Biosynthesis of heparin. Loss of C-5 hydrogen during conversion of d-glucuronic to l-iduronic acid residues
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abstract
Microsomal fraction from mouse mastocytoma was incubated with UDP-N-acetylglucosamine and 3H-, 14C-labeled UDP-glucuronic acid. Enzymatic sulfation of the resulting heparin-precursor polysaccharide (by addition of 3-phosphoadenylylsulfate) was accompanied by selective loss of 3H from C5, but not from C2 or C4, of the uronic acid residues. Analysis of the sulfated product showed C5-3H in the glucuronic acid but not in the iduronic acid component. The formation of l-iduronic acid residues by C5-epimerization of d-glucuronic acid units at the polymer level thus involves loss of hydrogen at C5. 1976.