Metaperiodic acid → Biotin

HRID 1371254Notes

Reaction equation

HRID 1371254 reaction equation
[C:1](NN)(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]1[C@@H:14]2[C@@H:9]([NH:10][C:11]([NH:13]2)=[O:12])[CH2:8][S:7]1.I(O)(=O)(=O)=[O:19]>OCC(CO)O>[OH:19][C:1]([CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]1[C@@H:14]2[C@@H:9]([NH:10][C:11]([NH:13]2)=[O:12])[CH2:8][S:7]1)=[O:15]

Participants

4

Reactant 2

HCID 65185Metaperiodic acidHCID 83872Biotin hydrazide

Product 1

HCID 171548Biotin

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Procedure

An aldehyde was introduced into the monoclonal antibody 22-1-1 obtained in Example 1 by oxidation with sodium metaperiodate, which was bound with biotin hydrazide to obtain a biotinated antibody. Specifically, 1 ml of an ice-cooled metaperiodic acid solution was added to 1 ml of the ice-cooled monoclonal antibody 22-1-1, which was mixed well and subjected to an oxidation reaction in the dark place at 0° C. for 30 minutes. Thereafter, glycerol was added thereto to the final concentration of 15 mM, which was incubated at 0° C. for 5 minutes to stop the oxidation reaction. This solution was dialyzed against a 0.1M sodium acetate buffer (pH5.5) overnight, and biotin hydrazide was added to the final concentration of 5 mM to stir at room temperature for 2 hours. The unreacted molecules were removed from this by dialysis to obtain a biotin-labeled antibody.

Workup

  1. customto obtain a biotinated antibody
  2. temperaturecooled monoclonal antibody 22-1-1, which
  3. additionwas mixed well
  4. customsubjected to an oxidation reaction in the dark place at 0° C. for 30 minutes
  5. customthe oxidation reaction
  6. customThis solution was dialyzed against a 0.1M sodium acetate buffer (pH5.5) overnight, and biotin hydrazide
  7. additionwas added to the final concentration of 5 mM
  8. customThe unreacted molecules were removed from this
  9. customby dialysis

Sources & evidence

ORD record
ord-51a1f4fb55a24763bb7b8b3f47fb453f
Source dataset
uspto-grants-2007_01
Patent number
US07157286B2

Reaction notes

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