N^α-tert-Butyloxycarbonyl-prolyl-arginine | 60397-21-9

• 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: N^α-tert-Butyloxycarbonyl-prolyl-arginine
• 英文别名: Boc-Pro-Arg-OH；1-(tert-butoxycarbonyl)-L-prolyl-L-arginine；(2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]amino]pentanoic acid
• CAS: 60397-21-9
• 化学式: C₁₆H₂₉N₅O₅
• 分子量: 371.437
• InChiKey: VVZFVPMPVCQRCY-QWRGUYRKSA-N

物化性质

• 熔点：
  154-155 °C
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N^α-tert-Butyloxycarbonyl-prolyl-arginine 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 0.67h， 以77%的产率得到L-prolyl-L-arginine
  参考文献：
  名称：

  Synthesis and biological activity of C-terminal fragments of vasopressin

  摘要：

  DOI：

  10.1007/bf00763373
• 作为产物：
  描述：

  L-精氨酸 生成 N^α-tert-Butyloxycarbonyl-prolyl-arginine
  参考文献：
  名称：

  SAMOJLOVA, N. A.;ANDREEV, S. M.;GALKIN, O. M.;ROGOZHIN, S. V.

  摘要：

  DOI：

文献信息

• Synthesis and Investigation of the Antidepressant Properties of Novel Analogs of Arginine-Vasopressin
  作者：K. V. Borodina、O. N. Savanets、E. S. Pustyulga、V. P. Martinovich、E. V. Kravchenko、L. M. Olgomets、V. P. Golubovich

  DOI：10.1134/s1068162022030050

  日期：2022.6

  Abstract A search for novel antidepressant analogs of arginine-vasopressin (AVP) by a computer modeling revealed the following peptide analogs of the C-terminal part of AVP: N-Ac-D-Ser-Pro-D-Arg-Gly-NH2, N-Ac-Phe-Pro-Arg-Gly-NH2, and N-Ac-Trp-Pro-Arg-Gly-NH2. Syntheses of the modeled compounds were described in this article. The compounds that could potentially exhibit the antidepressant activity were

  摘要 通过计算机建模对精氨酸-加压素 (AVP) 的新型抗抑郁类似物的搜索揭示了AVP C端部分的以下肽类似物：N -Ac-D-Ser-Pro-D-Arg-Gly-NH 2，N -Ac-Phe-Pro-Arg-Gly-NH 2和N -Ac-Trp-Pro-Arg-Gly-NH 2。本文描述了模型化合物的合成。在强迫游泳试验中检查了可能表现出抗抑郁活性的化合物。N -Ac-Trp-Pro-Arg-Gly-NH 2（0.1、1.0 和 10.0 µg/kg）和N -Ac-D-Ser-Pro-D-Arg-Gly-NH 2根据向 Wistar 雄性大鼠鼻内给药后的许多参数，显示 (1.0 µg/kg) 与氟西汀参考抗抑郁药具有最高的相似性。
• Unkovskii, V. I.; Vasil'eva, G. A.; Evstigneeva, R. P., Journal of general chemistry of the USSR, 1986, vol. 56, p. 1455 - 1460
  作者：Unkovskii, V. I.、Vasil'eva, G. A.、Evstigneeva, R. P.

  DOI：——

  日期：——
• Synthesis of modified fragments of fibrinogen and their effect on the activity of proteolytic enzymes
  作者：V. N. Nikandrov、N. S. Pyzhova、V. P. Golubovich、O. V. Mel’nik、V. P. Martinovich

  DOI：10.1134/s106816200602004x

  日期：2006.3

  New analogues of the Gly-Pro-Arg and Arg-Gly-Asp fragments of fibrinogen were synthesized: Gly-Pro-Arg-Pro (1), Gly-Pro-Arg-Pro-Met-We (11), Gly-Pro-Arg-Pro-Phe (111), Gly-Pro-Arg-Pro-Asp (IV), Gly-Pro-Arg-Pro-Glu (V), and Arg-Asn-Trp-Asp (VI). Their effect on the activity of proteases of various types was studied with the method of lysis of fibrin plates. All the peptides were found to inhibit plasmin activity (by 60-85%) and the gamma-subunit of nerve growth factor (by 55-93%). Tetrapeptide (VI) proved to be an effective inhibitor of tissue activator of plasminogen and the 7-subunit of nerve growth factor (by 96 and 93%, respectively). The peptides exerted practically no effect on the activity of urokinase and moderately inhibited the activity of streptokinase [(III), IV), and (VI)], papain [(I), (II), IV), and (VI)], subtilisin [(V) and (VI)], (x-chymotrypsin [(III), (V), and VI)], and Bacillus subtilis metalloprotease (VI). They inhibit trypsin [except for (1) and (111)] when applied on fibrin plates at a concentration of I X 10(-2) M, while, at the concentration of I X 10(-3) M, (1) and (11) induced an increase in proteolytic activity by 35 and 47%, respectively.
• SAMOJLOVA, N. A.;ANDREEV, S. M.;GALKIN, O. M.;ROGOZHIN, S. V.
  作者：SAMOJLOVA, N. A.、ANDREEV, S. M.、GALKIN, O. M.、ROGOZHIN, S. V.

  DOI：——

  日期：——
• GOLUBOVICH, V. P.;MARTINOVICH, V. P.;USENKO, A. B.;SLOBODCHIKOVA, L. K.;T+, XIM.-FARMATS. ZH., 22,(1988) N 6, 675-679
  作者：GOLUBOVICH, V. P.、MARTINOVICH, V. P.、USENKO, A. B.、SLOBODCHIKOVA, L. K.、T+

  DOI：——

  日期：——