Z-Arg(Mbs)-OH | 58810-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Z-Arg(Mbs)-OH
• 英文别名: Cbz-Arg(Bes(4-OMe))(Bes(4-OMe))-OH；(2S)-5-[[amino-[(4-methoxyphenyl)sulfonylamino]methylidene]amino]-2-(phenylmethoxycarbonylamino)pentanoic acid
• CAS: 58810-10-9
• 化学式: C₂₁H₂₆N₄O₇S
• 分子量: 478.526
• InChiKey: CWDYHQWQSRMGDY-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  178
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Z-Arg(Mbs)-OH 在 N-甲基吗啉 、 甲烷磺酸 、 amberlite IRA 410 (acetate form) 、 1-羟基苯并三唑 、 苯甲醚 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 胸腺五肽醋酸盐
  参考文献：
  名称：

  Heinzel, Wolfgang; Kronbach, Thomas; Voelter, Wolfgang, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 12, p. 1652 - 1658

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄氧羰基-L-精氨酸 、 对甲氧基苯磺酰氯 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 Z-Arg(Mbs)-OH
  参考文献：
  名称：

  The discovery, characterization and crystallographically determined binding mode of an FMOC-containing inhibitor of HIV-1 protease

  摘要：

  A pharmacophore derived from the structure of the dithiolane derivative of haloperidol bound in the active site of the HIV-1 protease (HIV-1 PR) has been used to search a three-dimensional database for new inhibitory frameworks. This search identified an FMOC-protected N-tosyl arginine as a lead candidate. A derivative in which the arginine carboxyl has been converted to an amide has been crystallized with HIV-1 PR and the structure has been determined to a resolution of 2.5 Angstrom with a final R-factor of 18.5%. The inhibitor binds in an extended conformation that results in occupancy of the S2, S1', and S3' subsites of the active site. Initial structure-activity studies indicate that: (1) the FMOC fluorenyl moiety interacts closely with active site residues and is important for binding; (2) the N-G-tosyl group is necessary to suppress protonation of the arginine guanidinyl terminus; and (3) the arginine carboxamide function is involved in interactions with the water coordinated to the catalytic aspartyl groups. FMOC-protected arginine derivatives, which appear to be relatively specific and nontoxic, offer promise for the development of useful HIV-1 protease inhibitors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00078-3

文献信息

• Studies on the Secondary Structure of Bradykinin in Aqueous Solution. Syntheses, Circular Dichroism Spectra, and Biological Activities of Bradykinin Amide and [D-Ala⁴]-Bradykinin
  作者：Chikao Hashimoto、Sukekatsu Nozaki、Ichiro Muramatsu

  DOI：10.1246/bcsj.64.3571

  日期：1991.12

  Bradykinin amide and [D-Ala4]-bradykinin were synthesized by the ‘hold-in-solution’ method. The circular dichroism spectra of both peptides were measured and compared with that of bradykinin. These analogs exhibited weak activity (0.01% of bradykinin) in the increment of blood flow in a femoral artery of dog.

  缓激肽酰胺和 [D-Ala4]-缓激肽是通过“保持溶液”方法合成的。测量了两种肽的圆二色光谱，并与缓激肽的圆二色光谱进行了比较。这些类似物在狗的股动脉血流增加中表现出微弱的活性（缓激肽的0.01%）。
• Membrane-assisted receptor subtype selection: synthesis, membrane structure, and opioid receptor affinity of [Phe8,12]- and [Phe8,12, Lys10]dynorphin-(1–13)-tridecapeptide
  作者：Kiichiro Nakajima、Daniel Erne、John W. Bean、David F. Sargent、Robert Schwyzer、Stewart J. Paterson、Hans W. Kosterlitz

  DOI：10.1016/s0040-4020(01)86112-3

  日期：1988.1
• ROCCHI, R.;BIONDI, L.;FILIRA, F.;SCOLARO, B., INT. J. PEPTIDE AND PROTEIN RES., 30,(1987) N 2, 240-256
  作者：ROCCHI, R.、BIONDI, L.、FILIRA, F.、SCOLARO, B.

  DOI：——

  日期：——
• NAKAJIMA, KIICHIRO;ERNE, DANIEL;BEAN, JOHN W.;SARGENT, DAVID F.;SCHWYZER,+, TETRAHEDRON, 44,(1988) N 3, 721-732
  作者：NAKAJIMA, KIICHIRO、ERNE, DANIEL、BEAN, JOHN W.、SARGENT, DAVID F.、SCHWYZER,+

  DOI：——

  日期：——
• Heinzel, Wolfgang; Kronbach, Thomas; Voelter, Wolfgang, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 12, p. 1652 - 1658
  作者：Heinzel, Wolfgang、Kronbach, Thomas、Voelter, Wolfgang

  DOI：——

  日期：——