Dimethylformamide → Luminol

HRID 7340Notes

Reaction equation

[CH:1]1[C:6](N)=[CH:5][C:4]2[C:8]([NH:10][NH:11][C:12](=[O:13])[C:3]=2[CH:2]=1)=[O:9].C[N:15](C=O)C>>[CH:1]1[CH:6]=[C:5]([NH2:15])[C:4]2[C:8]([NH:10][NH:11][C:12](=[O:13])[C:3]=2[CH:2]=1)=[O:9]

Participants

Reactant 2

HCID 6228Dimethylformamide

HCID 95014Isoluminol

Product 1

HCID 10638Luminol

Procedure

About 1 mg of Vitamin D binding protein, DBP, is buffer exchanged three times with 100 mM PBS at pH 8.2. The final volume was 200 uL. Succinyl-amino-buty-ethyl-isoluminol NHS ester (4.6 mg) is dissolved in DMF. The isoluminol (17 uL) is added to the DBP and the mixture is maintained at room temperature for about 1 hour with occasional shaking. The unreacted label is removed by size exclusion chromatography using SEPHADEX-G25 (23×1 cm) and 100 mM PBS, pH 6.0 as the mobile phase.

Workup

customThe unreacted label is removed by size exclusion chromatography

Sources & evidence

ORD record: ord-276671e04862474aa4387e04ebc7e0b5
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07087395B1

Reaction notes

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