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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979446Generated: October 30, 2026

Dicyclohexylcarbodiimide → 6-Carboxyfluorescein

https://huagongshe.com/reaction/979446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant6-CarboxyfluoresceinHCID 76806—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant5-Amino-2-ethylpentanoic acidHCID 19880126—
SolventPyridineHCID 1049—
Product6-CarboxyfluoresceinHCID 76806—
ProductHCID 131715159HCID 131715159—

Reaction Steps

An active ester of carboxyfluorescein was prepared by dissolving N-hydroxysuccinimide (5 mg), carboxyfluorescein (7.5 mg) and N,N'-dicyclohexylcarbodiimide (20 mg) in 0.5 ml of pyridine. The reaction was allowed to proceed for two hours at room temperature, after which time 2-ethyl-5-aminopentanoic acid (20 mg) was dissolved in the reaction mixture. The resulting mixture was allowed to react overnight in the dark at room temperature and the reaction product was purified twice employing silica gel thin-layer chromatography using a chloroform:methanol (3:1) mixture as developing solvent to yield a 2-ethyl-5-aminopentanoic acid-carboxyfluorescein conjugate of the formula: ##STR12##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04668640
Source datasetuspto-grants-1987_05
ORD IDord-adefd2ae6855488aaf9b5c02bc70e42c
Source noteuspto-grants-1987_05