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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714702Generated: October 26, 2026

Cyanogen Bromide → Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-

https://huagongshe.com/reaction/1714702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
ReactantSodium HydroxideHCID 14798—
ReactantChondroitin SulfateHCID 24766—
Reactant5-AminofluoresceinHCID 76845—
SolventWaterHCID 962—
Solventboric acid, sodium saltHCID 159383—
ProductBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—

Reaction Steps

20 mg cyanogen bromide (CNBr) dissolved in 200 μl deionized water were added to 1 ml of 30 mg/ml chondroitin 4-sulfate (CSA). The pH was adjusted to pH 11 by addition of 5 M NaOH. Activated CSA is applied to a PD-10 column and eluded with 200 mM sodium borate buffer, pH 8.0. CSA fractions were directly dropped into 400 μl of 10 mg/ml fluoresceinamine in 200 mM sodium borate buffer, pH 8.0. The mixture was kept overnight at 4° C. for the coupling reaction. Subsequently, the mixture was concentrated to 1 ml using a SpeedVac concentrator and purified on a PD-10 column and eluded by 50 mM sodium acetate buffer, pH 5.5. Fluoresceinamine-labeled CSA (FL-CSA) fractions were collected and their concentration was determined using the Blyscan glycosaminoglycan assay kit (Biocolor Ltd., Newtown Abbey, Northern Ireland).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799326B2
Source datasetuspto-grants-2010_09
ORD IDord-89998e36e64f4c26a795147bddb96aed
Source noteuspto-grants-2010_09