Fundamentals of Biochemistry: Life at the Molecular Level 5th Edition

Published by Wiley
ISBN 10: 1118918401
ISBN 13: 978-1-11891-840-1

Chapter 8 - Carbohydrates - Exercises - Page 243: 24

Answer

Heterodisaccharides like 4-0-B-D glucopyranosyl-6-deoxy-D-glucose (Glc-6 deoxy-Glc), 4-0-B-D-glucopyranosyl D mannosamine (Glc-ManN), 4-0-B-D glucopyranosyl-D-mannose (Glc-Man). Were synthesized from equimolar amounts of; 6-deoxy-glucose and a-D-glucose-1 phosphate (G-1-P), D-mannosamine and a-D-glucose-1 phosphate (G-1-P), and D-mannose and a-D-glucose-1-phosphate (G-1-P), respectively, The yields were 60%, 10% and 50% based on the initial amounts of 6-deoxy-D-glucose, D-mannosamine and D-mannose, respectively. The structures of disaccharides were confirmed by NMR and mass spectroscopy analysis. There are atleast 39 other heterosaccharides that D-galactose and D glucose can form in addition to lactose. However if you consider only pyranose forms, the count becomes 20 including lactose.

Work Step by Step

Heterodisaccharides like 4-0-B-D glucopyranosyl-6-deoxy-D-glucose (Glc-6 deoxy-Glc), 4-0-B-D-glucopyranosyl D mannosamine (Glc-ManN), 4-0-B-D glucopyranosyl-D-mannose (Glc-Man). Were synthesized from equimolar amounts of; 6-deoxy-glucose and a-D-glucose-1 phosphate (G-1-P), D-mannosamine and a-D-glucose-1 phosphate (G-1-P), and D-mannose and a-D-glucose-1-phosphate (G-1-P), respectively, The yields were 60%, 10% and 50% based on the initial amounts of 6-deoxy-D-glucose, D-mannosamine and D-mannose, respectively. The structures of disaccharides were confirmed by NMR and mass spectroscopy analysis. There are atleast 39 other heterosaccharides that D-galactose and D glucose can form in addition to lactose. However if you consider only pyranose forms, the count becomes 20 including lactose.
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