S-5-氨基-7-甲基-3-氧代辛酸 | 101250-78-6

• 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: S-5-氨基-7-甲基-3-氧代辛酸
• 英文名称: S-5-amino-7-methyl-3-oxaoctanoic acid
• 英文别名: Acetic acid, [(2-amino-4-methylpentyl)oxy]-, (S)-；2-[(2S)-2-amino-4-methylpentoxy]acetic acid
• CAS: 101250-78-6
• 化学式: C₈H₁₇NO₃
• 分子量: 175.228
• InChiKey: KLJTWGUBFPMBDR-ZETCQYMHSA-N

物化性质

• 沸点：
  315.7±17.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-5-氨基-7-甲基-3-氧代辛酸 在 sodium hydroxide 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 66.5h， 生成 ((S)-2-Benzyloxycarbonylamino-4-methyl-pentyloxy)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012
• 作为产物：
  描述：

  (S)-2-chloro-N-<1-(hydroxymethyl)-3-methylbutyl>acetamide 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 S-5-氨基-7-甲基-3-氧代辛酸
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012

文献信息

• Novel Circular, Cyclic and Acyclic &amp;#x3C8;(CH2O) Containing Peptide Inhibitors of SKI- 1/S1P: Synthesis, Kinetic and Biochemical Evaluations
  作者：S. Majumdar、A. Chen、H. Palmer-Smith、A. Basak

  DOI：10.2174/092986711796011265

  日期：2011.6.1

  (PCs)/Proprotein Convertase Subtilisin Kexins (PCSKs). It cleaves precursor proteins at the carboxy terminus of a non basic amino acid characterized by the sequence Arg/Lys-θ-φ-Leu/Ser/Thr↓, where θ = any amino acid except Cys, φ = the alkyl side chain containing hydrophobic amino acid. SKI-1 cleaves pro-BDNF, pro-SREBP2, pro-ATF6, pro-somatostatin and viral glycoproteins to generate their active forms. As

  背景枯草杆菌蛋白酶Kexin Isozyme-1（SKI-1）/ Site1Protease（S1P）是哺乳动物枯草杆菌蛋白酶超家族原蛋白转化酶（PCs）/ Proprotein Convertase Subtilisin Kexins（PCSKs）的Ca（+2）依赖性膜结合热解蛋白型丝氨酸蛋白酶。 。它在非碱性氨基酸的羧基末端切割前体蛋白质，该氨基酸的特征是序列Arg /Lys-θ-φ-Leu/ Ser / Thr↓，其中θ=除Cys以外的任何氨基酸，φ=含有疏水性的烷基侧链氨基酸。SKI-1切割pro-BDNF，pro-SREBP2，pro-ATF6，pro-somatostatin和病毒糖蛋白以产生其活性形式。结果，SKI-1在软骨发育，骨矿化，胆固醇代谢，脂肪酸合成以及出血型阿里那病毒引起的感染中起着重要作用。人们对开发SKI-1抑制剂的兴趣日益浓厚，这些抑制剂可能会找到有用的治疗
• Neue Diphosphonsäurederivate, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel
  申请人：BOEHRINGER MANNHEIM GMBH

  公开号：EP0350002B1

  公开（公告）日：1993-01-13
• US5002937A
  申请人：——

  公开号：US5002937A

  公开（公告）日：1991-03-26