Set: chapter 25; biomolecules: carbohydrates

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All 25 terms

TermDefinition
carbohydratesare polyhydroxy aldehydes and ketones, commonly called sugars.
simple sugarsmonosaccharides, are carbohydrates like glucose and fructose that cant be converted into smaller sugars by hydrolysis.
complex carbohydratesare made of two or more simple sugars linked together.
fischer projectiona standard means of representing stereochemistry at chirality centers, particularly in carbohydrate chemistry.
d sugarsnaturally occurring sugars that have the hydroxyl group at teh bottom chirality center pointing to the right (R configuration).
L sugarshave an S conficuration at the lowest chirality center, with the bottom -OH group pointing to the left.
pyranoseresults from intramolecularnucleophilic addition of the -OH group at C5 to the C1 carbonyl group. 6 member ring
furanoseresults from addition of the - OH group at C5 to the C2 carbonyl. 5 member ring
anomerswhen an open chain mono-saccharide cyclizes to a pyranose or furanose form, a new chirality center is generated at teh former carbonyl carbon. two diasteriomer, called ----------.
anomeric carbonnormally refers to carbon 1.
alpha anomerthe minor anomer, which has the -OH group at C1 trans to the -CH2OH substituent at C5. axial
beta anomerthe major anomer, which has the -OH group at C1 cis to the -CH2OH substituent at C5. equitorial
mutarotationchange in optical rotation due to the slow conversion of the pure anomers into 37:63 equilibrium mixture. it occurs by a reversible ring opening of each anomer to the open chain-aldehyde, follow by reclosure.
glycosidescarbohydrate acetals. named by replacing-ose with - oside. they dont show mutarotation.
alditoltreatment of an aldose or ketose with NaBH4 reduces it to a polyalcohol called an --------
aldonic acidswhen an aldose or ketose becomes oxidized.
reducing sugarstollen's (Ag+ in ammonia), Fehling's (Copper 2+ in aqueous sodium tartrate), and Benedict's(copper2+ in sodium citrate) reagents are tests for these type of sugars. these sugars reduce the metal oxidizing reagent.
Wohl degredationthis reaction shortens an aldose chain by one carbon. H2NOH
Kiliani-fischer synthesisthis reaction results in the lengthening of an aldose chain by one carbon atom. HCN, H2, H3O+
1,4' linka glycosidic bond between C1(anomeric carbon) of the first sugar and the -OH at the C4 of the second sugar.
polysaccharidesare complex carbohydrates in which tens, hundreds, or even thousands of simple sugars are linke together through glycoside bonds. theyre not reducing sugars and dont show mutarotation.
cellulosepolysaccharide consisting of beta-D-glucose monomers that reinforces plant-cell walls.
starchpolysaccharide in plant cells that consists entirely of alpha-D-glucose monomers.
deoxy sugarshave an oxygen atom missing
amino sugarshave an -OH group replaced by an -NH2.
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Set Information

Terms 25
Creator thuyito
Created August 10, 2009
Groups None
Subject Organic Chemistry II
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