N-benzilossicarbonil-isoleucil-istidina-metilestere

• 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-benzilossicarbonil-isoleucil-istidina-metilestere
• 化学式: C₂₁H₂₈N₄O₅
• 分子量: 416.477
• InChiKey: XHQFDANCJHXZAA-WBAXXEDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  122.41
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-(苯基甲氧基羰基)-L-异亮氨酸 2,5-二氧代-1-吡咯烷基酯 、 l-histidine methyl ester dihydrochloride 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以90%的产率得到N-benzilossicarbonil-isoleucil-istidina-metilestere
  参考文献：
  名称：

  Baraldi; Dalla Vecchia; Guarneri, Farmaco, Edizione Scientifica, 1980, vol. 35, # 8, p. 698 - 705

  摘要：

  DOI：

文献信息

• PEPTIDE SYNTHESIS BY USING PHENYLPHOSPHONIC ESTER AS A COUPLING REAGENT
  作者：Yutaka Watanabe、Naoya Morito、Ken-ichi Kamekawa、Teruaki Mukaiyama

  DOI：10.1246/cl.1981.65

  日期：1981.1.5

  Synthesis of peptides containing various functions was efficiently accomplished by treatment of the tetrabutylammonium salts of N-protected amino acids (or peptides) with amino acid esters in the presence of bis(o- or p-nitrophenyl) phenylphosphonate. Synthesis of leucine-enkephalin was successfully achieved by the above method employing a (3+2) or (4+1) fragment coupling approach.

  通过在双（邻或对硝基苯基）苯基膦酸酯存在下用氨基酸酯处理 N-保护的氨基酸（或肽）的四丁基铵盐，可以有效地合成含有各种功能的肽。上述方法采用（3+2）或（4+1）片段偶联方法成功合成亮氨酸-脑啡肽。
• ONE-POT CYCLIZATION OF A PEPTIDE BY THE USE OF (5-NITROPYRIDYL)DIPHENYL PHOSPHINATE: THE SYNTHESIS OF CYCLIC DECAPEPTIDE GRAMICIDIN S
  作者：Teruaki Mukaiyama、Kenichi Kamekawa、Yutaka Watanabe

  DOI：10.1246/cl.1981.1367

  日期：1981.10.5

  One-pot synthesis of gramicidin S, cyclic decapeptide, was successfully achieved by treatment of the corresponding linear decapeptide with (5-nitropyridyl)diphenyl phosphinate, a new condensing reagent, in pyridine. Similarly, the phosphinic ester can be successfully employed in the Young test as well as syntheses of dipeptides.

  通过在吡啶中用（5-硝基吡啶基）二苯基次膦酸盐（一种新的缩合剂）处理相应的线性十肽，成功地实现了短杆菌肽 S（环状十肽）的一锅法合成。类似地，次膦酸酯可以成功地用于杨氏试验以及二肽的合成。
• Synthese eines hochwirksamen Hypertensin II-amids (L-Asparaginyl-L-arginyl-L-valyl-L-tyrosyl-L-isoleucyl-L-histidyl-L-prolyl-L-phenylalanin)
  作者：W. Rittel、B. Iselin、H. Kappeler、B. Riniker、R. Schwyzer

  DOI：10.1002/hlca.19570400317

  日期：——

  described. The highly purified octapeptide is 5 to 10 times as active as noradrenaline on the blood pressure of the rat in the experimental set-up of Peart9), and 2 to 4 times as active as Val5- hypertensin I, isolated from bovine plasma3).

  描述了Ileu 5-高血压蛋白II-Asp-β-酰胺，L-天冬酰胺基-L-精氨酰基-L-戊基-L-酪氨酰基-L-异亮氨酰基-L-组氨酸-L-脯氨酰基-L-苯丙氨酸的合成。在Peart 9的实验装置中，高度纯化的八肽在大鼠血压上的活性是去甲肾上腺素的5到10倍，是从牛血浆3中分离出来的Val 5-高血压I的2到4倍。）。
• Renin inhibitors. Synthesis of transition-state analog inhibitors containing phosphorus acid derivatives at the scissile bond
  作者：Mark C. Allen、Walter Fuhrer、Brian Tuck、Roy Wade、Jeanette M. Wood

  DOI：10.1021/jm00127a041

  日期：1989.7

  The synthesis of five amino phosphorus derivatives, 1a-e, is described. The derivatives were incorporated into a series (18) of analogues of the 5-14 portion of angiotensinogen, in most cases at the scissile Leu-Val bond. The resultant compounds were tested in vitro for their ability to inhibit human plasma renin. Replacement of the scissile bond with the phosphinic analogue of Leu10-Val11 (1b) gave the most potent inhibitors, having IC50 = 7.5 x 10(-8) M for H-Pro-His-Pro-Phe-His-(1b)-Ile-His-Lys-OH and IC50 = 1.0 x 10(-7) M for Z-Arg-Arg-Pro-Phe-His-(1b)-Ile-His-NH2. The shorter phosphonic acid sequence Z-Pro-Phe-His-(1d) retained biological activity with an IC50 = 6.4 x 10(-6) M.
• Synthesis of a Biologically Active Octapeptide Similar to Natural Isoleucine Angiotonin Octapeptide¹
  作者：Hans Schwarz、F. Merlin Bumpus、Irvine H. Page

  DOI：10.1021/ja01578a030

  日期：1957.11