N⁵-acetyl-(R)-ornithine

• 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: N⁵-acetyl-(R)-ornithine
• 英文别名: (2R)-5-acetamido-2-aminopentanoic acid
• 化学式: C₇H₁₄N₂O₃
• 分子量: 174.2
• InChiKey: SRXKAYJJGAAOBP-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N⁵-acetyl-(R)-ornithine 在 盐酸 、 barium dihydroxide 、 sodium hydroxide 、 硫酸 、 potassium bromide 、 sodium nitrite 作用下， 反应 146.0h， 生成 章鱼碱
  参考文献：
  名称：

  天然章鱼中丙氨酸部分的构型

  摘要：

  章鱼碱具有N2-(1-羧乙基)精氨酸或N-(1-羧基-4-胍基丁基)丙氨酸的结构。天然章鱼碱中精氨酸部分的构型被确定为（S），而丙氨酸部分的构型被假定为（R）。通过从 (R)-丙氨酸和 (R)-2 开始的一系列反应，通过 (+)-章鱼碱的当前合成得出丙氨酸部分的构型为 (R) -bromo-5-acetamidopentanoic 酸。(R)-丙氨酸和(R)-2-溴-5-乙酰氨基戊酸在碱性条件下反应得到N2-((R)-1-羧乙基)-N5-乙酰基-(S)-鸟氨酸，其转化为N2-((R)-1-羧乙基)-(S)-鸟氨酸((R)，(S)-章鱼酸)通过用盐酸水解。(R),(S)-章鱼碱酸通过胍化作用得到(+)-章鱼碱((R),(S)-章鱼碱)。

  DOI：

  10.1246/bcsj.55.261

文献信息

• Peptide Derivative
  申请人：Sakurada Shinobu

  公开号：US20080009448A1

  公开（公告）日：2008-01-10

  A pharmaceutical composition comprising a peptide derivative or its pharmaceutical equivalent salt having a general formula, R 1 N═C(R 2 )-AA 1 -AA 2 -AA 3 -AA 4 -Y, in which R 1 is such as a hydrogen, R 2 is such as a methyl group, Y is such as a methylamino group, AA 1 is such as a tyrosine group, AA 2 is such as a D-arginine group, AA 3 is such as a phenylalanine group, and AA 4 is such as a N-methyllysine group has analgesic activity against a variety of pains on both subcutaneous and oral administration.

  一种包括肽衍生物或其药用等效盐的药物组合物，其具有一般式R1N═C(R2)-AA1-AA2-AA3-AA4-Y，其中R1为氢，R2为甲基基团，Y为甲基氨基基团，AA1为酪氨酸基团，AA2为D-精氨酸基团，AA3为苯丙氨酸基团，AA4为N-甲基赖氨酸基团，在皮下和口服给药时对各种疼痛具有镇痛活性。
• PEPTIDE DERIVATIVE
  申请人：Vexon, Inc.

  公开号：EP2036918A1

  公开（公告）日：2009-03-18

  A pharmaceutical composition comprising a peptide derivative or its pharmaceutical equivalent salt having a general formula, R1N=C(R2)-AA1-AA2-AA3-AA4-Y, in which R1 is such as a hydrogen, R2 is such as a methyl group, Y is such as a methylamino group, AA1 is such as a tyrosine group, AA2 is such as a D-arginine group, AA3 is such as a phenylalanine group, and AA4 is such as a N-methyllysine group has analgesic activity against a variety of pains on both subcutaneous and oral administration.

  一种药物组合物，包含一种肽衍生物或其药物等效盐，其通式为R1N=C(R2)-AA1-AA2-AA3-AA4-Y，其中R1为氢，R2为甲基，Y为甲氨基、 AA1 是酪氨酸基团，AA2 是 D-精氨酸基团，AA3 是苯丙氨酸基团，AA4 是 N-甲基赖氨酸基团，在皮下和口服给药时对多种疼痛具有镇痛活性。
• METHODS OF USING PLANTS CONTAINING THE GDHA GENE
  申请人：Fakhoury Ahmad M.

  公开号：US20100223693A1

  公开（公告）日：2010-09-02

  Disclosed are new effects of increased gdhA gene expression on plants that are susceptible to Aspergillus and Fusarium virguliforme infection. Plants transformed with the gdhA gene are resistant to aflatoxin accumulation following Aspergillus infection, and to root rot following F. virguliforme infection. The resistance to aflatoxin accumulation and root rot in gdhA + plants is coincident with drought tolerance and resistance of the plants to certain herbicides. Methods for controlling aflatoxin contamination and root rot in crop plants, and for screening plants putatively transformed with gdhA, are described.
• US8383887B2
  申请人：——

  公开号：US8383887B2

  公开（公告）日：2013-02-26
• Configuration of Alanine Part in Natural Octopine
  作者：Kazuo Goto、Michinori Waki、Nobuo Mitsuyasu、Yasuo Kitajima、Nobuo Izumiya

  DOI：10.1246/bcsj.55.261

  日期：1982.1

  gave N2-((R)-1-carboxyethyl)-N5-acetyl-(S)-ornithine which was converted to N2-((R)-1-carboxyethyl)-(S)-ornithine ((R),(S)-octopinic acid) by hydrolysis with hydrochloric acid. (R),(S)-Octopinic acid gave (+)-octopine ((R),(S)-octopine) by guanidination. The reaction of (S)-alanine and (R)-2-bromo-5-acetamidopentanoic acid led to give (S),(S)-octopinic acid and subsequently (+)-isooctopine ((S),(S)-octopine)

  章鱼碱具有N2-(1-羧乙基)精氨酸或N-(1-羧基-4-胍基丁基)丙氨酸的结构。天然章鱼碱中精氨酸部分的构型被确定为（S），而丙氨酸部分的构型被假定为（R）。通过从 (R)-丙氨酸和 (R)-2 开始的一系列反应，通过 (+)-章鱼碱的当前合成得出丙氨酸部分的构型为 (R) -bromo-5-acetamidopentanoic 酸。(R)-丙氨酸和(R)-2-溴-5-乙酰氨基戊酸在碱性条件下反应得到N2-((R)-1-羧乙基)-N5-乙酰基-(S)-鸟氨酸，其转化为N2-((R)-1-羧乙基)-(S)-鸟氨酸((R)，(S)-章鱼酸)通过用盐酸水解。(R),(S)-章鱼碱酸通过胍化作用得到(+)-章鱼碱((R),(S)-章鱼碱)。