N⁶-Hydroxylysine | 23203-78-3

• 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: N⁶-Hydroxylysine
• 英文别名: N-hydroxylysine；N-ε-Hydroxylysin；2-Amino-6-hydroxylaminohexansaeure；2-Amino-6-hydroxyamino-hexansaeure；2-azaniumyl-6-(hydroxyamino)hexanoate
• CAS: 23203-78-3
• 化学式: C₆H₁₄N₂O₃
• 分子量: 162.189
• InChiKey: FZQOIMPLZAYIKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  95.6
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N⁶-Hydroxylysine 在 盐酸 、 sodium nitrite 作用下， 生成 2-Amino-6-nitroso-hydroxylamino-hexansaeure
  参考文献：
  名称：

  Lancini; Lazzari; Diena, Farmaco, Edizione Scientifica, 1969, vol. 24, # 2, p. 169 - 178

  摘要：

  DOI：
• 作为产物：
  描述：

  N1-Boc-N6-(3-phenyloxaziridinyl)-lysine 在 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以86%的产率得到N⁶-Hydroxylysine
  参考文献：
  名称：

  Characterization of the promiscuous N-acyl CoA transferase, LgoC, in legonoxamine biosynthesis

  摘要：

  迄今已知超过500种铁载体，但只有三种被确认为含芳基羟酰胺的铁载体，分别是来自Streptomyces sp. MA37的legonoxamines A和B，以及来自Micrococcus luteus KLE1011的芳基铁螯合物2。

  DOI：

  10.1039/d0ob00320d

文献信息

• A Short Route to (±)-<i>N</i>-Hydroxylysine and (±)-Laminine by Palladium-Catalyzed Reactions
  作者：Jean Pierre Genet、Serge Thorimbert、Sergio Mallart、Nathalie Kardos

  DOI：10.1055/s-1993-25858

  日期：——

  The title compounds were conveniently synthesized by efficient sequential one-pot amination-alkylation starting from (Z)-4-acetoxy-2-butenyl ethyl carbonate (3) with tert-butyl (tert-butoxycarbonyloxy)carbamate, dimethylamine and methyl (diphenylmethyleneamino) acetate. Hydrogenation and hydrolysis of the 1,4-adducts afforded N 6-hydroxylysine [2-amino-6-(hydroxyamino)hexanoic acid, 1) and laminine hydrochloride [2-amino-6-(trimethylammonio)hexanoic acid chloride, 2] in 65 % and 39 % yield, respectively.

  以(Z)-4-乙酰氧基-2-丁烯基乙基碳酸酯(3)为原料，用(叔丁氧基羰氧基)氨基甲酸叔丁酯、二甲胺和甲基(二苯基亚甲基氨基)进行有效的连续一锅胺化-烷基化，方便地合成了标题化合物醋酸盐。 1,4-加合物的氢化和水解得到N 6-羟基赖氨酸[2-氨基-6-(羟基氨基)己酸，1)和盐酸昆布胺[2-氨基-6-(三甲基氨基)己酰氯，2]产率分别为 65% 和 39%。
• Polar Hydrophilic Prodrugs of Amphetamine and Other Stimulants and Processes for Making and Using the Same
  申请人：Mickle Travis C.

  公开号：US20100292337A1

  公开（公告）日：2010-11-18

  Disclosed are polar, hydrophilic stimulant prodrug compositions comprising at least one stimulant chemically attached to a polar hydrophilic ligand, a salt thereof, a derivative thereof, or a combination thereof. Methods of making and using the same are also disclosed.

  本发明涉及一种极性、亲水的兴奋剂前药组合物，其包括至少一种兴奋剂与一个极性亲水配体化学结合，或其盐、衍生物或其组合物。同时，本发明还涉及制备和使用该组合物的方法。
• Polar Hydrophilic Prodrugs and Non-Standard Amino Acid Conjugates of Amphetamine and Other Stimulants and Processes for Making and Using the Same
  申请人：Mickle Travis C.

  公开号：US20100292336A1

  公开（公告）日：2010-11-18

  Disclosed are polar, hydrophilic stimulant prodrug compositions comprising at least one stimulant chemically attached to a polar hydrophilic ligand, a salt thereof, a derivative thereof, or a combination thereof. Also disclosed are non-standard amino acid conjugates of amphetamine. Methods of making and using the same are also disclosed.

  公开了一种极性、亲水性兴奋剂前药组合物，包括至少一种兴奋剂化学连接到极性亲水性配体、其盐、其衍生物或其组合物。还公开了安非他命的非标准氨基酸共轭物。还公开了制备和使用它们的方法。
• Methods for the preparation of beta-amino acids
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20030113882A1

  公开（公告）日：2003-06-19

  Purified &bgr;-amino acids are of considerable interest in the preparation of pharmacologically active compounds and industrial precursors. Although enantiomerically pure &bgr;-amino acids can be produced by standard chemical synthesis, this traditional approach is time consuming, requires expensive starting materials, and results in a racemic mixture which must be purified further. However, DNA molecules encoding lysine 2,3-aminomutase can be used to prepare &bgr;-amino acids by methods that avoid the pitfalls of chemical synthesis. The present invention provides a method of producing enantiomerically pure &bgr;-amino acids from &agr;-amino acids comprising catalyzing the conversion of an &agr;-amino acid to a corresponding &bgr;-amino acid by utilizing a lysine 2,3-aminomutase as the catalyst.

  纯化的&bgr;-氨基酸在制备药理活性化合物和工业前体方面具有相当大的意义。虽然对映体纯的&bgr;-氨基酸可以通过标准化学合成法生产，但这种传统方法耗时长，需要昂贵的起始原料，而且会产生外消旋混合物，必须进一步纯化。然而，编码赖氨酸 2,3-氨基转化酶的 DNA 分子可以用来制备 &bgr;-氨基酸，其方法避免了化学合成的缺陷。本发明提供了一种从&agr;-氨基酸制备对映体纯&bgr;-氨基酸的方法，包括利用赖氨酸 2,3-氨基转化酶作为催化剂，催化&agr;-氨基酸转化为相应的&bgr;-氨基酸。
• SUPRAMOLECULAR POLYMERS AND COMPOSITIONS CONTAINING SAID POLYMERS
  申请人：Badel Thierry

  公开号：US20120289652A1

  公开（公告）日：2012-11-15

  Supramolecular polymers having repeat units connected by hydrogen bonds, where the repeat units are monomers, macromers, oligomers or polymers where at least one on the monomers contains at least one 2,5-diketopiperazine group are described. Composition prepared from these supramolecular polymers and articles produced from these compositions are also described.