lecture 25.2

Lecture 25.2 - 25-25-1Organic Organic H BrownWilliam H BrownChristopher S FooteChristopher S FooteBrent L IversonBrent L Iverson25-25- 25Chapter

Info iconThis preview shows pages 1–8. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 25-25-1Organic Organic ChemistryChemistryWilliam H. BrownWilliam H. BrownChristopher S. FooteChristopher S. FooteBrent L. IversonBrent L. Iverson25-25-2CarbohydratesCarbohydratesChapter 25Chapter 2525-25-3Conformational FormulasConformational Formulas•five-membered rings are so close to being planar that Haworth projections are adequate to represent furanosesOH (α29ΗΟΗΗΟΗΟΧΗ2ΗΟΗΗΗΟΧΗ2ΗΟΗ ( β29ΗΟΗΗΗΗΟα-D-Ribofuranose(a -D-Ribose)b-2-Deoxy-D-ribofuranose(b-2-Deoxy-D-ribose)25-25-4Conformational FormulasConformational Formulas•other monosaccharides also form five-membered cyclic hemiacetals•here are the five-membered cyclic hemiacetals of D-fructoseHOHOCH2OHHHOCH2OHOHHHC=OCH2OHHOHCH2OHOHHHOHOHHOHOCH2HOHCH2OHOHD-Fructose12345655122(β29β-∆ -Φρυχτοφυραν οσε(β-∆ -Φρυχτοσε29α-∆ -Φρυχτοφυρανοσε(α-∆ -Φρυχτοσε29(α29125-25-5Ascorbic Acid (Vitamin C)Ascorbic Acid (Vitamin C)◆L-Ascorbic acid (vitamin C) is synthesized both biochemically and industrially from D-glucoseL-Ascorbic acid (Vitamin C)CH2OHOHHHHOOOOHD-Glucosebiochemialand industrialsynthesesCHOHOHHHOOHHCH2OHOHH25-25-6Ascorbic Acid (Vitamin C)Ascorbic Acid (Vitamin C)•L-Ascorbic acid is very easily oxidized to L-dehydroascorbic acid. Both are physiologically active and are found in most body fluidsL-Ascorbic acid(Vitamin C)CH2OHOHHHHOOOHL-Dehydroascorbic acidCH2OHOHHHOOOoxidationreductionOO25-25-7Conformational FormulasConformational Formulas•for pyranoses, the six-membered ring is more accurately represented as a chair conformationOHHOHHOHHOHHOHOHOHHHOHHOHHOHHOOHOHHOHHOHOHOHHHOHOHHHOHHOHOOHHHOHβ-D-Glucopyranose(b-D-Glucose)a -D-Glucopyranose(a-D-Glucose)rotate aboutC-1 to C-2 bond25-...
View Full Document

This note was uploaded on 03/30/2008 for the course CHEM 262 taught by Professor Forbes during the Spring '08 term at UNC.

Page1 / 22

Lecture 25.2 - 25-25-1Organic Organic H BrownWilliam H BrownChristopher S FooteChristopher S FooteBrent L IversonBrent L Iverson25-25- 25Chapter

This preview shows document pages 1 - 8. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online