Boc-Glu(OBzl)-OH | 68623-42-7

• 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-Glu(OBzl)-OH
• 英文别名: 4-O-benzyl 1-O-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxo-4-phenylmethoxybutanoyl] (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
• CAS: 68623-42-7
• 化学式: C₃₂H₄₀N₂O₁₁
• 分子量: 628.676
• InChiKey: BFCNOWXHFSKINN-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  45
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  173
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  ethyl 2-oximinooxamate 、 Boc-Glu(OBzl)-OH 以 吡啶 为溶剂， 反应 1.0h， 生成 Ethyl 5-<(S)-2-(benzyloxycarbonyl)-1-<(tert-butyloxycarbonyl)amino>ethyl>-1,2,4-oxadiazole-3-carboxylate
  参考文献：
  名称：

  Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics

  摘要：

  Three series of heterocyclic dipeptidomimetics have been synthesized. The compounds were designed as amino acid-glycine mimetics containing 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,4-triazole ring systems, useful as building blocks in the synthesis of modified peptides. The heterocyclic moieties were chosen according to their geometrical, electrostatical, and hydrogen bonding properties together with the synthetic accessibility. The syntheses started with Boc-protected L-amino acids (Ala, Gly, Asp, Phe, Ser, Arg, Cys, and Pro), and the reaction conditions were chosen to allow for the formation of products with high enantiopurity. The enantiomeric excess was determined by HPLC using chiral stationary phases.

  DOI：

  10.1021/jo00115a029
• 作为产物：
  描述：

  Boc-L-天冬氨酸 4-苄酯 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 Boc-Glu(OBzl)-OH
  参考文献：
  名称：

  A Simple Preparation of Symmetrical Anhydrides ofN-Alkyloxycarbonylamino Acids

  摘要：

  DOI：

  10.1055/s-1978-24944

文献信息

• Design and Synthesis of a Biologically Active Antibody Mimic Based on an Antibody-Antigen Crystal Structure
  作者：M. L. Smythe、M. von Itzstein

  DOI：10.1021/ja00086a005

  日期：1994.4

  (antigen)-NC41 (antibody) complex to design a low molecular weight compound that mimics the binding function of the macromolecular antibody. The components of recognition between the antibody and the protein antigen have been analyzed from the energy-refined crystal complex. From this analysis, four amino acid residues on the antibody binding surface, which make direct contact with the active-site loop 368-370

  我们使用 N9 唾液酸酶（抗原）-NC41（抗体）复合物的晶体结构设计了一种模拟大分子抗体结合功能的低分子量化合物。已经从能量精制的晶体复合物中分析了抗体和蛋白质抗原之间的识别成分。根据该分析，与抗原的活性位点环 368-370 直接接触的抗体结合表面上的四个氨基酸残基已被鉴定为贡献了蛋白质的大部分结合能。设计的目标化合物是一种受约束的环肽，模拟这些氨基酸的受体结合构象，已合成并发现可抑制 N9 唾液酸酶活性，Ki 为 1 x 10(-4) M。
• Polymer-supported synthesis of protected peptide segments on a photosensitive o-nitro(a-methyl)bromobenzyl resin
  作者：A. Ajayaghosh、V.N. Rajasekharan Pillai

  DOI：10.1016/s0040-4020(01)90104-8

  日期：1988.1

  The preparation of a new polystyrene support containing the photodetachable -nitro(α -methyl)benzyl anchoring group and its application in the solid phase synthesis of fully protected C-terminal peptides are described, The preparation of the photosensitive resin involves a 4-step polymer-analogous reaction starting from 1 %-divinyl benzene crosslinked polystyrene. Amino acid units were incorporated

  描述了一种新型的含有光可分离的-硝基（α-甲基）苄基锚定基团的聚苯乙烯载体的制备及其在完全保护的C-末端肽的固相合成中的应用。光敏树脂的制备涉及4步聚合物-类似反应从1％-二乙烯基苯交联的聚苯乙烯开始。按照标准固相肽合成方法，将氨基酸单元掺入该树脂中，并在中性条件下于350 nm通过光解从载体上裂解肽，总收率为40％至50％。肽通过就位的仲酯键连接至硝基是允许肽从支持物光解裂解的因素。
• Peptide, adsorbent, method for production thereof, and method for use thereof
  申请人：AGENCY OF INDUSTRIAL SCIENCE & TECHNOLOGY MINISTRY OF INTERNATIONAL TRADE & INDUSTRY

  公开号：EP0318240A2

  公开（公告）日：1989-05-31

  There is disclosed a peptide possessing an ability to bind to the human antibody to the nicotinic acetylcholine receptor and represented by the formula: wherein A stands for a peptide residue, one of X and Y stands for a single bond, an amino acid residue selected from the class consisting of Asp, Glu, Lys and a divalent group represented by the formula, (wherein n stands for an integer in the range of 1 to 17), or a peptide residue formed by peptide linkage of two to ten amino acid residues of at least one species selected from the class mentioned above and the other of X and Y stands for an amino acid residue selected from the class consisting of Asp, Glu, Lys and a divalent group represented by the formula, (wherein n stands for an integer in the range of 1 to 17), or a peptide residue formed by peptide linkage of two to ten amino acid residues of at least one species selected from the class mentioned above, and Z stands for a hydroxyl group or an amino group and an adsorbent having immobilized on a carrier the peptide mentioned above. A method for the production of the adsorbent and a method for the use of the adsorbent are also disclosed.

  本发明公开了一种肽，该肽具有与人类烟碱乙酰胆碱受体抗体结合的能力，并由式表示： 其中 A 代表肽残基，X 和 Y 中的一个代表单键，一个氨基酸残基选自由 Asp、Glu、Lys 和二价基团组成的类别，二价基团由式表示、 (其中 n 代表 1 至 17 范围内的整数），或由选自上述类别的至少一种的 2 至 10 个氨基酸残基肽键连接形成的肽残基，且 X 和 Y 中的另一个代表选自 Asp、Glu、Lys 和二价基团组成的类别的氨基酸残基，二价基团由式......表示、 (其中 n 代表 1 至 17 范围内的整数），或由至少一种选自上述类别的氨基酸残基的 2 至 10 个肽连接形成的肽残基，Z 代表羟基或氨基，以及将上述肽固定在载体上的吸附剂。此外，还公开了一种生产该吸附剂的方法和一种使用该吸附剂的方法。
• A Simple Preparation of Symmetrical Anhydrides of<i>N</i>-Alkyloxycarbonylamino Acids
  作者：Francis M. F. CHEN、Keiji KURODA、N. Leo BENOITON

  DOI：10.1055/s-1978-24944

  日期：——
• Polymer-bound oxime esters as supports for solid-phase peptide synthesis. The preparation of protected peptide fragments
  作者：William F. DeGrado、Emil Thomas Kaiser

  DOI：10.1021/jo01295a026

  日期：1980.3