Exam 2 lecture 14 Carbohydrates Flashcards
constitutional isomers: order of atoms changes or stays the same?
changes
tautomers are _ isomers?
constitutional
what are the carbohydrate tautomers?
aldose andketose
fisher projections are the _ versions of carbohydrates
linear
stereoisomers have the _ connectivity but _ spatial organizations
think about rotation
the same connectivity but different spatial organizations
configurational isomers have _ carbons
chiral carbons
enantiomers are mirror images at _ centers
all chiral centers
D-sugars are nonproteinogenic or proteinogenic?
nonproteinogenic
L-sugars are nonproteinogenic or proteinogenic?
proteinogenic
T/F: Diastereomers have multiple chiral centers. Not all chiral carbons are mirror images
true
alpha is _ betat is _ when converting from Fisher to Haworth
alpha is down beta is up
anomers differ at the anomeric carbon only! which means?
alpha vs beta
epimers differ at any OTHER carbon than the anomeric carbon. this means?
same alpha or beta but differ something else (left/right)
L side goes _ D side goes _ when converting from Fisher to Haworth
L side goes up D side goes down
conformational isomers have _ rotation changes
reversible rotation around our single bond. cannot change the order around the chiral carbon
example of a conformational isomer?
nucleotides as shown with sugars and the nitrogenous base. Sugar puckers exist
Endo, chair, boat, sugar pucker are what type of isomer?
conformational isomer
glycoside are formed when _
one or more hydroxyls are replaced
glycosides:
phosphorylation happens on:
esters
glycosides:
alcohols undergo
oxidation and reduction
glycosides:
amino sugars and nucleotides have _ linkages
N-linkages
glycosides:
methylation and toxins have _ linkages
O-linkages
glycosides:
fucose replaces OH with _
methyl group
fucose is a _ derivative
galactose
fucose is only _-monosaccharide made and used by mammals
L-monosaccharide