Concept explainers
(a)
Interpretation: The enantiomer of D-fructose is to be drawn.
Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as
(b)
Interpretation: An epimer of D-fructose at
Concept introduction: Two compounds which are neither superimposable nor mirror images to each other and the configuration of one of their stereogenic centers is different are known as epimers.
(c)
Interpretation: An epimer of D-fructose at
Concept introduction: Two compounds which are neither superimposable nor mirror images to each other and the configuration of one of their stereogenic centers is different are known as epimers.
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Organic Chemistry (6th Edition)
- a. Draw the enantiomer of D-fructose.b. Draw an epimer of D-fructose at C4. What is the name of this compound?c. Draw an epimer of D-fructose at C5. What is the name of this compound?arrow_forwardFrom the choices given below select the aldohexose that yields the same alditol as L-mannose upon reduction with NaBH4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H- H H CHO -OH HO- -OH H -OH H -OH H CH₂OH D-Allose L-Allose CHO -H H OH HO- -OH H -OH H- CH₂OH D-Altrose L-Altrose CHO CH₂OH D-Glucose CHO OH HO -H -H HO- -H H- OH H -OH HO- -OH H-+ OH H L-Glucose CH₂OH D-Mannose H- L-Mannose CHO OH OH H -H HO OH H- CH₂OH D-Gulose L-Gulose HO CHO -H H- -OH HO- -H HO- -OH H CH₂OH D-Idose L-Idose CHO OH HO -H HO- -H HO -OH CH₂OH D-Galactose L-Galactose H- CHO -H -H -H -OH CH₂OH D-Talose L-Talosearrow_forwardDraw a monosaccharide described in the following statements: 1. A diastereomer of D-fructose in the D- configuration. 2. A C-3 epimer of D- glucose. 3. A C-3 epimer of D- fructose.arrow_forward
- A Fischer projection of a monosaccharide is shown below: CHO H HO- HO H -OH H -H -OH CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration?| v c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_forwardAnswer questions a through e on a paper based on the following monosaccharide below: CHO но- но- H- H- CH,OH a. Draw the Haworth projection of monosaccharide A in the B-anomer (pyranose). b. Draw the chair conformation of the monosaccharide A in the B-anomer. c. Draw the Haworth projection for the enantiomer of A as a-anomer. d. Draw a disaccharide of A with B-(16) linkage. e. If the disaccharide in 1d is reacted with Benedict's reagent, draw the product formed.arrow_forwardm) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почarrow_forward
- A structural formula of a monosaccharide is shown below: HO НО. HO -OH a. Classify this monosaccharide (e.g., ketotetrose) b. Does it have the D or L configuration? c. Specify the type of ring this structure has. d. Is the configuration of the anomeric carbon alpha or beta?arrow_forwardWhich one is b-D glucose and which one is a-L glucose ? 2. Which one is b-fructose and which a-L fructose?arrow_forwardPsicose is the C3 epimer of fructose. Draw a Fischer projection of L-psicose. Q4. Draw a chair conformation of L-psicopyranose. Q5. Draw and provide names for the two possible anomers of the furanose form of D-ribulose. CH,OH -HO- -OH ČHHOH D-ribulosearrow_forward
- What is the configuration of each of the asymmetric centers in the Fischer projection ofa. d-glucose? b. d-galactose? c. d-ribose? d. d-xylose? e. d-sorbose?arrow_forwardD-Arabinose can exist in both pyranose and furanose forms. a. Draw the α and β anomers of D-arabinofuranose. b. Draw the α and β anomers of D-arabinopyranose.arrow_forwarda. How many stereogenic centers are present in α-D-galactose? b. Label the hemiacetal carbon in α-D-galactose. c. Draw the structure of β-D-galactose. d. Draw the structure of the polyhydroxy aldehyde that cyclizes to α- and β-D-galactose.arrow_forward
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