The synthesis of derivatives of lactosamine and cellobiosamine to serve as probes in studies of the combining site of the monoclonal anti-I Ma antibody

• Published in: Canadian journal of chemistry 1984-06, Vol.62 (6), p.1207-1213
• Main Authors: Wong, Ting C, Lemieux, Raymond U
• Format: Article
• Language: English
• Subjects: Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides; Carbohydrates. Nucleosides and nucleotides; Chemistry; Exact sciences and technology; Organic chemistry; Preparations and properties
• ISSN: 0008-4042; 1480-3291
• DOI: 10.1139/v84-197

Syntheses are reported for a variety of structures used in a continuation of our studies of the combining site of the monoclonal anti-I Ma antibody. These structures include the N-acetyl, N-formyl, and N-pivalyl derivatives of methyl β- D -lactosaminide, the ethyl, propyl, isopropyl, and isobutyl β-glycosides of N-acetyllactosamine and the β D Gal(1 → 4)β D GlcNAc(1 → 6)-, β D Gal(1 → 4)β D GlcNH 2 (1 → 6)-, β D Gal(1 → 4) β D GlcNCOCF 3 (1 → 6)-, and β D Glc(1 → 4)β D GlcNAc(1 → 6)-derivatives of 1,2;3,4-di-O-isopropylidene-α- D -galactopyranose. Also, preparations of 6-deoxy-β D Gal(1 → 4)β D GlcNAc(1 → 6)α,β D Gal and β D GlcNAc(1 → 6)β D Gal(1 → 4) β D GlcNAcOCH 3 are described.