Biotin → 2,2'-Dipyridyl disulfide

HRID 1175644Notes

Reaction equation

HRID 1175644 reaction equation
OC(CCC[CH2:7][C@H:8]1[C@@H:16]2[C@@H:11]([NH:12][C:13](N2)=O)CS1)=O.C1(=O)N([N:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]2[S:28][S:29]CCC([O-])=O)C(=O)CC1>[Cl-].[Na+].C(O)C>[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[S:28][S:29][C:13]1[CH:7]=[CH:8][CH:16]=[CH:11][N:12]=1

Participants

5

Reactant 2

HCID 171548BiotinHCID 86761221HCID 86761221, compound2×

Product 1

HCID 650932,2'-Dipyridyl disulfide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 5234Sodium ChlorideSolvent

Procedure

RA-NAH prepared in the item (1) above was weighed in an amount of 10.4 mg, and dissolved in 2 ml of 0.1 M sodium chloride-0.1 M phosphate buffer (pH 7.5). 80 μl of a solution of 5 mM N-succinimidyl-3-(2-pyridyldithio)propionate (hereinafter, referred to as “SPDP”, Sigma-Aldrich Co.) dissolved in ethanol was added thereto, and the PDP reaction was carried out at room temperature for 30 minutes. The solution was dialyzed against distilled water to remove excessive SPDP, followed by freeze-drying, to thereby yield 9.5 mg of a freeze-dried product of PDP-NAH.

Workup

  1. additionwas added
  2. customthe PDP reaction
  3. customThe solution was dialyzed
  4. distillationagainst distilled water
  5. customto remove excessive SPDP
  6. customby freeze-drying

Sources & evidence

ORD record
ord-f399bb425b234eaa8c24cf4f04941d9c
Source dataset
uspto-grants-2010_11
Patent number
US07842500B2

Reaction notes

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