1 / 20


Carbohydrates. C483 Spring 2013. 1. Examine the Fischer projection below. How is this carbohydrate classified? A ) L enantiomer; aldopentose . B ) L enantiomer; ketopentose . C ) D enantiomer; aldohexose . D ) D enantiomer; ketopentose .

Download Presentation


An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.


Presentation Transcript

  1. Carbohydrates C483 Spring 2013

  2. 1. Examine the Fischer projection below. How is this carbohydrate classified? A) L enantiomer; aldopentose. B) L enantiomer; ketopentose. C) D enantiomer; aldohexose. D) D enantiomer; ketopentose. 2. Which is the proper Haworth projection of β-D-galactopyranose?

  3. Which statement is not true about this structure? • It is a ketose • It is a beta anomer. • It is a furanose. • It is a pentose. • 4. What is the name of the disaccharide shown below that is formed by joining two monomers of D-glucose? • A) β-D-glucopyranosyl-(1→4)-β-D-glucopyranose. • B) α-D-glucopyranosyl-(1→4)-α-D-glucopyranose. • C) β-D-glucofuranosyl-(1→4)-β-D-glucofuranose. • D) α-D-glucopyranosyl-(1→3)-β-D-glucopyranose.

  4. Objectives • Recognize particular carbohydrate structures • Know general structural elements of cyclic monosaccharides and disaccharides, and their implications for structure/function • Predict the products of condensation reactions and hydrolysis

  5. Straight-chain Monosaccarides • Aldose/ketose terminology • Triose, tetrose, pentose, hexose • Recognize isomerization (TPI—see page 173) • Should I know the mechanism?

  6. Stereochemistry • D/L designation • Fisher Projections

  7. Aldose Tree

  8. Ketose Tree

  9. Structures to Know • D-glucose • D-glyceraldehyde • D-Ribose • D-Galactose • D-fructose • dihydroxyacetone

  10. Cyclic Monosaccharides • Pyranose • Haworth Projection • Anomeric carbon • Alpha and beta anomers

  11. Cyclic Monosaccharides • Furanose • Just focus on what is commonly observed • Pyranoses: glucose, galactose • Furanoses: ribose, fructose X

  12. Conformations • Haworth and chair (no envelopes, etc)

  13. Mutarotase • Reaction of cyclic carbohydrates which equilibrates anomers

  14. Section 8.4 Sugar Phosphates

  15. Structure of Disaccharides • Condensation of Monosacharides • Loss of anomeric hydroxyl group and proton of nucleophilic alcohol • Glycosidic Bond

  16. Structure of Disaccharides • Nomenclature of linkage • Find the acetal! • Reducing sugar • Find the hemiacetal! • “Lactose” • Reducing sugar • Nonreducing sugar • Linkage (number and stereochemistry)

  17. Polysaccharides

  18. Starch and Glycogen

  19. Cellulose • Watch structure carefully!

  20. Answers • B • I • D • A

More Related