Glucosyl phosphate, 2-acetamido-2-deoxy

The 2-amino-2-deoxy-D-glucosyl phosphate linkage is very labile to acid consequently, the teichoic acid is hydrolyzed under mild conditions to a fragment which is apparently44 (43) or (44). Study of this compound should establish which hydroxyl group of the 2-acetamido-2- deoxy-D-glucose residue bears the phosphodiester group. The alanine ester residues (84a) Unpublished work of the authors with Mr. D. Button. 

The calcium salt of 2-amino-2-deoxy-D-glucosyl phosphate has been synthesized37 by the interaction of 2-acetamido-3,4,6-tri-0-acetyI-2-deoxy-a-D-glucosyl chloride with silver orthophosphate, with subsequent partial saponification. On the basis of optical rotation, the derivative has been assigned to the a-n series. 2-Amino-2-deoxy-D-glucosyl phosphate is much less stable than the 6-phosphate toward acidic hydrolysis, but it is markedly more... 

In the first Section, the dolichol pathway of protein glycosylation is introduced, and the reader is made familiar with the various reactions in the formation of the lipid and carbohydrate moieties of lipid-linked saccharides. Three different classes of compound are known so far (a) isoprenoid alcohol esters of monosaccharide monophosphates, such as D-mannosyl and D-glucosyl (dolichol phosphate), (b) such isoprenoid alcohol esters of saccharide diphosphates as dolichol diphosphate linked to 2-acetamido-2-deoxy-D-glucose and to oligosaccharides, and (c) retinol (D-mannosyl phosphate). The dolichol-linked sugars occur in all eukaryotes. 

Isolated specific cell-surface components of rat hepatocytes involved in intracellular adhesion do not appear to be receptors for either fibronectin or heparin. The endocytosis of human urine o -D-2-acetamido-2-deoxy-glucosidase is mediated by at least three different cell-surface receptors on rat hepatocytes, involving the recognition of D-galactosyl, D-mannosyl 6-phosphate, and 2-acetamido-2- deoxy-D-glucosyl residues. ... 

For the synthesis of the 6-phosphate of D-glucosamine, which is important for the biosynthesis of the mucopolysaccharides, several methods have recently been described . The iV-acetyl compound is also known . 2-Amino-2-deoxy-a-D-glucopyranosyl i-phosphate has been prepared with Ag3P04 as a Ca salt from acetocMorglucosamine (2-acetamido-3,4,6-triacetyl-2-deoxy-a-glucosyl chloride ). 

---