Ethanol → N-Hydroxysuccinimide

HRID 982159Notes

Reaction equation

HRID 982159 reaction equation
[Na+].[Cl-].C([OH:5])C.[C:6]1(=[O:25])[N:10]([N:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]2[S:17][S:18][CH2:19][CH2:20][C:21]([O-:23])=[O:22])[C:9](=[O:24])[CH2:8][CH2:7]1>P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+]>[C:9]1(=[O:24])[N:10]([N:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]2[S:17][S:18][CH2:19][CH2:20][C:21]([O-:23])=[O:22])[C:6](=[O:25])[CH2:7][CH2:8]1.[OH:5][N:10]1[C:9](=[O:24])[CH2:8][CH2:7][C:6]1=[O:25]

Participants

6

Reactant 3

HCID 702EthanolHCID 5234Sodium ChlorideHCID 86761221HCID 86761221, compound2×

Product 2

HCID 80170N-HydroxysuccinimideHCID 86761221HCID 86761221, compound

Reagents, catalysts & solvents 1

HCID 24243Trisodium PhosphateSolvent

Procedure

Rabbit IgG (10 mg) was dissolved in 2 mL of 0.1M sodium phosphate buffer containing 0.1M NaCl (pH 7.5) and treated with an ethanol solution of N-succinimidyl-3-(2-pyridyl-dithio)propionate (SPDP) (2-5 equiv. of 9.6 mM solution). The SPDP solution was added in aliquots over a period of 30 minutes. The unreacted SPDP and N-hydroxy-succinimide formed were removed by gel filtration on Sephadex G-25 column (1×14 cm) that was equilibrated with 0.1M sodium phosphate buffer/0.1M NaCl (pH 7.5) and the SPDP-coupled protein eluted with same buffer.

Sources & evidence

ORD record
ord-5b6d4df76b604616a743387220b4dd2d
Source dataset
uspto-grants-1991_02
Patent number
US04994557

Reaction notes

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