(S)-2-{(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid methyl ester | 76492-14-3

• 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: (S)-2-{(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid methyl ester
• CAS: 76492-14-3
• 化学式: C₂₁H₄₀N₄O₅
• 分子量: 428.572
• InChiKey: CGJWSZNLFHMGAY-QAETUUGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  139.62
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (S)-2-{(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid methyl ester 生成 (S)-2-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  (αMe)Hyv: chemo-enzymatic synthesis, and preparation and preferred conformation of model depsipeptidesElectronic supplementary information (ESI) available: analytical data. See http://www.rsc.org/suppdata/p2/b1/b107691b/

  摘要：

  通过化学酶法，我们进行了Cα-甲基化α-羟基酸L-(αMe)Hyv 的大规模、立体选择性合成。我们还根据这种空间要求残基与α-氨基酸L-Ala、L-Val 和Aib 的组合制备了缩酚肽模型。通过溶液（FT-IR 吸收和 1H NMR）和晶态（X 射线衍射）构象分析，我们发现 L-(αMe)Hyv 迫使缩酚肽通过类比折叠成右手β-转/螺旋结构与报道的L-(αMe)Val（其α-氨基酸对应物）的倾向有关。

  DOI：

  10.1039/b107691b
• 作为产物：
  描述：

  tert-Boc-L-Val-L-Val-L-Val-L-Val-OCH3 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-{(S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Dynamics of 7-Azatryptophan Derivatives in Micellar Media. Elucidating the Interactions between Peptide Oligomers and Micelles

  摘要：

  We have investigated the motional and population relaxation dynamics of the nonnatural amino acid 7-azatryptophan (7AT) in free (zwitterionic) form and bonded to polyvaline oligomers in aqueous micelles. We have studied the oligomers in solutions of anionic, cationic, and neutral surfactants above their critical micelle concentrations. The use of these peptide oligomers enables the study of charge and structure on interactions with aqueous micelles. The 7AT fluorescence population decay and reorientation dynamics are monitored in aqueous and micellar solutions as a function of micellar headgroup charge and oligopeptide chain length. The lifetime data on 7AT are discussed in terms of its local environment, and the data point to partitioning of probes into micelles mediated by ionic and dispersion interactions with the micelles. The reorientation dynamics are indicative of persistent 7AT-micelle interactions and can be understood in the context of the hindered rotor model.

  DOI：

  10.1021/jp014462q

文献信息

• Mechanism study on the Oligomerization of Amino Acids into Peptides by Phosphorus Trichloride
  作者：Wenjie Zhao、Dongxin Zhao、Kui Lu

  DOI：10.1080/10426500701807467

  日期：2008.1.14

  As treated by phosphorus trichloride, amino acids could oligomerize into polypeptides. Based on the results obtained by 31P-NMR and ESI-MS/MS, a possible reaction mechanism was proposed. The mechanism might undergo a penta-coordinated phosphorus intermediat. The activated amino acid was a five-membered cyclic penta-coordinated phosphorus intermediate. The nucleophilic attack of the amino group from

  经三氯化磷处理后，氨基酸可寡聚化为多肽。基于31P-NMR和ESI-MS/MS的结果，提出了可能的反应机理。该机制可能会经历五配位的磷中间体。活化的氨基酸是五元环状五配位磷中间体。氨基酸或肽的氨基对中间体羰基的亲核攻击导致肽的形成并释放出一当量的二氯化磷酸。反应序列的重复产生了一系列寡肽。