BCM11 Flashcards
what are carbohydrates?
carbon compounds with multiple hydroxyl groups
what is the formula for carbohydrates?
Cn(H2O)n
what are the 2 types of monosacharides?
aldoses and ketoses
how many enantiomers does glyceraldehyde have?
has a single chiral centre so 2
what is the iupac name for glyceraldehyde?
2,3-dihydroxypropropanal
what is an aldose?
simple monosaccharide with one aldehyde group
what is an example of an aldose?
glucose
draw glucose in straight chain
-
what determines whether a monosaccharide is in d or l form?
absolute configuration of last chiral carbon fruthest from aldehyde or keto group
if its on the righ = d frorm
left = L
what are diasteromers?
same atoms not mirror images
what are epimers?
pairs of sugars differing in configuration of a single carbon
eg. differ only in c2
how do you calculate number of steroisomers?
2^n-2
n= no of carbons in aldose
n= no of chiral centres
how do you calculate number of enantiomer pairs?
2n^-1
n= number of chiral centres
what happens in aldose hexose if you swap conformation on c5?
get L configuration of sugar
= different name
D glucose -> L idose
what happens to monsaccharides in solution?
they form cyclic ring structures
what two molecules does D glucose form in solution?
alpha - D- glucopyroanose
beta - D - glucopyranose
what are the alpha and beta forms known as in relation to each other?
anomers
what is the alpha beta ratio?
1:2
in a glucose solution what % will be in open chain form?
what does alpha d glucopyranose look like?
Hydrogen pointed upwards on first carbon (carbon which was aldehyde)
what does beta d glucopyranose look like?
hydrogen pointing down on first carbon
how does d manose differ from d glucose?
c2 carbon epimer
how does d galactose differ from d glucose?
c4 epimer
how does pyranose ring form? mechanism
nucleophillic attack of the lone pair of the oxygen attatched to the c5 carbon on the c1 carbon
what is maltose?
2 units of glucose joined by o-glycosidic bond
alpha or beta c5 d version
= whiskey
alpha-d-glucopyranosyl- (1->4) - alpha-d-glucopyranose
what is sucrose?
disachharide
contains glucose and fructose
alpha-d-glycopyranosyl (1->2) - beta- d- fructofuranose
what is lactose?
galactose and glucose
beta-d-galactopyranosyl (1->4) - alpha/beta D-glucopyranose
what is lactose intolerance?
insufficient lactase
lactose broken down by colon microogranisms
produces lactic acid methane and hydrogen
leads to gut distention flatulance and diarrhoa
what is the glycocalyx?
eukaryotic cell surgaces with carbohydrates attatched to proteins and lipids
what is a sugar derivitative?
hydroxyl group of sugars can be replaced by other groups
what is beta d glucosamine?
c2 hydroxyl replaced by nh2
what is beta d acetyl galactosamine?
c2 hydroxyl has been replaced by NHCOCH3
what is beta d acetyl glucosamine?
component of chitin
c2 hydroxyl has been replaced by NHCOCH3