Cholesterol → Cholesterol

HRID 1719990Notes

Reaction equation

C=C(C(=O)CC[C@H]([C@@H]1[C@]2(C)[C@H]([C@H]3[C@H](CC2)[C@]2(C)C(CCCC2)CC3)CC1)C)C.[CH3:29][C@@H:30]([C@@H:37]1[C@@:41]2([CH3:56])[CH2:42][CH2:43][C@@H:44]3[C@@:49]4([CH3:55])[CH2:50][CH2:51][C@H:52]([OH:54])[CH2:53][C:48]4=[CH:47][CH2:46][C@H:45]3[C@@H:40]2[CH2:39][CH2:38]1)[CH2:31][CH2:32][CH2:33][CH:34]([CH3:36])[CH3:35]>>[CH3:29][C@@H:30]([C@@H:37]1[C@@:41]2([CH3:56])[CH2:42][CH2:43][C@@H:44]3[C@@:49]4([CH3:55])[CH2:50][CH2:51][C@H:52]([OH:54])[CH2:53][C:48]4=[CH:47][CH2:46][C@H:45]3[C@@H:40]2[CH2:39][CH2:38]1)[CH2:31][CH2:32][CH2:33][CH:34]([CH3:35])[CH3:36].[CH3:36][CH:34]([CH2:33][CH2:32][CH2:31][C@H:30]([C@@H:37]1[C@:41]2([CH3:56])[C@H:40]([C@H:45]3[C@H:44]([CH2:43][CH2:42]2)[C@:49]2([CH3:55])[C:48]([CH2:53][C:52](=[O:54])[CH2:51][CH2:50]2)=[CH:47][CH2:46]3)[CH2:39][CH2:38]1)[CH3:29])[CH3:35]

Participants

Reactant 2

HCID 5997Cholesterol

HCID 129632688HCID 129632688, compound

Product 2

HCID 5997Cholesterol

HCID 9908107Cholest-5-en-3-one

Procedure

The optimum pH for the production of cholestenone when epicholesterol is used as the substrate, is 8-12. The optimum pH when epicholesterol is produced from 5-cholesten-3-one, is 4-5. Determined at 37° C. using various pH buffer, 0.1M acetate/hydrochloride buffer (pH 2-4), 0.1M phosphate/citrate buffer (pH 4-7), 0.1M Tris-HCl buffer (pH 7-9), and 0.1M glycine/sodium hydroxide buffer (pH 9-12), each containing 1 mM dithiothreitol!.

Sources & evidence

ORD record: ord-fb6a87bcf9a74c89a1eb82f6ddaeda59
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05503988

Reaction notes

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