1 / 15

Hour Exam III Wednesday, Apr. 23 7:00 – 8:15 pm Foellinger Auditorium

Hour Exam III Wednesday, Apr. 23 7:00 – 8:15 pm Foellinger Auditorium. Conflict Exam 5:30-6:45 161 NL. Help session: Mon. 7:00 – 9:00 100 MSEB. Hour Exam I Wednesday, Apr. 23 7:00 – 8:15 pm. 141 Wohlers Ford (CQF, G, J ,L) Livingston (CQP). 100 Noyes Lab Gorski (CQC, H)

melissabaker
Télécharger la présentation

Hour Exam III Wednesday, Apr. 23 7:00 – 8:15 pm Foellinger Auditorium

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.

E N D

Presentation Transcript

  1. Hour Exam III Wednesday, Apr. 23 7:00 – 8:15 pm Foellinger Auditorium Conflict Exam 5:30-6:45 161 NL Help session: Mon. 7:00 – 9:00 100 MSEB

  2. Hour Exam I Wednesday, Apr. 23 7:00 – 8:15 pm 141 Wohlers Ford (CQF, G, J ,L) Livingston (CQP) 100 Noyes Lab Gorski (CQC, H) Carberry (CQI, K) Tumuluru (CQD, E) 217 Noyes Lab Mohan (CQA, B) Help session: Mon. 7:00 – 9:00 100 MSEB Conflict Exam 5:30-6:45 161 NL

  3. CnH2nOn C (H2O) Carbohydrates 1 degree of unsaturation * * * * * I II II optically active? yes I optically active? yes how many possible stereoisomers? 23 = 8 how many possible stereoisomers? 4 how many actual stereoisomers? 8 how many actual stereoisomers? 4 ? Is this D- or L-? Is this (+) or (-)? Is this D- or L-? Is this (+) or (-)? ?

  4. I II Carbohydrates can be: simple monosaccharides can’t be hydrolyzed complex disaccharides hydrolyzed to 2 monosaccharides polysaccharides hydrolyzed to 3 - 1000’s

  5. I II Classifying monosaccharides 1. carbonyl group “aldo” or “keto” C=O “pent”, “hex” 2.number of carbon atoms “tri”, “tetr”, 3.suffix “ose” I II hex aldo tetr ose keto ose 23 isomers 22 isomers

  6. Physical properties pentose Classify: aldo 2-deoxyribose * * DNA What are IMF ? H-bond donors and acceptors high b.p. solids at room T soluble in H2O chiral 2-deoxyribose has ______ isomers 4 Is this L- or D- isomer

  7. CHO HO H H OH HO H HO H CH2OH CHO * H OH * HO H * H OH * H OH CH2OH L-glucose aldo hexose ____stereocenters 4 natural monosaccharides = D 24=16 ______stereoisomers D- glucose

  8. monosaccharides to know: D-galactose D-fructose D-glucose keto hexose aldohexose diastereomers

  9. OH H OR’ hemi-acetal formation .. H+ .. H+ .. R’-OH + .. + H+ aldehyde alcohol cyclic hemi-acetal

  10. Fischer Haworth _ H O = C O O = = _ _ C C H H H+ 6 5 C C HOH2C CH2OH OH .. OH OH CH2OH OH C OH C .. HO C C OH + OH C C OH 6 1 2 1 4 2 OH 3 5 3 HO 4 OH 5 OH 6 + CH2OH H+ aldehyde + alcohol left = up right = down

  11. _ H O = C OH HO OH OH CH2OH created a new C* at C1 6 5 * 25 isomers 4 * * 1 1 * * differ only at C1 * 2 2 3 * 3 OH up =  * 4 -D-glucose 5 * OH down =  6 racemic mixture anomers C1 = anomeric C hemi-acetal unstable  -D-glucose

  12. 6 6 CH2OH CH2OH 5 5 O H O OH 4 1 4 1 OH OH 3 2 3 2 OH H OH OH OH OH CH2OH OH HO OH more stable 6 CH2OH 4 5 OH OH HO 2 b.p. = 150o 1 3 OH anomers diastereomers different physical properties -D-glucose b.p. = 146o OH -D-glucose

  13. CH2OH OH OH _ HO H O = C OH OH OH HO OH OH CH2OH CH2OH OH HO OH 64% 36% -D-glucose -D-glucose 0.01% unstable hemi-acetals alcohol + aldehyde hemi-acetal [O] Ag carboxylic acid aldehyde + Cu2+ Ag+ + Cu+ Fehling’s reagent - reducing sugars hemi-acetals

  14. 1 2 3 4 5 6 cyclic hemi-ketals CH2OH 5 HOH2C 4 O OH OH CH2OH OH HO 2 3 OH CH2OH C2 is anomeric C - D-fructose -D-fructose 5 sided ring

  15. oxidation of ketoses [O] ketone no reaction [O] ketose carboxylic acid ketose “enol” aldose all monosaccharides are reducing sugars

More Related