Structural determination of three glycoasparagines isolated from the urine of a patient with aspartylglycosaminuria.

Abstract

Three different glycoasparagines have been isolated from the urine of a patient with aspartylglycosaminuria and their structures determined using sugar, amino acid and methylation analysis, enzymic degradation and measurements of the optical rotations. The structures were 2-acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine (yield 135 mg/l) beta-D-galactopyranosyl-(1 leads to 4)-2-acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine (yield 35 mg/l), and alpha-D-mannopyranosyl-(1 leads to 6)-beta-D-mannopyranosyl-(1 leads to 4)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1 leads to 4)-2-acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine (yield 30 mg/l). The first two compounds have previously been described, whereas the third compound is different from any of the glycoasparagines isolated before.

• Authors: A Lundblad, P K Masson, N E Nordén
• Journal: European journal of biochemistry (Eur J Biochem) Vol. 67 Issue 1 Pg. 209-14 (Aug 01 1976) ISSN: 0014-2956 [Print] England
• PMID: 964239 (Publication Type: Case Reports, Journal Article)

Chemical References

• Oligosaccharides
• Asparagine
• Mannose
• Acetylglucosamine
• Galactose

Topics

• Acetylglucosamine (analysis)
• Adult
• Asparagine (urine)
• Female
• Galactose (analysis)
• Humans
• Mannose (analysis)
• Metabolism, Inborn Errors (urine)
• Molecular Conformation
• Oligosaccharides (urine)
• Optical Rotation