luminarine | 299172-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: luminarine
• 英文别名: 4-Iminopyrido[2,1-h]pteridin-6-ol
• CAS: 299172-68-2
• 化学式: C₁₀H₇N₅O
• 分子量: 213.198
• InChiKey: KVXPOKIZQKTAAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-[(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)amino]-2,4,10-4b-azoniaphenanthrene-9-olate 在 盐酸 作用下， 以 1,4-二氧六环 、 异丙醇 为溶剂， 反应 144.0h， 以47%的产率得到luminarine
  参考文献：
  名称：

  具有新型杂环甜菜碱的荧光核苷作为糖苷配基的光化学制备及性质

  摘要：

  N- [9-（2'，3'，5'-tri-0-乙酰基-β-D-呋喃呋喃糖基）嘌呤-6-y1]吡啶鎓氯化物的高效光化学转化为高度荧光的核苷，具有新的当吡啶鎓盐的充气水溶液暴露在阳光下时，会出现杂芳族甜菜碱，如糖苷配基。还描述了将荧光核苷（称为三-0-乙酰基-肌氨酸）化学脱乙酰为母体核苷（肌氨酸）和将N-糖苷键裂解为糖苷配基（luminarine）的方法。

  DOI：

  10.1016/s0040-4020(01)81677-x

文献信息

• Fluorescent nucleoside with a new heterocyclic betaine as the aglycone photochemical preparation and properties
  作者：Bohdan Skalski、Jarogniew Bartoszewicz、Stefan Paszyc、Zofia Gdaniec、Ryszard W. Adamiak

  DOI：10.1016/s0040-4020(01)81677-x

  日期：——

  y1] pyridinium chloride into a highly fluorescent nucleoside, having a new heteroaromatic betaine as the aglycone, occurs when an aerated aqueous solution of the pyridinium salt is exposed to sunlight. The chemical deacetylation of the fluorescent nucleoside (named tri-0-acetyl-luminarosine) to parent riboside (luminarosine) and N-glycosidic bond cleavage to aglycone (luminarine) is also described

  N- [9-（2'，3'，5'-tri-0-乙酰基-β-D-呋喃呋喃糖基）嘌呤-6-y1]吡啶鎓氯化物的高效光化学转化为高度荧光的核苷，具有新的当吡啶鎓盐的充气水溶液暴露在阳光下时，会出现杂芳族甜菜碱，如糖苷配基。还描述了将荧光核苷（称为三-0-乙酰基-肌氨酸）化学脱乙酰为母体核苷（肌氨酸）和将N-糖苷键裂解为糖苷配基（luminarine）的方法。
• Synthesis and Fluorescence Quenching Study of the Novel Cationic Probe Derived from Luminarosine
  作者：Grażyna Wenska、Bohdan Skalski、Iwona Tomska-Foralewska、Stefan Paszyc

  DOI：10.1002/1522-2675(20011219)84:12<3726::aid-hlca3726>3.0.co;2-6

  日期：2001.12.19

  A simple and efficient transformation of the zwitterionic luminarosine into a brightly fluorescent cationic analogue, namely 1-amino-9-methoxy-2,4,10-triaza-4b-azoniaphenanthrene (3) is reported. The fluorescence quenching of 3 by common nucleotides calf-thymus (CT) DNA, and halide ions was investigated by means of spectrophotometric and spectrofluorometric methods. Intermolecular static and dynamic fluorescence-quenching constants for quenching of 3 by nucleotides and halide ions were determined in aqueous solution. Evidence for formation of nonfluorescent ground-state complexes of 3 with nucleotides and CT-DNA is presented. Scatchard analysis of the CT-DNA quenching data resulted in a binding constant of 2.8 x 10(4) M-1 and a number of binding sites per base pair of 0.049.