daidzein-7-O-phosphate | 386285-65-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: daidzein-7-O-phosphate
• 英文别名: 3-(4-Hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl dihydrogen phosphate；[3-(4-hydroxyphenyl)-4-oxochromen-7-yl] dihydrogen phosphate
• CAS: 386285-65-0
• 化学式: C₁₅H₁₁O₇P
• 分子量: 334.222
• InChiKey: YTRFJIMXFHZDOS-UHFFFAOYSA-N

物化性质

• 沸点：
  626.3±65.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  daidzein-7-O-phosphate 在 sulfatase VIII 作用下， 以 水 为溶剂， 反应 0.5h， 以98%的产率得到大豆甙元
  参考文献：
  名称：

  First finding of Daidzein 7- O -phosphate and Genistein 7- O -phosphate that are hydrolyzed by sulfatase

  摘要：

  Attempted structural assignment of two water soluble isoflavone analogs of Daidzein and Genistein, was initially assumed to be the corresponding sulfates on the basis of the facts that these analogs were hydrolyzed by sulfatase; however, they were eventually determined through NMR technology including P-31-C-13 couplings to be the corresponding phosphates both at the 7-O-position; thus, Daidzein 7-O-phosphate [4H-1-benzopyran-4-one,7-hydroxy-3-(4-hydroxyphenyl)-, 7-phosphate] and Genistein 7-O-phosphate [4H-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-, 7-phosphate]. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00863-8
• 作为产物：
  描述：

  大豆甙元 在 phosphotransferase from Bacillus subtilis 、 5’-三磷酸腺苷 、 sodium chloride 、 magnesium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成 daidzein 4'-O-phosphate 、 daidzein-7-O-phosphate
  参考文献：
  名称：

  Discovery of a novel phosphotransferase from Bacillus subtilis that phosphorylates a broad spectrum of flavonoids

  摘要：

  DOI：

  10.1016/j.foodchem.2022.134001

文献信息

• METHOD OF BIOTRANSFORMATION OF BENZOPYRONE COMPOUNDS INTO THE CORRESPONDING PHOSPHATE-CONJUGATED DERIVATIVES
  申请人：National Taiwan University

  公开号：US20170305944A1

  公开（公告）日：2017-10-26

  The present invention is related to a biotransformation process, effected by means of an isolated polypeptide possessing benzopyrone phosphate synthetase activity, and also a microorganism comprising a nucleic acid sequence that encodes the polypeptide, for the preparation of phosphate-conjugated derivatives of benzopyrone compounds. The hydrophilic property of the benzopyrone compounds is enhanced after catalyzed by the benzopyrone phosphate synthetase of the present invention.

  本发明涉及一种生物转化过程，通过一种具有苯并吡喃磷酸合酶活性的分离多肽实现，并且包括一种编码该多肽的核酸序列的微生物，用于制备苯并吡喃化合物的磷酸共轭衍生物。经本发明的苯并吡喃磷酸合酶催化后，苯并吡喃化合物的亲水性质得到增强。
• Method of biotransformation of benzopyrone compounds into the corresponding phosphate-conjugated derivatives
  申请人：National Taiwan University

  公开号：US10421768B2

  公开（公告）日：2019-09-24

  The present invention is related to a biotransformation process, effected by means of an isolated polypeptide possessing benzopyrone phosphate synthetase activity, and also a microorganism comprising a nucleic acid sequence that encodes the polypeptide, for the preparation of phosphate-conjugated derivatives of benzopyrone compounds. The hydrophilic property of the benzopyrone compounds is enhanced after catalyzed by the benzopyrone phosphate synthetase of the present invention.

  本发明涉及一种生物转化过程，该过程通过一种具有吡喃苯酮磷酸合成酶活性的分离多肽和一种包含编码该多肽的核酸序列的微生物来实现，用于制备吡喃苯酮化合物的磷酸结合衍生物。经本发明的苯并吡喃酮磷酸合成酶催化后，苯并吡喃酮化合物的亲水性增强。
• Biosynthesis of novel daidzein derivatives using <i>Bacillus amyloliquefaciens</i> whole cells
  作者：Kyu-Min Kim、Jin-Soo Park、HaeRi Choi、Min-Seon Kim、Joo-Hyun Seo、Ramesh Prasad Pandey、Jin Woo Kim、Chang-Gu Hyun、Seung-Young Kim

  DOI：10.1080/10242422.2018.1461212

  日期：2018.11.2

  Biotransformation of daidzein was performed by using Bacillus amyloliquefaciens KCTC 13588, Lactococcus lactis subsp. lactis KCTC 3769, Leuconostoc citreum KCTC 13186, Kluyveromyces lactis var. lactis KCTC 17704, Pediococcus pentosaceus KCTC 3116, and Lactobacillus sakei KCTC 13416 cells as a biocatalyst. Four derivatives of daidzein such as daidzein-7-O-phosphate, daidzein-7-O-beta-D-glucoside, daidzein-7-O-beta-(6 ''-O-succinyl)-D-glucoside, and 4 '-Ethoxy-daidzein-7-O-beta-(6 ''-O-succinyl)-D-glucoside were isolated from the biotransformation reaction mixture. The structures of the molecules were elucidated by HPLC, HR-QTOF-ESI/MS and H-1-NMR analyses. Among them 4 '-Ethoxy-daidzein-7-O-beta-(6 ''-O-succinyl)-D-glucoside derivative is novel compound and not reported elsewhere till now.
• First finding of Daidzein 7- O -phosphate and Genistein 7- O -phosphate that are hydrolyzed by sulfatase
  作者：Akira Kanakubo、Kazushi Koga、Minoru Isobe、Tatsushi Fushimi、Takanobu Saitoh、Yoshifumi Ohshima、Yoshinori Tsukamoto

  DOI：10.1016/s0040-4020(01)00863-8

  日期：2001.10

  Attempted structural assignment of two water soluble isoflavone analogs of Daidzein and Genistein, was initially assumed to be the corresponding sulfates on the basis of the facts that these analogs were hydrolyzed by sulfatase; however, they were eventually determined through NMR technology including P-31-C-13 couplings to be the corresponding phosphates both at the 7-O-position; thus, Daidzein 7-O-phosphate [4H-1-benzopyran-4-one,7-hydroxy-3-(4-hydroxyphenyl)-, 7-phosphate] and Genistein 7-O-phosphate [4H-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-, 7-phosphate]. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Discovery of a novel phosphotransferase from Bacillus subtilis that phosphorylates a broad spectrum of flavonoids
  作者：Chen Hsu、Hsin-Ya Tsai、Chi-Fon Chang、Chien-Chih Yang、Nan-Wei Su

  DOI：10.1016/j.foodchem.2022.134001

  日期：2023.1