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Phosphate → Steviol

HRID 1262901
ノート
印刷プレビュー

反応式

HRID 1262901 の反応式
[CH3:1][C@:2]12[C@@H:11]3[CH2:12][CH2:13][C@@:14]4([O:19][C@@H]5O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@@H]5O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C:16]([CH2:18][C@@:10]3([CH2:15]4)[CH2:9][CH2:8][C@@H:7]1[C@@:6]([C:43]([O-:45])=[O:44])([CH3:42])[CH2:5][CH2:4][CH2:3]2)=[CH2:17].[Na+].[K].P([O-])([O-])([O-])=O.SC[C@H]([C@@H](CS)O)O.O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O>OP([O-])(O)=O.[K+].CC#N.C(Cl)(Cl)Cl.CO.O>[CH3:1][C@:2]12[C@@H:11]3[CH2:12][CH2:13][C@@:14]4([OH:19])[C:16]([CH2:18][C@@:10]3([CH2:15]4)[CH2:9][CH2:8][C@@H:7]1[C@@:6]([C:43]([OH:45])=[O:44])([CH3:42])[CH2:5][CH2:4][CH2:3]2)=[CH2:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 1061PhosphateHCID 79025Alpha-D-GlucoseHCID 446094D-1,4-DithiothreitolHCID 5462222PotassiumHCID 73352876sodium (1R,4S,5R,9S,10R,13S)-13-[(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

生成物 1

HCID 452967Steviol

試薬・触媒・溶媒 3

HCID 6342Acetonitrile溶媒HCID 516951Monobasic potassium phosphate溶媒HCID 21866399Chloroform methanol water溶媒

実験手順

Steviolbioside, 3-sulfopropyl ester, potassium salt prepared in Part B. was incubated anaerobically for three days at 37° C. with 5 wt% fresh rat cecal contents, at concentrations of 0.25, 0.5, and 1.0 mg/ml in sterile Krebs-Ringer 0.25M phosphate buffer (pH 7.4) containing 0.25 mg/ml dithiothreitol and 0.25 mg/ml α-D-glucose. TLC [silica gel F-254; CHCl3 :CH3OH:H2O (15:10:2)] and HPLC [30 cm C-18 on μ-Bondapak; 15 min linear gradient of 10-40% CH3CN in 0.005M KH2PO4 (pH 3.45); 200 nm] analysis showed all the initial ester (Rf=0.42; tR =14.0 min) to have been consumed within 24 h to yield apparently only the sulfopropyl ester of steviol, (Rf =0.63; tR =16.3 min). No steviol (Rf =0.95; tR =31.3 min) was detected. After 3 days the bacterial cells were sedimented by centrifugation. The sediment was extracted (THF), as was the supernatant, after lyophilization. HPLC analysis for steviol of the two THF extracts showed none to be detectable. With a detection limit of 0.05 g, as little as 0.03 and 0.13 percent degradation to steviol could have been detected for the sediment and supernatant fractions, respectively.

後処理

  1. customtR =14.0 min) to have been consumed within 24 h

出典と根拠

ORDレコード
ord-2348d9a2efe5469ba8a16b193cc98e61
出典データセット
uspto-grants-1984_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04454290

反応ノート

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