Pyridoxaminium(1+) | 51035-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Pyridoxaminium(1+)
• 英文别名: [3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylazanium
• CAS: 51035-91-7
• 化学式: C₈H₁₃N₂O₂
• 分子量: 169.203
• InChiKey: NHZMQXZHNVQTQA-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pyridoxaminium(1+) 、 丙醛 以 water-d2 为溶剂， 生成
  参考文献：
  名称：

  吡ido胺Schiff碱中的意外异构平衡

  摘要：

  吡rid胺是一种维生素B 6参与生物反应（例如氨基转移）的衍生物，也可以作为蛋白质糖基化的抑制剂。在这两种情况下，已经报道在吡x胺和羰基化合物之间形成席夫碱是主要步骤。然而，迄今为止，关于席夫碱形成的研究很少。在这项工作中，我们进行了吡ido胺和4-吡ly胺（吡ido胺类似物）与各种羰基化合物（包括丙醛，甲醛和丙酮酸）反应的比较研究。根据这些结果，4-piclylylamin形成席夫碱，作为其与丙酸和丙酮酸反应的最终产物，而形成甲醇胺与甲醛的反应。另一方面，吡ido醇胺与这三种试剂形成席夫碱，但最终产物与其半胱氨酸形式处于平衡状态，这是由于吡啶环上的酚盐离子对亚胺碳的攻击所致。在研究涉及维生素B胺衍生物的反应时应考虑这种异构平衡6。

  DOI：

  10.1016/j.bioorg.2008.11.002

文献信息

• Human Pyridoxal Phosphatase
  作者：Young Min Jang、Dae Won Kim、Tae-Cheon Kang、Moo Ho Won、Nam-In Baek、Byung Jo Moon、Soo Young Choi、Oh-Shin Kwon

  DOI：10.1074/jbc.m309619200

  日期：2003.12

  Pyridoxal phosphatase catalyzes the dephosphorylation of pyridoxal 5'-phosphate (PLP) and pyridoxine 5'-phosphate. A human brain cDNA clone was identified to the PLP phosphatase on the basis of peptide sequences obtained previously. The cDNA predicts a 296-amino acid protein with a calculated M-r of 31698. The open reading frame is encoded by two exons located on human chromosome 22q12.3, and the exon-intron junction contains the GT/AG consensus splice site. In addition, a full-length mouse PLP phosphatase cDNA of 1978 bp was also isolated. Mouse enzyme encodes a protein of 292 amino acids with M-r of 31512, and it is localized on chromosome 15.E1. Human and mouse PLP phosphatase share 93% identity in protein sequence. A BLAST search revealed the existence of putative proteins in organism ranging from bacteria to mammals. Catalytically active human PLP phosphatase was expressed in Escherichia coli, and characteristics of the recombinant enzyme were similar to those of erythrocyte enzyme. The recombinant enzyme displayed K-m and k(cat) values for pyridoxal of 2.5 muM and 1.52 s(-1), respectively. Human PLP phosphatase mRNA is differentially expressed in a tissue-specific manner. A single mRNA transcript of 2.1 kb was detected in all human tissues examined and was highly abundant in the brain. Obtaining the molecular properties for the human PLP phosphatase may provide new direction for investigating metabolic pathway involving vitamin B-6.
• MCCORMICK D.B.; GREGORY M.E.; SNELL E.E., J Biol Chem, 1961, 0021-9258, 2076-84
  作者：MCCORMICK D.B.、GREGORY M.E.、SNELL E.E.

  DOI：——

  日期：——
• Expression, purification, and kinetic constants for human and Escherichia coli pyridoxal kinases
  作者：Martino L. di Salvo、Sharyn Hunt、Verne Schirch

  DOI：10.1016/j.pep.2004.04.021

  日期：2004.8

  Pyridoxal kinase is an ATP dependent enzyme that phosphorylates pyridoxal, pyridoxine, and pyridoxamine forming their respective 5'-phosphorylated esters. The kinase is a part of the salvage pathway for re-utilizing pyridoxal 5'-phosphate, which serves as a coenzyme for dozens of enzymes involved in amino acid and sugar metabolism. Clones of two pyridoxal kinases from Escherichia coli and one from human were inserted into a pET 22b plasmid and expressed in E. coli. All three enzymes were purified to near homogeneity and kinetic constants were determined for the three vitamin substrates. Previous studies had suggested that ZnATP was the preferred trinucleotide substrate, but our studies show that under physiological conditions MgATP is the preferred substrate. One of the two E. coli kinases has very low activity for pyridoxal, pyridoxine, and pyridoxamine. We conclude that in vivo this kinase may have an alternate substrate involved in another metabolic pathway and that pyridoxal has only a poor secondary activity for this kinase. (C) 2004 Elsevier Inc. All rights reserved.
• WADA H.; SNELL E.E., J Biol Chem, 1962, 0021-9258, 127-32
  作者：WADA H.、SNELL E.E.

  DOI：——

  日期：——
• WU H.L.; MASON M., J Biol Chem, 1964, 0021-9258, 1492-7
  作者：WU H.L.、MASON M.

  DOI：——

  日期：——