4-Nitrophenyl butyrate → Cholesterol

HRID 2217159Notes

Reaction equation

HRID 2217159 reaction equation
[CH3:1][CH2:2][CH2:3]C(OC1C=CC([N+]([O-])=O)=CC=1)=O.[CH3:16][C@@H:17]([C@@H:29]1[C@@:33]2([CH3:50])[C@@H:34](O)[CH2:35][C@@H:36]3[C@@:41]4([CH3:47])[CH2:42][CH2:43][C@@H:44]([OH:46])[CH2:45][C@H:40]4[CH2:39][C@@H:38](O)[C@H:37]3[C@@H:32]2[CH2:31][CH2:30]1)[CH2:18][CH2:19][C:20](NCCS([O-])(=O)=O)=O.[Na+].[Na]>>[CH3:1][CH:2]([CH2:20][CH2:19][CH2:18][C@H:17]([C@@H:29]1[C@:33]2([CH3:50])[C@H:32]([C@H:37]3[C@H:36]([CH2:35][CH2:34]2)[C@:41]2([CH3:47])[C:40]([CH2:45][C@H:44]([CH2:43][CH2:42]2)[OH:46])=[CH:39][CH2:38]3)[CH2:31][CH2:30]1)[CH3:16])[CH3:3]

Participants

4

Reactant 3

HCID 758344-Nitrophenyl butyrateHCID 5360545SodiumHCID 23666345Sodium Taurocholate2×

Product 1

HCID 5997Cholesterol

Procedure

The assay substrate contained p-Nitrophenyl butyrate (Sigma Cat. No. N9876) MW 209.2. Density 1.2 and Taurocholic acid, sodium salt (Sigma Cat. No. T 4009) MW 537.7 The assay substrate was prepared by dissolving 43 mg Taurocholic acid (6 mM final concentration)+87 μl p-Nitrophenyl butyrate (40 μM final concentration)+50 μl 20% Triton X-100 (0.08% final concentration) in 10 ml of 100 mM MOPS 2 mM CaCl2 pH 7.3. The substrate was shaken to dissolve the ingredients and centrifuged to clarify.

Workup

  1. customT 4009) MW 537.7 The assay substrate was prepared
  2. concentrationconcentration)+87 μl p-Nitrophenyl butyrate (40 μM final
  3. concentrationconcentration)+50 μl 20% Triton X-100 (0.08% final
  4. concentrationconcentration) in 10 ml of 100 mM MOPS 2 mM CaCl2 pH 7.3
  5. dissolutionto dissolve the ingredients

Sources & evidence

ORD record
ord-7195110a38a747caab4494bf7ea93ebe
Source dataset
uspto-grants-2008_08
Patent number
US07407954B2

Reaction notes

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