Fluorescein 5-isothiocyanate → 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

HRID 1680148Notes

Reaction equation

HRID 1680148 reaction equation
[CH:1]1[C:6](N=C=S)=[CH:5][C:4]2[C:10]([O:12][C:13]3([C:23]4[CH:24]=[CH:25][C:26]([OH:28])=[CH:27][C:22]=4[O:21][C:15]4[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:14]3=4)[C:3]=2[CH:2]=1)=[O:11]>C([O-])(O)=O.[Na+]>[CH:1]1[CH:6]=[CH:5][C:4]([C:10]([OH:12])=[O:11])=[C:3]([C:13]2[C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=3[O:21][C:22]3[C:23]=2[CH:24]=[CH:25][C:26]([CH:27]=3)=[O:28])[CH:2]=1

Participants

3

Reactant 1

HCID 18730Fluorescein 5-isothiocyanate

Product 1

HCID 33832-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

The material contained only 22-25% of AT as determined by RID (using Meloy kit) and assuming E1% =5. AT (15.4 mg) was dissolved in 1.2 ml of 0.1 M NaHCO3 and labeled at pH 9.0 with 0.5 mg FITC as previously described. The resultant conjugate after separation on Sephadex G-25, was in 1.8 ml; OD280 =9.8, OD496 =15.6 (for fluorescein). AT was estimated by RID at 2.3-2.4 mg/ml.

Workup

  1. customThe resultant conjugate after separation on Sephadex G-25

Sources & evidence

ORD record
ord-bf0eb574ef944a0b9f5c3fa66bccd0d9
Source dataset
uspto-grants-1981_06
Patent number
US04272506

Reaction notes

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