and MC-Rh110 are monosubstituted Rhodarnine 110 derivatives, they show different spectroscopic properties. The data from the spectroscopic analysis clearly show that these properties are directly related to the electron structure of the fluorophore and not to the previously proposed equilibrium between the lactone form and the open ionic form of the fluorophore. This knowledge about the determinants of the spectroscopic properties of monosubstituted Rhodamine 110 introduces a way for a more systematic development of new fluorogenic protease substrate analogues.

  DOI：

  10.1021/bc2001038

文献信息

• Peptide Synthesis Mediated by Thiolsubtilisin Using Peptide Thioester as Building Block
  作者：Hisakazu Mihara、Shuko Maeda、Ryo Kurosaki、Satoko Ueno、Seiji Sakamoto、Takuro Niidome、Hironobu Hojo、Saburo Aimoto、Haruhiko Aoyagi

  DOI：10.1246/cl.1995.397

  日期：1995.5

  Peptides were efficiently synthesized by the catalysis of chemically engineered protease, thiolsubtilisin, with peptide thioesters as substrate building blocks. The ligation method was successfully applied to the synthesis of a partial sequence of DNA-binding c-Myb protein.

  在化学工程蛋白酶硫代硫蓟素的催化下，以肽硫酯为底物构件，高效合成了多肽。这种连接方法被成功应用于合成 DNA 结合 c-Myb 蛋白的部分序列。
• Chen, Shui-Tein; Chang, Chung-Ho; Wang, Kung-Tsung, Journal of Chemical Research, Miniprint, 1991, # 8, p. 1967 - 1975
  作者：Chen, Shui-Tein、Chang, Chung-Ho、Wang, Kung-Tsung

  DOI：——

  日期：——