Water → Astaxanthin, (13Z)-

HRID 229948

Reaktionsgleichung

Reaktionsgleichung von HRID 229948
[CH3:1][C:2]1[C:7](=[O:8])[C@@H:6]([OH:9])[CH2:5][C:4]([CH3:11])([CH3:10])[C:3]=1/[CH:12]=[CH:13]/[C:14](/[CH3:44])=[CH:15]/[CH:16]=[CH:17]/[C:18](/[CH3:43])=[CH:19]/[CH:20]=[CH:21]/[CH:22]=[C:23](\[CH3:42])/[CH:24]=[CH:25]/[CH:26]=[C:27](\[CH3:41])/[CH:28]=[CH:29]/[C:30]1[C:36]([CH3:38])([CH3:37])[CH2:35][C@H:34]([OH:39])[C:32](=[O:33])[C:31]=1[CH3:40].O>N1C=CC=CC=1>[CH3:40][C:31]1[C:32](=[O:33])[C@@H:34]([OH:39])[CH2:35][C:36]([CH3:37])([CH3:38])[C:30]=1/[CH:29]=[CH:28]/[C:27](/[CH3:41])=[CH:26]/[CH:25]=[CH:24]/[C:23](/[CH3:42])=[CH:22]/[CH:21]=[CH:20]/[CH:19]=[C:18](\[CH:17]=[CH:16]\[CH:15]=[C:14](\[CH:13]=[CH:12]\[C:3]1[C:4]([CH3:11])([CH3:10])[CH2:5][C@H:6]([OH:9])[C:7](=[O:8])[C:2]=1[CH3:1])/[CH3:44])/[CH3:43]

Komponenten

4

Edukt 2

HCID 962WaterHCID 5281224Astaxanthin

Produkt 1

HCID 91827159Astaxanthin, (13Z)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

20 mg analytical grade astaxanthin (97.2 mol % all-trans-astaxanthin and 1.6 mol % 9-cis-astaxanthin and 1.2 mol % 13-cis-astaxanthi) is dissolved in 1 ml pyridine and heated at 70° C. for 30 min. After addition of 8.0 ml cold water, the formed crystals are washed with water and the Raman spectrum shows the presence of crystal Form I as seen in the spectrum in FIG. 2. The X-Ray diffraction pattern is shown in FIG. 1. HPLC determination confirms the total amount of all-trans-astaxanthin and cis-astaxanthin isomers to be 100%. The astaxanthin comprises 78 mol % all-trans-astaxanthin, 3 mol % 9-cis-astaxantlhn and 19 mol % 13-cis-astaxanthin. The level of carotenoidal products is about 22 mol %. Similarly, when the pyridine solution is heated at 80° for 40 min, 28 mol % 13-cis -astaxanthin is formed and the resulting crystal is assigned as astaxanthin crystal Form I by the characteristic X-ray diffraction pattern and Raman spectrum.

Aufarbeitung

  1. washthe formed crystals are washed with water
  2. temperatureSimilarly, when the pyridine solution is heated at 80° for 40 min

Quellen und Nachweise

ORD-Eintrag
ord-3eafdccbee904d1e823d525b40761009
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563935B2

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