Concept explainers
Interpretation:
The five- membered cyclic β- hemiactal form of D-ribulose is to be drawn.
Concept introduction:
The pyranose form is a cyclic hemiacetal form with a six membered ring formed by the nucleophilic addition of the –OH group on C5 to the C1 carbonyl group. The furanose form is a cyclic hemiacetal form with a five membered ring formed by the nucleophilic addition of the –OH group on C5 to the C2 carbonyl group.
The orientation of –OH group differs in α- and β- anomers. In α- anomer the OH on C1 is cis to the –OH at the lowest chirality center in Fischer projection, while in β- anomer the –OH on C1 is trans to the –OH at the lowest chirality center in Fischer projection.
D sugars have the –O- at C adjacent to CH2OH on the right in the uncoiled form while L sugars have the -O- at C adjacent to CH2OH on the left.
To draw:
The five- membered cyclic β- hemiactal form of D-ribulose.
Trending nowThis is a popular solution!
Chapter 25 Solutions
ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
- Draw the structure of each of the following compounds: a. a polysaccharide formed by joining D-glucosamine in 1→6-α-glycosidic linkages b. a disaccharide formed by joining D-mannose and D-glucose in a 1→4-β-glycosidic linkage using mannose’s anomeric carbon c. an α-N-glycoside formed from D-arabinose and C6H5CH2NH2 d. a ribonucleoside formed from D-ribose and thyminearrow_forwardd-Glucose most often exists as a pyranose, but it can also exist as a furanose. Draw the Haworth projection of a-d-glucofuranose.arrow_forwardDraw the structure of: a polysaccharide formed by joining D-mannose units in 1→4-β- glycosidic linkages;arrow_forward
- Draw the structure of each of the following compounds:a. a polysaccharide formed by joining D-glucosamine in 1->6-a-glycosidic linkagesb. a disaccharide formed by joining D-mannose and D-glucose in a 1->4-ß-glycosidic linkage using mannose’s anomericcarbonc. an a-N-glycoside formed from D-arabinose and C6H5CH2NH2d. a ribonucleoside formed from D-ribose and thyminearrow_forwardDraw an open-chain tautomer of galactose that has an aldehyde grouparrow_forwardGalactose is the C4 epimer of glucose. Draw the disaccharide: β-D-galactopyranosyl-(1,4)-α-D-glucopyranosearrow_forward
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning