Raffinose is a trisaccharide (C18H32O16) isolated from cottonseed meal. Raffinose doesnot reduce Tollens reagent, and it does not mutarotate. Complete hydrolysis of raffinosegives d-glucose, d-fructose, and d-galactose. When raffinose is treated with invertase,the products are d-fructose and a reducing disaccharide called melibiose. Raffinose isunaffected by treatment with a b@galactosidase, but an a@galactosidase hydrolyzes itto d-galactose and sucrose. When raffinose is treated with dimethyl sulfate and basefollowed by hydrolysis, the products are 2,3,4-tri-O-methylglucose, 1,3,4,6-tetraO-methylfructose, and 2,3,4,6-tetra-O-methylgalactose. Determine the completestructures of raffinose and melibiose, and give a systematic name for melibiose.

Introduction to General, Organic and Biochemistry
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ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
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Chapter20: Carbohydrates
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Raffinose is a trisaccharide (C18H32O16) isolated from cottonseed meal. Raffinose does
not reduce Tollens reagent, and it does not mutarotate. Complete hydrolysis of raffinose
gives d-glucose, d-fructose, and d-galactose. When raffinose is treated with invertase,
the products are d-fructose and a reducing disaccharide called melibiose. Raffinose is
unaffected by treatment with a b@galactosidase, but an a@galactosidase hydrolyzes it
to d-galactose and sucrose. When raffinose is treated with dimethyl sulfate and base
followed by hydrolysis, the products are 2,3,4-tri-O-methylglucose, 1,3,4,6-tetraO-methylfructose, and 2,3,4,6-tetra-O-methylgalactose. Determine the complete
structures of raffinose and melibiose, and give a systematic name for melibiose.

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