Boc-Asp-(O-2-Ada)-OSu | 115545-73-8

• 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-Asp-(O-2-Ada)-OSu
• 英文别名: Boc-Asp(O-2-Ada)-OSu；Boc-As(O-2-Ada)-OSu；4-O-(2-adamantyl) 1-O-(2,5-dioxopyrrolidin-1-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
• CAS: 115545-73-8
• 化学式: C₂₃H₃₂N₂O₈
• 分子量: 464.516
• InChiKey: RDOWFTOHPPOIQZ-AYGPUQNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  128.31
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Boc-Asp-(O-2-Ada)-OSu 在 苯甲醚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 Ac-Met-Asp(2-O-Ada)-Pro-OBzl
  参考文献：
  名称：

  Amino Acids and Peptides. XXXIII. Synthesis of N-Terminal Epitope Peptides of Mammalian Metallothioneins(MTs).

  摘要：

  In order to determine the fine structure of the mammalian metallothionein (MT) epitope to a monoclonal anti-rat Zn-MT-II antibody (MT 189-14-7), N-terminal peptides of various lengths of mammalian metallothioneins (MTs) were synthesized by a conventional solution method using the newly developed beta-2-adamantylaspartate, and their immunological properties were examined. It was found that the N-terminal acetyl group was indispensable for the reaction with the monoclonal antibody and the N-terminally acetylated pentapeptide, Ac-Met-Asp-Pro-Asn-Cys-OH, was the smallest peptide which exhibited a significant reactivity with the antibody.

  DOI：

  10.1248/cpb.40.1029
• 作为产物：
  描述：

  Boc-Asp(O-2-Ada)-OBzl 在 钯 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 Boc-Asp-(O-2-Ada)-OSu
  参考文献：
  名称：

  Okada, Yoshio; Iguchi, Shin, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2129 - 2136

  摘要：

  DOI：

文献信息

• Amino acids and peptides. XXI. Synthesis of N-terminal heptapeptide of mammalian metallothionein(MT) and evaluation of its immunoreactivity.
  作者：YOSHIO OKADA、SHIN IGUCHI、SHIGERU NAKAYAMA、YUTAKA KIKUCHI、MASACHIKA IRIE、JUN-ICHI SAWADA、HIDEHARU IKEBUCHI、TADAO TERAO

  DOI：10.1248/cpb.36.3614

  日期：——

  The common N-terminal heptapeptide, Ac-Met-Asp-Pro-Asn-Cys-Ser-Cys-OH, Ac-(MT II 1-7)-OH, of mammalian metallothioneins (MTs) was synthesised by a conventional solution method using newly developed β-2-adamantylasparate. This peptide was as reactive as native MT with a monoclonal antibody produced against rat Zn-MT II.

  哺乳动物金属硫蛋白（MTs）的共同N端七肽Ac-Met-Asp-Pro-Asn-Cys-Ser-Cys-OH，即Ac-(MT II 1-7)-OH，通过使用新开发的β-2-金刚烷基天冬氨酸，采用传统的溶液方法合成。该肽与针对大鼠Zn-MT II产生的单克隆抗体同样具有反应性。
• Amino Acids and Peptides. XXXIV. Synthesis of Mouse Metallothionein I.(1). Synthesis of Dotriacontapeptide Corresponding to C-Terminal Sequence 30-61 (.ALPHA.-Fragment) of Mouse Metallothionein I and Related Peptides and Examination of Their Heavy Metal-Binding Properties.
  作者：Satoshi MATSUMOTO、Shigeru NAKAYAMA、Yasuhiro NISHIYAMA、Yoshio OKADA、Kyong-Son MIN、Satomi ONOSAKA、Keiichi TANAKA

  DOI：10.1248/cpb.40.2694

  日期：——

  The dotriacontapeptide corresponding to the C-terminal sequence of mouse metallothionein (MT) I and related peptides which contain Cys-X-Cys-Cys (X : amino acid residue except for Cys) sequence were synthesized by the conventional solution method employing the HF deprotection method and their heavy metals (Cd2+, Cu2+ and Cu+)-binding properties were examined.

  合成了对应于小鼠金属硫蛋白 (MT) I C末端序列的三十二肽及相关肽，这些肽包含Cys-X-Cys-Cys（X：除Cys外的氨基酸残基）序列，采用传统溶液法结合HF去保护法，并对它们与重金属（Cd2+、Cu2+和Cu+）的结合特性进行了研究。
• Amino Acids and Peptides. XXXV. Synthesis of Mouse Metallothionein I.(2). Synthesis of a Nonacosapeptide Corresponding to N-Terminal Sequence 1-29(.BETA.-Fragment) of Mouse Metallothionein I and Related Petides and Examination of Their Heavy Metal-Binding Properties.
  作者：Satoshi MATSUMOTO、Yasuhiro NISHIYAMA、Yoshio OKADA、Kyong-Son MIN、Satomi ONOSAKA、Keiichi TANAKA

  DOI：10.1248/cpb.40.2701

  日期：——

  A nonacosapeptide corresponding to the N-terminal sequence 1-29 (beta-fragment) of mouse metallothionein I and related peptides were synthesized by the conventional solution method and their heavy metals (Cu2+, Cu+ and Cd2+)-binding properties were examined. The Cu(2+)- or Cu(+)-binding activities of various peptides were not greatly dependent on the peptide structure, so far as examined, as in the

  通过常规溶液法合成了与小鼠金属硫蛋白I的N端序列1-29（β片段）相对应的非糖肽和相关肽，并研究了它们与重金属（Cu2 +，Cu +和Cd2 +）的结合特性。到目前为止，与N. crassa MT和A. bisporus MT的情况一样，各种肽的Cu（2 +）-或Cu（+）结合活性并不很大地依赖于肽结构。相反，这些肽的Cd（2+）结合活性是相当结构依赖性的。
• Amino acids and peptides. XXIV. Synthesis of Neurospora crassa metallothionein and related cysteine-containing peptides and examination of their heavy metal-binding properties.
  作者：Yoshio OKADA、Yutaka MATSUNO、Yasuhiro NSHIYAMA、Yuko TSUDA、Shin IGUCHI、Kyong-Son MIN、Satomi ONOSAKA、Keiichi TANAKA

  DOI：10.1248/cpb.37.2322

  日期：——

  corresponding to the entire amino acid sequence of Neurospora crassa metallothionein and several related cysteine-containing peptides were synthesized by the conventional solution method and their heavy metal-binding properties were examined. The Cu2+- or Cu+-binding properties of the various peptides were similar to each other, whereas the Cd2+-binding properties of these peptides were fairly structure-dependent

  通过常规溶液法合成了与芥菜神经孢菌金属硫蛋白的整个氨基酸序列相对应的五肽和几种相关的含半胱氨酸的肽，并检查了它们的重金属结合特性。各种肽的Cu2 +或Cu +结合性质彼此相似，而这些肽的Cd2 +结合性质是相当结构依赖性的。
• OKADA, JOSIO;KAVASAKI, KOITI;IGUTI, SIN
  作者：OKADA, JOSIO、KAVASAKI, KOITI、IGUTI, SIN

  DOI：——

  日期：——