Second Half I F24: Lecture Slides 58 - 74 Flashcards
What D-Sugars what are OH groups?
Left in Fischer Formula and Above in Haworth
Where is the Anomeric OH in Beta form?
Above Ring
Where is the Anomeric OH in Alpha Form?
Below Ring
How do you remember where the anomeric carbon is located?
LAB: Left —-> Above <—- Beta
What is the Carbonyl Carbon?
Always the electrophile in the reaction (will form the anomeric carbon)
What can any of the OH groups act as?
The nucleophile
What does which OH reacting with the Carbonyl C depend on?
The type of ring that is formed (pyranose or furanose)
What happens if the OH of carbon 6 is the nucleophile?
Fructose will form a 6-membered pyranose ring.
What is the anomeric carbon of a sugar?
An electrophile
What does the anomeric carbon being an electrophile make the sugar?
Reactive; at this positions most reactions involving ring forms of sugars take place.
What is the most important reaction of sugars?
The condensation of the anomeric carbon with the nucleophilic -OH of an alcohol or the -NH of an amine
What is the resulting molecule called?
A glycoside
What is the bond formed known as?
Glycosidic (C - O) or A glycosidic (C - N) bond
What happens if the anomeric carbon is associated in a glycosidic bond?
The sugar (in the ring form) can no longer open up to assume the linear form
What type of chains are able to undergo oxidation?
Open chain forms
What happens when the sugar can no longer open up to assume the linear form?
The sugar residue becomes a non-reducing sugar