carbohydrates Flashcards
monosaccharides
simple sugars, consist of a single polyhydroxy aldehyde or ketone unit
example- D-glucose
oligosaccharides
short chains of monosaccharide units, or residues, joined by glycosidic bonds
disaccharides
oligosaccharides with two monosaccharide units
example- sucrose (D-glucose and D- fructose)
polysaccharides
sugar polymers with 10+ monosaccharide units
ex. cellulose (linear), glycogen (branched)
monosaccharides sterochem
d isomers will have the alcohol on the right while l isomers will have the alcohol on the left (fischer projection)
properties of monosaccharides
colorless crystalline solid, freely soluble in water but not non-polar solvents, unbranched carbon chains, usually end in “-ose”
epimers
type of diastereomers where only 1 carbon has different stereochemistry
what are some aldoses and ketoses you need to recognize?
D-glyceraldehyde, D-erythrose, D-ribose, D-arabinose, D-xylose, D-glucose, D-mannose, D-galactose, dihydroxyacetone, D-erythulose, D-ribulose, D-xylulose, D-fructose
in aqueous solutions, aldotetroses and all monosaccharides with 5+carbons are predominantly in their
cyclic form
the cyclic form is …..
hemiacetal or hemiketal
furanose
5-membered ring
pyranose
6-membered ring
both the furanose and pyranose forms have a __ or __-anomer
a and B
the a-anomer has the anomeric -OH group on the _____ side as the C6 group
trans
the B-anomer has the anomeric -OH group on the _____ side as the C6 group
cis
what monosaccharides come together to form sucrose?
glucose and fructose
what monosaccharides come together to form lactose?
galactose and glucose
what monosaccharides come together to form maltose?
two glucoses
glycosides
thermodynamically unstable, but kinetically stable; energy input needed to form
disaccharides
condensation reaction of an alcohol and hemiacetal
naming dissaccharides
1) list configuration of the anomeric carbon on the left most monosaccharide
2) name 1st non-reducing monosaccharide; include D/L configuration; include whether it is in its pyranosyl or furanosyl
3) in parenthesis give the location of the glycosidic bond
4) repeat steps for next sugars in chain
polysaccharides (glycans)
sugar polymers; most carbohydrates are in this form; infinite polymers meaning could build onto them forever; very water soluble; possible to have multiple branch points; homopolysaccharides use only 1 type of monosaccharide in their chain-> used for energy storage and structural support; heteropolysaccharides use 2+ types of monosaccharides-> used for extracellular support
starch
energy storage in plants; composed of amylose and amylopectin; broken down from the non-reducing end to give glucose
amylose
unbranched glucose chain with a 1-4 glycosidic bonds
amylopectin
branched glucose chain (branches every 24-30 residues)
glycogen
long-term energy storage for animals and fungi; polymer of (a 1-4) linked D-glucose with branching (a 1-6) every 8-12 residues
cellulose
structural component of plants; most animals lack the enzymes to break this down; unbranched chain of (B 1->4) linked D-glucose; neighboring groups are flipped 180 (allows for increased hydrogen bonding)