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L-Chlorosuccinic anhydride, L-bromosuccinic anhydride, and D,L-methylsuccinic anhydride react with 2-acetamido-2-deoxy-beta-D-glucopyranosylamine to give varying mixtures of N4-(beta-GlcNAc)-2-substituted- and N4-(beta-GlcNAc)-3-substituted-succinamic acid isomers. The two regioisomers are separated by anion exchange chromatography. The N4-(beta-GlcNAc)-2-substituted-succinamic acid isomers are characterized as analogues of N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine.
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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem