Chapter 23: Q43P (page 1245)
Cytosine, uracil and guanine have tautomeric forms with aromatic hydroxyl groups. Draw these tautomeric forms.
Short Answer
Tautomers of cytosine:
Tautomers of guanine:
Tautomers of Uracil:
Chapter 23: Q43P (page 1245)
Cytosine, uracil and guanine have tautomeric forms with aromatic hydroxyl groups. Draw these tautomeric forms.
Tautomers of cytosine:
Tautomers of guanine:
Tautomers of Uracil:
All the tools & learning materials you need for study success - in one app.
Get started for freeWhich of the sugars mentioned in Problem 23-53 and 23-54 are reducing sugars? Which ones undergo mutarotation?
Draw the structure of the individual mutarotating ฮฑ and ฮฒ anomers of maltose.
Treatment of either anomer of fructose with excess ethanol in the presence of a trace of HCI gives a mixture of the ฮฑ and ฮฒ anomers of ethyl-D-fructofuranoside. Draw the starting materials, reagents, and products for this reaction. Circle the aglycone in each product.
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-galactosidase, but an ฮฑ -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-tetra-O-methylfructose, and 2,3,4,6-tetra-O-methylgalactose. Determine the complete structures of raffinose and melibiose and give a systematic name for melibiose.
After a series of KilianiโFischer syntheses on (+)-glyceraldehyde, an unknown sugar is isolated from the reaction mixture. The following experimental information is obtained:
(1) Molecular formula C6H12O6
(2) Undergoes mutarotation.
(3) Reacts with bromine water to give an aldonic acid.
(4) Reacts with HNO3 to give an optically active aldaric acid.
(5) Ruff degradation followed by HNO3 oxidation gives an optically inactive aldaric acid. (6) Two Ruff degradations followed by HNO3 oxidation give meso-tartaric acid.
(7) When the original sugar is treated with CH3I and Ag2O, a pentamethyl derivative is formed. Hydrolysis gives a tetramethyl derivative with a free hydroxy group on C5.
(a) Draw a Fischer projection for the open-chain form of this unknown sugar. Use Figure 23-3 to name the sugar.
(b) Draw the most stable conform
What do you think about this solution?
We value your feedback to improve our textbook solutions.