Definitions Flashcards
Stereoisomers
same order and types of bonds
different arrangements of OH groups
different chemical properties
have at least 1 chiral carbon
chiral carbon
attached to 4 diff atoms or groups of atoms
2^n = stereoisomers; n= chiral carbon
enantiomers
stereoisomers which are mirror images and non superimposable
diastereomers
stereoisomers which are not mirror images at 1 or more of their asymmetric carbons
Epimers
stereoisomers that differ in position of the hydroyxyl group at only 1 of their asymmetric carbons
an epimer is also a diastereomer
D & L sugar form
D- OH on Right on the chiral C furthest from carbonyl group
L- OH on Left
D & L sugars are mirror images & non superimposable
D is most common
enantiomers
2 molecules which are mirror images of each other and not superimposable
epimerases
enzymes which interconvert a sugar to its epimer
Anomeric Carbon
in ring structure- former carbonyl carbon becomes asymmetric
OH group is attached to carbon
alpha - down
beta - up
anomers
isomeric forms of monsacharides that differ only in their configuration at hemiacetal or hemiketal carbon atom
alpha + beta
mutorotation
in soln, OH of anemic carbon can spontaneously change from alpha to beta position
Mutarotase
enzyme that changes anemic carbon from alpha to beta
O-glycosidic bond
covalent link
OH group of 1 sugar reacts with the anomeric carbon of the other
Condensation Reaction
reducing end
has the free anomeric carbon
non-reducing end
loss of anomeric carbon
has been added to polysaccharide
N-glycosidic bond
anomeric carbon of sugar reacts with amine group of another compound
e.g. nucleotides
disaccharides
contain 2 monosaccharides joined by O-glycosidic bond
alpha or beta configuration
Lactose
glucose + galactose
beta 1,4
go good luck
Fehling’s reaction
generates red precipitate
to test amt of reducing sugar
reducing end/free anomeric carbon can be oxidized by Fehling reagent => color
Polysaccharides
10-1000s of monsaccharides linked by glycosidic bonds to produce linear chains or branched structures
most carb in nature= polysaccharide
e.g. Starch - most common in diet
Amylose
plant starch
glucose connected by alpha 1,4 linkages
Amylopectin
plant starch
branched structure
glucose connected by alpha 1,4 linkages and branched every 24-30 residues by alpha 1,6 linkages
Glycogen
polymer of alpha 1,4 linked glucose units
with alpha 1,6 linked branches every 8-12 residues
Advantages of storing glucose in polymeric form
minimizes osmotic effects of intracellular glucose
highly branched structure permits rapid glucose release form glycogen stores