Concept explainers
Interpretation:
The pyranose form of β-anomer of D-talose is to be drawn. The ring substituents are to be identified as axial or equatorial.
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 pyranose form of β-anomer of D-talose and to identify the ring substituents as axial or equatorial.
Trending nowThis is a popular solution!
Chapter 25 Solutions
Organic Chemistry
- Identify the anomeric carbon. Identify the glycosidic linkage. Lactose ОН ОН OH HO HO, HO OHarrow_forwarddoes structure E(attached) represent fructopyranose. explainarrow_forwardGive an 1-2 sentence explanation each of the effects/reactions in iodine test in Glucose, fructose, Galactose, Sucrose, Lactose, Maltose, and starcharrow_forward
- Contrast the structure of glycogen and chitin. Drag the appropriate items to their respective rows. Glycogen Chitin Monomers connect by B-1,4-glycosidic linkages Monomers connect by alpha-1,4-glycosidic linkages Polymers interact with one another via hydrogen bonds Consists of modified glucose residues (NAG) Contains branches arising from alpha-1,6-glycosidic linkages Consists of glucose residuesarrow_forwardThe carbonyl group in d-galactose may be isomerized from C1 to C2 by brief treatmentwith dilute base (by the enediol rearrangement, Section 23-7). The product is the C4epimer of fructose. Draw the furanose structure of the product.arrow_forwardanswer correctly pleasearrow_forward
- The carbohydrate shown is a (an): но OH OH Triose tetrose pentose hexose heptosearrow_forward3 On the following molecule indicate (1) what sugar makes up the repeating unit, (2) what type of linkage connects the sugar monomers, and (3) which end is the reducing end and which end is the nonreducing end.arrow_forwardOne of the cyclic forms of D-ribose has the structure CH2OH OH ОНОН (a) How many anomeric carbon atoms are present in this structure? (b) How many hemiacetal carbon atoms are present in this structure?arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningIntroductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningGeneral, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,