chem ch. 20 Flashcards
carbohydrates or polyhydroxy are
aldehyde or ketones
carbohydrates end in…
ose
simple monosaccaharide has…
3-7 carbons
triose
monosaccharide with 3 carbons
tetrose monosaccharide
4 carbons
pentose
5 carbons
hexose
6 carbons - glucose in this category
heptose
7 carbons
aldose
when they have aldehyde functional gropu
ketose
when they have ketone functional group
fischer projection
This is the straight chain, not coiled/cyclic. C=O aldehyde or ketone should be at the top.
every sugar has a…
chiral carbon
if you have aldose with 4C, how many will be chiral?
2 of them will be chiral
if you have pentose, 5 C, then you have how many chiral carbons?
3, it’s always 2 less with aldos
ketoriose has no…
chiral center
top and bottom C are not..
chiral. they are attached to H2OH and H
ketose chiral is…
3 less than the total number of Cs
ketotetrose has how many chiral?
1 chiral. 3 less than the total C - 4
isomers types
stereoisomers and structural
stereoisomer can be either…
1) enatiomer
2) diastereomers
for sugars, nature uses D or L? (nature Digs sugar)
D - sugars (amino acid is the opposite, it’s L for amino acids)
if OH group is on the right, it’s
D. If it’s left, it’s L
two stereoisomers that are not mirror images of each other are called…
diastomers
sugar reactions - aldehyde
aldehyde - oxidized to carboxylic acid and can be reduced to alcohol
sugar w/ aldehyde naming when oxidized (sugar ate the oxi)
D-glucose becomes D-gluconate
any sugar reduced is called…
reducing sugar
all aldoses are…
reducing sugars (because they can be oxidized)
ketone can’t be…
oxidized
BUT*****ketoses in basic solution can be…
oxidized (they normally cannot because they don’t have a free bond) - it’s called tautomerization. The double bond is literally moved from the second carbon to the top carbon.
all simple sugars, including all aldhydes and ketose in BASIC solution (OH-) are…
reducing sugars.
sugars can also do…
reduction reaction - ie - aldehydes reduced to primary alcohol and ketones reduced to secondary alcohol
haworth structure
coiled together
aldehyde + alcohol =
hemiacetal
internal hemiacetal formation will become
cyclic
C # 1 is the…
anomeric carbon - ONLY in cyclic structure, not Fischer
if OH is pointing up (on top), it’s
beta
if OH is pointing down (on the bottom), it’s
alpha
in the solution, alpha and beta can be…
converted to each other (first converted to Fischer (straight chain) - then either alpha or beta)
mutarotation
alpha can be converted to B and vice versa in solution