Mercapto-ethanol → Biotin

HRID 1533850Notes

Reaction equation

HRID 1533850 reaction equation
SC([OH:4])C.ICC(N([C:17](=[O:31])[CH2:18][CH2:19][CH2:20][CH2:21][C@H:22]1[C@@H:30]2[C@@H:25]([NH:26][C:27]([NH:29]2)=[O:28])[CH2:24][S:23]1)CCCCCCN)=O>>[OH:4][C:17]([CH2:18][CH2:19][CH2:20][CH2:21][C@H:22]1[C@@H:30]2[C@@H:25]([NH:26][C:27]([NH:29]2)=[O:28])[CH2:24][S:23]1)=[O:31]

Participants

3

Reactant 2

HCID 4713212Mercapto-ethanolHCID 10164493HCID 10164493, compound

Product 1

HCID 171548Biotin

Procedure

The mellitin peptide (10 mg) was reduced with mercaptoethanol as described for the 3.2 peptide in Example 1. After rotary evaporation, the sample was resuspended in 2 ml 0.1 M Tris-HCl, 5 mm EDTA, pH 8.0 and reacted with ml dimethylsulfoxide (DMSO), containing 4.3 mg N-iodoacetyl-N-biotinylhexylendiamine (Pierce). This was allowed to react for 15 minutes at room temperature and the biotinylated derivative separated from byproducts on a Sephadex G10 column.

Workup

  1. customAfter rotary evaporation
  2. custom5 mm EDTA, pH 8.0 and reacted with ml dimethylsulfoxide (DMSO)
  3. customto react for 15 minutes at room temperature
  4. customthe biotinylated derivative separated from byproducts on a Sephadex G10 column

Sources & evidence

ORD record
ord-2afb0ae6016b4680bc79f611a6d2d7e7
Source dataset
uspto-grants-1992_02
Patent number
US05086002

Reaction notes

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