(8S,2S)-二氨基壬二酸 | 159344-56-6

• 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
• 中文名称: (8S,2S)-二氨基壬二酸
• 英文名称: L,L-2,8-diaminoazelaic acid
• 英文别名: (S,S)-2,8-Diaminononanedioic acid；(2S,8S)-2,8-diaminononanedioic acid
• CAS: 159344-56-6
• 化学式: C₉H₁₈N₂O₄
• 分子量: 218.253
• InChiKey: CZBYDJTWLGVCEV-BQBZGAKWSA-N

物化性质

• 沸点：
  442.6±45.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (8S,2S)-二氨基壬二酸 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 sodium carbonate 作用下， 以 水 、 丙酮 为溶剂， 生成 di-Fmoc-L,L-2,8-diaminoazelaic acid
  参考文献：
  名称：

  Optimization of the Linker Length in the Dimer Model of E22P-Aβ40 Tethered at Position 38

  摘要：

  DOI：

  10.1021/acschemneuro.2c00436
• 作为产物：
  描述：

  Dimethyl (S,S)-2,8-diaminononanedioate 在 氮气 、 水 、 乙醇 、 乙醚 作用下， 以 盐酸 为溶剂， 反应 14.0h， 生成 (8S,2S)-二氨基壬二酸
  参考文献：
  名称：

  Double chain peptide compounds having hemoregulatory activity

  摘要：

  本文披露了二肽化合物，两个肽链通过一个二价桥连基团--A--连接在一个非末端氨基酸的C.α.-原子上。连接到基团--A--的C.α.-原子在每个肽中处于等价位置，并且每个原子都缺少其本来的α-侧链。所披露的桥接二肽化合物对细胞分裂具有刺激作用，特别是对骨髓和骨髓细胞。

  公开号：

  US05610141A1

文献信息

• Synthetic Models of Quasi-Stable Amyloid β40 Oligomers with Significant Neurotoxicity
  作者：Yumi Irie、Kazuma Murakami、Mizuho Hanaki、Yusuke Hanaki、Takashi Suzuki、Yoko Monobe、Tomoyo Takai、Ken-ichi Akagi、Taiji Kawase、Kenji Hirose、Kazuhiro Irie

  DOI：10.1021/acschemneuro.6b00390

  日期：2017.4.19

  The formation of soluble oligomers of amyloid beta 42 and 40 (A beta 42, A beta 40) is the initial event in the pathogenesis of Alzheimer's disease (AD). Based on previous systematic proline replacement and solid-state NMR, we proposed a toxic dimer structure of A beta 42, a highly aggregative alloform, with a turn at positions 22 and 23, and a hydrophobic core in the C-terminal region. However, in addition to A beta 42, A beta 40 dimers can also contribute to AD progression because of the more abundance of A beta 40 monomer in biological fluids. Here, we describe the synthesis and characterization of three dimer models of the toxic-conformation constrained E22P-A beta 40 using L,L-2,6-diaminopimeric acid (DAP) or L,L-2,8diaminoazelaic acid (DAZ) linker at position 30, which is incorporated into the intermolecular parallel beta-sheet region, and DAP at position 38 in the C-terminal hydrophobic core. E22P-A3ODAP-A beta 40 dimer (1) and E22P-A3ODAZ-A beta 40 dimer (2) existed mainly in oligomeric states even after 2 weeks incubation without forming fibrils, unlike the corresponding monomer. Their neurotoxicity toward SH-SY5Y neuroblastoma cells was very weak. In contrast, E22P-G38DAP-A beta 40 dimer (3) formed beta-sheet rich oligomeric aggregates, and exhibited more potent neurotoxicity than the corresponding monomer. Ion mobility mass spectrometry suggested that high molecular-weight oligomers (12-24-mer) of 3 form, but not for 1 and 2 after 4 h incubation. These findings indicate that formation of the hydrophobic core at the C-terminus, rather than intermolecular parallel beta-sheet, triggers the formation of toxic A beta oligomers. Compound 3 may be a suitable model for studying the etiology of Alzheimer's disease.
• DOUBLE CHAIN PEPTIDE COMPOUNDS HAVING HEMOREGULATORY ACTIVITY
  申请人：Hafslund Nycomed AS

  公开号：EP0673388A1

  公开（公告）日：1995-09-27
• US5610141A
  申请人：——

  公开号：US5610141A

  公开（公告）日：1997-03-11
• [EN] DOUBLE CHAIN PEPTIDE COMPOUNDS HAVING HEMOREGULATORY ACTIVITY<br/>[FR] COMPOSES PEPTIDIQUES A DOUBLE CHAINE PRESENTANT UNE ACTIVITE HEMOREGULATRICE
  申请人：HAFSLUND NYCOMED AS

  公开号：WO1993024523A1

  公开（公告）日：1993-12-09

  (EN) There is disclosed dipeptide compounds, the two peptide chains being joined together at a C$g(a)-atom of a non-terminal amino acid by a divalent bridging group -A-. The C$g(a)-atoms joined to group -A- are located in equivalent positions in each peptide chain and each lack their native $g(a)-side chain. Group -A- is as defined in claim 1. The bridged dipeptide compounds disclosed have a stimulating activity on cell division, especially for myelopoietic and bone marrow cells.(FR) On décrit des composés dipeptidiques dont les deux chaînes peptidiques se rejoignent à un atome C$g(a) d'un acide aminé non terminal grâce à un groupe -A- de pontage qui est bivalent. Les atomes C$g(a) rattachés à ce groupe -A- sont placés en des positions équivalentes dans chaque chaîne peptidique qui est dépourvue de son côté $g(a) naturel. Le groupe -A- est conforme à la définition figurant dans la première revendication. Les composés dipeptidiques pontés qui sont décrits présentent une activité stimulante pour la division cellulaire et notamment en ce qui concenre les cellules myélopoïétiques et celles de la m÷lle osseuse.
• Double chain peptide compounds having hemoregulatory activity
  申请人：Nycomed Imaging AS

  公开号：US05610141A1

  公开（公告）日：1997-03-11

  Dipeptide compounds are disclosed, the two peptide chains being joined together at a C.alpha.-atom of a non-terminal amino acid by a divalent bridging group --A--. The C.alpha.-atoms joined to group --A-- are located in equivalent positions in each peptide and each lack their native .alpha.-side chain. The bridged dipeptide compounds disclosed have a stimulating activity on cell division, especially for myelopoietic and bone marrow cells.

  本文披露了二肽化合物，两个肽链通过一个二价桥连基团--A--连接在一个非末端氨基酸的C.α.-原子上。连接到基团--A--的C.α.-原子在每个肽中处于等价位置，并且每个原子都缺少其本来的α-侧链。所披露的桥接二肽化合物对细胞分裂具有刺激作用，特别是对骨髓和骨髓细胞。