Carbohydrates Flashcards
“Hydrates of carbon”
Carbohydrates
Molecular formula of Carbohydrates
(CH2O)n
Now known that not all carbohydrates obey this rule
Carbohydrates, are substances that gives these compounds on
hydrolysis.
polyhydroxyaldehyde or polyhydroxyketone
Aldehyde compound with a lot of hydroxyl
group in the chain
Polyhydroxyaldehyde
Most abundant biomolecules on earth
CARBOHYDRATES
Many of the carbon atoms to which OH groups are attached are _________
chiral centers
Ketone compound with a lot of hydroxyl
group in the chain
Polyhydroxyketone
Stereoisomers found
Carbohydrates
Biomedical Importance
Have important _________ and ________ roles
structural and metabolic
Biomedical Importance
is the most important carbohydrate
Glucose
Biomedical Importance
Dietary carbohydrate is absorbed into the blood stream as _______
glucose
Biomedical Importance
_______ is the major metabolic fuel
Glucose
Biomedical Importance
Major source of energy in cell
Glucose
Biomedical Importance
What percent of energy comes from carbohydrates
75%
Biomedical Importance
1 g lipid =
9 k.calories
Biomedical Importance
1 g CHO =
4 k.calories
Biomedical Importance
Cell membrane components:
glycolipid & glycoprotein
Biomedical Importance
Form structural tissues in plants and in microbes:
- cellulose
- chitin
Biomedical Importance
______ is the precursor for synthesis of all other carbohydrates in the body
Glucose
Biomedical Importance
Glucose is stored as ________ in animals, and _____ in plants
- glycogen
- starch
Biomedical Importance
________ and ______ in nucleic acids
Ribose and deoxyribose
Biomedical Importance
Describe the mechanism of some diseases to ________ (diabetes, lactose intolerance, glycogen storage disease, galactosemia, etc.)
carbohydrates intake
Biomedical Importance
Carbohydrates are classified into 4 groups:
- monosaccharide
- disaccharide
- oligosaccharide
- polysaccharide
Biomedical Importance
________ are crystalline solids, soluble in water but insoluble in nonpolar solvents
Monosaccharides
A carbohydrate that cannot be hydrolyzed to a
simpler carbohydrate.
MONOSACCHARIDES
MONOSACCHARIDES
means sugar
Saccharide
A polymer with monomeric units that make up the
larger ones.
MONOSACCHARIDES
MONOSACCHARIDES
Monosaccharides have the general formula ________, where n varies from 3 to 8
CnH2nOn
A monosaccharide containing an aldehyde
group (terminal)
Aldose
A monosaccharide containing a ketone group
(middle)
Ketose
Monosaccharides
The suffix ____ indicates that a molecule is a
carbohydrate
-ose
Monosaccharides
The prefixes tri-, tetra-, penta- and so forth indicate the number of _________ in the chain.
carbon atoms
Monosaccharides
There are only two trioses:
glyceraldehyde (aldotriose) and dihydroxyacetone (ketotriose)
Monosaccharides
Often aldo- and keto- are _______ and these compounds are referred to simply as trioses
omitted
Monosaccharides
Glyceraldehyde, the simplest aldose, contains _______ and exists as a pair of _________.
- one stereocenter
- enantiomers
MONOSACCHARIDES
In ketone, assign it with a lower number; it is Carbon 2 or C2
BASED ON THE PLACEMENT OF CARBONYL GROUP
Internal functional group
MONOSACCHARIDES
In aldose, It is only found at the end of the carbon chain. Hence, it is always called as Carbon 1 or C1.
BASED ON THE PLACEMENT OF CARBONYL GROUP
Terminal functional group
MONOSACCHARIDES
The Naturally Occurring Glyceraldehyde
D-glyceraldehyde
MONOSACCHARIDES
For the sugars, the _______ are the ones that are naturally occurring unlike amino acids where the L-isomers are the naturally occurring ones
D-isomers
MONOSACCHARIDES
A two-dimensional representation for
showing the configuration of tetrahedral stereocenters.
Fischer projection
MONOSACCHARIDES
________ represent bonds
projecting forward from the stereocenter.
FISCHER PROJECTION
Horizontal lines
MONOSACCHARIDES
_______ represent bonds projecting to the rear
FISCHER PROJECTION
Vertical lines
MONOSACCHARIDES
Only the _______ is in the plane.
stereocenter
MONOSACCHARIDES
In 1891, ________ made the arbitrary assignments of D- and L- to the enantiomers of glyceraldehyde.
(specific rotation +/- 13.5)
Emil Fischer
MONOSACCHARIDES
the -OH on its penultimate carbon is on the right in a Fischer projection
D-monosaccharide
MONOSACCHARIDES
the -OH on its penultimate carbonis on the left in a Fischer projection.
L-monosaccharide
MONOSACCHARIDES
The most common D-tetroses:
- D-Erythrose
- D-Threose
MONOSACCHARIDES
The most common D-pentose
- D-ribose
- 2-Deoxy-D-ribose
MONOSACCHARIDES
contains 6 to 10 monosaccharide
units
Oligosaccharides
MONOSACCHARIDES
contains larger number of
monosaccharide units.
Polysaccharides
MONOSACCHARIDES
there are different monosaccharides that make it up
heteropolysaccharides
MONOSACCHARIDES
is when you only have one
type of monosaccharide
homopolysaccharide
MONOSACCHARIDES
Humans can only absorb __________ (not polymers)
monosaccharides
MONOSACCHARIDES
In the intestines, there are specific ______ that can cut the bonds to liberate monosaccharides (then we absorb these)
enzymes
MONOSACCHARIDES
In lactose intolerance, there is no enzyme that can liberate the monomers of ______ or there is defective or downgraded expression of ______ where lactose can never be absorbed the intestines (where nutrients are absorbed)
- lactose
- lactase
MONOSACCHARIDES
is a disaccharide with glucose and
galactose together
lactose
MONOSACCHARIDES
is the enzyme in the intestines that
cleaves lactose when lactose is not fully degrades by other digestive enzymes
lactase
MONOSACCHARIDES
After lactose passes through the small intestine, it goes through the colon where there is _______ that
receives lactose as their food
bacteria
MONOSACCHARIDES
Bacteria metabolizes lactose and degrade it and the consequence is the bacteria that degraded lactose
will form a lot of ____
gas
MONOSACCHARIDES
Then, the other food that should have been absorbed will be joined together with the gas hence the reason for _______ in lactose intolerant people
diarrhea
MONOSACCHARIDES
fructose and galactose can also be absorbed in their monomeric forms but they are water soluble, they pass by the _____
liver
MONOSACCHARIDES
when fructose and galactose pass by the liver, the liver will convert them
into ______
glucose
MONOSACCHARIDES
are mirror images who face each other like mirrors
Enantiomers
MONOSACCHARIDES
Is the chiral carbon which is
farthest from the carbonyl group/carbonyl carbon (C=O)
Penultimate carbon
MONOSACCHARIDES
rotates the plane of polarized light clockwise
Dextrorotatory (D)
MONOSACCHARIDES
rotates the plane of polarized
light counterclockwise
Levorotatory (L)
MONOSACCHARIDES
three most common D-hexoses are:
- D-Glucose
- D-Galactose
- D-Glucosamine
MONOSACCHARIDES
a derived amino sugar because you have an amino group (NH2) instead of a hydroxyl group (OH)
D-Glucosamine
MONOSACCHARIDES
can form nice crystals because of the symmetry
of the internal structure
D-Galactose
AMINO SUGARS
Amino sugars contain an ____ in place of an -OH group.
-NH2
Amino Sugars
Only three amino sugars are common in nature:
- D-glucosamine
- D-mannosamine
- D-galactosamine
Amino Sugars
is an acetylated derivative of D-glucosamine.
N-acetyl-D-glucosamine
Amino Sugars
C-2 stereoisomer of D-glucosamine
D-Mannosamine
Amino Sugars
C-4 stereoisomer of D-glucosamine
D-Galactosamine
Amino Sugars
These form part of the joints and make them flexible
Amino sugars
Cyclic Structure
In the cells, aldehydes and ketones are in ____ forms
cyclic
Cyclic Structure
Aldehydes and ketones react with alcohols to form
_________
hemiacetals
Cyclic Structure
Cyclic hemiacetals form readily when _______ and ______ are part of the same molecule and their interaction can form a five- or six- membered ring.
hydroxyl and carbonyl groups
Cyclic Structure
________ has a functional group of a carbon bonded to one —OH group and one —OR group
Hemiacetals
Cyclic Structure
The open chain form exists in equilibrium with the cyclic hemiacetal forms in ________
aqueous solutions
Cyclic Structure
Hemiacetals can react further with alcohols to form ______
acetals
Cyclic Structure
All steps in hemiacetal and acetal formation are
_______
reversible
Cyclic Structure
there is a formation of a new bond
Nucleophilic addition (AN)
Cyclic Structure
Hemiacetal formation in carbohydrates generate another _______ (anomeric carbon).
stereocenter