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Daidzin → Daidzin

HRID 554026
Notes
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Reaction equation

HRID 554026 reaction equation
[CH:1]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[CH:14]=[CH:13][C:12]([O:18][C@@H:19]4[O:24][C@H:23]([CH2:25][OH:26])[C@@H:22]([OH:27])[C@H:21]([OH:28])[C@H:20]4[OH:29])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:5][CH:4]=[C:3]([OH:30])[CH:2]=1.[CH:31]1[C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:44]([OH:48])=[CH:43][C:42]([O:49][C@@H:50]4[O:55][C@H:54]([CH2:56][OH:57])[C@@H:53]([OH:58])[C@H:52]([OH:59])[C@H:51]4[OH:60])=[CH:41][C:40]=3[O:39][CH:38]=2)=[CH:35][CH:34]=[C:33]([OH:61])[CH:32]=1>C([O-])(=O)C.[Na+]>[CH:5]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[CH:14]=[CH:13][C:12]([O:18][C@@H:19]4[O:24][C@H:23]([CH2:25][OH:26])[C@@H:22]([OH:27])[C@H:21]([OH:28])[C@H:20]4[OH:29])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:1][CH:2]=[C:3]([OH:30])[CH:4]=1.[CH:35]1[C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:44]([OH:48])=[CH:43][C:42]([O:49][C@@H:50]4[O:55][C@H:54]([CH2:56][OH:57])[C@@H:53]([OH:58])[C@H:52]([OH:59])[C@H:51]4[OH:60])=[CH:41][C:40]=3[O:39][CH:38]=2)=[CH:31][CH:32]=[C:33]([OH:61])[CH:34]=1.[CH:5]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[CH:14]=[CH:13][C:12]([OH:18])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:1][CH:2]=[C:3]([OH:30])[CH:4]=1.[CH:1]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[C:14]([OH:39])=[CH:13][C:12]([OH:18])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:5][CH:4]=[C:3]([OH:30])[CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 107971DaidzinHCID 5281377Genistin

Product 4

HCID 107971DaidzinHCID 5280961GenisteinHCID 5281377GenistinHCID 5281708Daidzein

Reagents, catalysts & solvents 1

HCID 517045Sodium AcetateSolvent

Procedure

The digestive juice can be used as-is, or in a purified form. The efficiency of Helix pomatia digestive juice to hydrolyze isoflavone glycosides was established by incubating in vitro 100 μg each of daidzin and genistin with 0.1 mL of Helix pomatia digestive juice suspended in 10 mL of 0.05M sodium acetate buffer, pH 4.5 at 37° C. Before adding the enzyme/buffer mixture, it was passed through a solid-phase C18 Bond Elut cartridge to remove residual amounts of isoflavones that we have previously found to naturally occur in this enzyme preparation. The concentrations of daidzin and genistin remaining, and daidzein and genistein formed during incubation were determined by HPLC on aliquots of the mixture removed at timed intervals over the next 24 hours.

Workup

  1. customat 37° C
  2. additionBefore adding the enzyme/buffer mixture, it
  3. customto remove residual amounts of isoflavones that we
  4. customto naturally occur in this enzyme preparation

Sources & evidence

ORD record
ord-835e937587d24ff592dc02685671c1fe
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08048913B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes