D-2-氨基庚二酸 | 32224-57-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: D-2-氨基庚二酸
• 英文名称: D-2-aminopimelic acid
• 英文别名: D-alpha-Aminopimelic acid；(2R)-2-aminoheptanedioic acid
• CAS: 32224-57-0
• 化学式: C₇H₁₃NO₄
• 分子量: 175.185
• InChiKey: JUQLUIFNNFIIKC-RXMQYKEDSA-N

物化性质

• 沸点：
  378.5±37.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990

反应信息

• 作为产物：
  描述：

  5-氧代戊酸甲酯 在 palladium on activated charcoal 盐酸 、 potassium tert-butylate 、 氢气 作用下， 以 二氯甲烷 、 二乙二醇二甲醚 、 丙酮 为溶剂， -78.0~25.0 ℃ 、405.3 kPa 条件下， 反应 74.0h， 生成 D-2-氨基庚二酸
  参考文献：
  名称：

  A Practical Enantioselective Synthesis of .alpha.-Amino Dicarboxylates. Preparation of D- and L-.alpha.-Aminoadipate, -.alpha.-Aminopimelate, and -.alpha.-Aminosuberate

  摘要：

  DOI：

  10.1021/jo00092a029

文献信息

• .alpha.-Amino acids as chiral educts for asymmetric products. A general synthesis of D-.alpha.-amino acids from L-serine
  作者：Peter J. Maurer、Hiroki Takahata、Henry Rapoport

  DOI：10.1021/ja00316a047

  日期：1984.2

  Synthese en particulier de l'allo-threonine, norleucine, dihydroxy-3,4 phenylalanine et de l'acide amino-2 heptanedioique

  合成这些特殊的异-苏氨酸、正亮氨酸、二羟基-3,4 苯丙氨酸和氨基-2庚烷二酸
• [EN] A CO-AMORPHOUS FORM OF A SUBSTANCE AND A DIPEPTIDE<br/>[FR] FORME CO-AMORPHE D'UNE SUBSTANCE ET D'UN DIPEPTIDE
  申请人：UNIV COPENHAGEN

  公开号：WO2018113891A1

  公开（公告）日：2018-06-28

  The present invention relates to co-amorphous formulation of a substance and a dipeptide. The present invention also relates to pharmaceutical, cosmetic or veterinary compositions comprising the co-amorphous formulation as well as to methods for preparing and using the co-amorphous formulation.

  本发明涉及一种物质和二肽的共同非晶形态配方。本发明还涉及包含该共同非晶形态配方的药用、化妆品或兽医组合物，以及制备和使用该共同非晶形态配方的方法。
• METHODS OF PRODUCING 6-CARBON CHEMICALS USING 2,6-DIAMINOPIMELATE AS PRECURSOR TO 2-AMINOPIMELATE
  申请人：INVISTA North America S.á r.l.

  公开号：US20150361462A1

  公开（公告）日：2015-12-17

  This document describes biochemical pathways for producing 2-aminopimelate from 2,6-diaminopimelate, and methods for converting 2-aminopimelate to one or more of adipic acid, adipate semialdehyde, caprolactam, 6-aminohexanoic acid, 6-hexanoic acid, hexamethylenediamine, or 1,6-hexanediol by decarboxylating 2-aminopimelate into a six carbon chain aliphatic backbone and enzymatically forming one or two terminal functional groups, comprised of carboxyl, amine or hydroxyl group, in the backbone.

  本文件描述了从2,6-二氨基戊二酸生产2-氨基戊二酸的生化途径，并且提供了将2-氨基戊二酸转化为脂肪二酸、脂肪酸半醛、己内酰胺、6-氨基己酸、6-己酸、六亚甲基二胺或1,6-己二醇的方法，通过将2-氨基戊二酸脱羧成为六碳链脂肪骨架，并在骨架中酶催化形成一个或两个端基官能团，包括羧基、氨基或羟基。
• Preparation and Properties of the Isomeric Forms of α-Amino- and α,[UNK]-Diaminopimelic Acid
  作者：Roy Wade、Sanford M. Birnbaum、Milton Winitz、Robert J. Koegel、Jesse P. Greenstein

  DOI：10.1021/ja01560a038

  日期：1957.2
• Peptides of 2-aminopimelic acid: antibacterial agents that inhibit diaminopimelic acid biosynthesis
  作者：David A. Berges、Walter E. DeWolf、George L. Dunn、Sarah F. Grappel、David J. Newman、John J. Taggart、Charles Gilvarg

  DOI：10.1021/jm00151a015

  日期：1986.1

  Succinyl-CoA:tetrahydrodipicolinate-N-succinyltransferase is a key enzyme in the biosynthesis of diaminopimelic acid (DAP), a component of the cell wall peptidoglycan of nearly all bacteria. This enzyme converts the cyclic precursor tetrahydrodipicolinic acid (THDPA) to a succinylated acyclic product. L-2-Aminopimelic acid (L-1), an acyclic analogue of THDPA, was found to be a good substrate for this enzyme and was shown to cause a buildup of THDPA in a cell-free enzyme system but was devoid of antibacterial activity. Incorporation of 1 into a di- or tripeptide yielded derivatives that exhibited antibacterial activity against a range of Gram-negative organisms. Of the five peptide derivatives tested, (L-2-aminopimelyl)-L-alanine (6) was the most potent. These peptides were shown to inhibit DAP production in intact resting cells. High levels (30 mM) of 2-aminopimelic acid were achieved in the cytoplasm of bacteria as a result of efficient uptake of the peptide derivatives through specific peptide transport systems followed, presumably, by cleavage by intracellular peptidases. Finally, the antibacterial activity of these peptides could be reversed by DAP or a DAP-containing peptide. These results demonstrate that the peptides containing L-2-aminopimelic acid exert their antibacterial action by inhibition of diaminopimelic acid biosynthesis.