Chapter 7: Carbohydrates Flashcards
are the most abundant class of bioorganic molecules on planet Earth.
Carbohydrates
Carbohydrates’ A abundance in the human body is relatively ___
Low
2 biochemical substances
Bioinorganic substances
Bioorganic substances
Substances that do not contain carbon
Bioinorganic substances
Substances that contain carbon
Bioorganic susbtances
carbohydrates
constitute about ___ by mass of ___ ___ materials.
-75%
- dry plant
Composition of bioinorganic substances
Water (70%)
Inorganic salts (5%)
Composition of Bioorganic susbtances
Proteins (about 15%)
Lipids (about 8%)
Carbohydrates (about 2%)
Nucleic acids (about 2%)
How do green (chlorophyll-containing) plants produce carbohydrates?
Via photosynthesis
Two main uses for the carbohydrates in
plants:
- In the form of cellulose
- In the form of starch
carbohydrates serve as structural elements
Cellulose
they provide energy reserves for the plants
Starch
Dietary ___ of plant materials is the major ____ source for ___
and ____.
- intake
- carbohydrate
- humans
-animals
The average human diet should ideally be about _____ carbohydrate
by mass.
- two-thirds
Functions of carbohydrates in humans:
- Carbohydrate oxidation provides energy
- (Glycogen) provides a short-term energy reserve
- Carbohydrates supply carbon atoms for the synthesis of other biochemical substances
- Essential components in the mechanisms of genetic control of growth and development of living cells (ribose,deoxyribose)
- Carbohydrates linked to lipids are structural components of cell membranes.
- Carbohydrates linked to proteins function in a variety of cell–cell and cell–
molecule recognition processes.
Carbohydrate storage, in the form of ____, provides a short-term energy reserve.
glycogen
structural components of cell membranes.
(carbohydrates linked to) lipids
function in a variety of cell–cell and cell–molecule recognition processes.
(Carbohydrates linked to) Proteins
General formula of most simple carbohydrates
CnH2nOn
the basis for the term carbohydrate (“hydrate of carbon”)
Cn(H2O)n
A carbohydrate is a ____ ____, a ____ ____, or a compound
that ___ polyhydroxy aldehydes or polyhydroxy ketones upon ____.
-polyhydroxy aldehyde
-polyhydroxy ketone
-yields
-hydrolysis
Carbohydrates are classified on the ___ _ _____ __.
basis of molecular size
Types of carbohydrates
- Monosaccharide
- Disaccharide
- Oligosaccharide
- Polysaccharide
a carbohydrate that contains a single polyhydroxy aldehyde or
polyhydroxy ketone unit.
Monosaccharide
Monosaccharide;
- cannot be broken down into ____ ___ by _____ reactions.
- _________, white, _____ ____
-simpler units
-hydrolysis
- water-soluble, white, crystalline solids
is a carbohydrate that contains two monosaccharide units covalently bonded to each other
Disaccharide
properties of dissaccharides
Like monosaccharides, disaccharides are crystalline, water-soluble substances.
examples of disaccharides
Sucrose (table sugar)
Lactose (milk sugar)
Hydrolysis of a disaccharide produces
two monosaccharides units
a carbohydrate that contains 3-10 monosaccharide units covalently bonded to each other.
Oligosaccharide
are seldom encountered in biochemical systems.
“free” oligosaccharides
“free” oligosaccharide are usually found associated with ____ and ____ in complex molecules that have both ____ and _____ functions.
- proteins
- lipids
- structural and regulatory
Complete hydrolysis of an oligosaccharide produces
several monosaccharide
molecules
-a trisaccharide produces
-a hexassacharide produces
-3 monosaccharide
-6 monosaccharides
a polymeric carbohydrate that contains many monosaccharide units covalently bonded to each other
polysaccharide
The number of monosaccharide units present in a polysaccharide varies from a ____ ____ ___ to over ____ units.
few hundred units to over 50,000
By definition, each member of a pair of stereoisomers must have
- the same molecular formula and
- same bonding pattern
D- and L- differ in the ____ ____ of atoms in the molecule
- spatial arrangements
two possible isomeric forms
stereoisomers
The prefixes ___ and ___found in the complete name of a monosaccharide
D- and L-
carbon atom that has four different groups bonded to it
Chiral carbon
are images that coincide at all points when the images are laid upon each other.
Superimposible mirror images
are images where not all points coincide when the images are laid upon each other.
Nonsuperimposable mirror images
The Importance of Chirality
- Sometimes both forms are biologically active, each form giving a different response;
- Sometimes both elicit the same response, but one form’s response is many times greater than that of the other; and
- Sometimes only one of the two forms is biochemically active.
a compound that has n chiral centers may exist in a maximum of __ ______ ____.
- 2^n stereoisomeric forms
types of constitutional isomers
-Skeletal isomers
- Positional isomers
- functional isomers
Types of stereoisomers
enantiomers and diastereomers
stereoisomers that are not mirror images of each other
Diastereomers
types of diastereomers
Cis-trans isomers
is a compound that rotates the plane of polarized light.
optically active compound
is a chiral compound that rotates the plane of polarized light in a clockwise direction.
dextrorotatory compound
is a chiral compound that rotates the plane of polarized light in a counterclockwise direction.
levorotatory compound
Classification of monosaccharides
Based on the type of carbonyl group
1. Aldose
2. Ketose
Biochemically important monosaccharides
- D-Glucose
- D-Galactose
- D-Fructose
- D-Ribose
- Found in high amounts
in ripe fruits - Blood sugar
D-Glucose
D-Glucose is also called
Dextrose
- seldom encountered as a
free monosaccharide - Synthesized from glucose in the body for the production of lactose
D-Galactose
a disaccharide of
glucose and galactose
Lactose
D-Galactose is also called
Brain sugar
Why is it called Brain sugar?
it is a component of
glycoproteins found in brain
and nerve tissue
also known as levulose and fruit sugar
* biochemically the most important ketohexose
D-Fructose
= 5-carbon sugar (pentose)
= Component of ribonucleic acids (RNAs) and energy-rich compounds such as adenosine triphosphate (ATP)
D-Ribose
cyclic structures are the dominant forms at ______.
equilibrium
result from the ability of their carbonyl group (C=O) to react intramolecularly with a hydroxyl group (-OH).
cyclic hemiacetals
Although monosaccharides exist mostly in cyclic forms, a small amount of the open-chain form is always present, which provides __ ____ ___
an aldehyde group
aldoses act as reducing agents in such reactions, they are called
reducing sugars
Tollens and Benedict’s solutions, oxidize the aldehyde end of an aldose to give
Aldonic acid
Under the basic conditions associated with Tollens and Benedict’s solutions, ketoses are also
reducing sugars
Under the basic conditions the ketose undergoes a
a structural rearrangement
The ketose undergoes a structural rearrangement that produces?
an aldose, and the aldose then reacts
Strong oxidizing agents can oxidize both ends of a monosaccharide at the same time to produce a
Dicarboxylic acid
polyhydroxy dicarboxylic acids are known as
aldaric acids
In biochemical systems enzymes can ____ the ____ alcohol end of an aldose such as glucose, without ____ of the _____ ___
- oxidize
- primary
- oxidation
- aldehyde group
In biochemical systems enzymes can oxidize the primary alcohol end of an aldose such as glucose, without oxidation of the aldehyde group, to produce an
Alduronic acid
The carbonyl group present in a monosaccharide (either an aldose or a ketose) can be reduced to a hydroxyl group, using
hydrogen as the reducing agent
polyhydroxy alcohols are called
sugar alcohols or alditols
is an acetal formed from a cyclic monosaccharide by replacement of the hemiacetal carbon -OH group with an -OR group
Glycoside
a glycoside produced from glucose is called
glucoside
a glycoside produced from galactose is called
galactoside
____ ___ and their _____ ____ are important building blocks of polysaccharides found in ____ and _____ ___.
- Amino sugars
- N-acetyl derivatives
- chitin
- hyaluronic acid
Disaccharide consists two monosaccharide joined through
Oxygen bridge
is the bond between two monosaccharides
Glycosidic linkage
Biochemically Important Disaccharides
- Maltose
- Cellobiose
- Lactose
- Sucrose
often called malt sugar
- produced whenever the polysaccharide starch breaks down
Maltose
Linkage of maltose
α(1→4) linkage
germinated barley that has been baked and ground;
contains this disaccharide
Malt
maltose is made up of two _____ ___, one of which must be ___ _____
- D-glucose units
- α-D-glucose
the enzyme that breaks the glucose–glucose α(1→4
Maltase
an intermediate in the hydrolysis of the polysaccharide cellulose
Cellubiose
Linkage in cellobiose
β(1→4) linkage
major sugar found in milk
Lactose
Lactose is made up of a ______ unit and a _____unit joined by a β(1→4) linkage
- β-D-galactose
- D-glucose
Glycosidic linkage of lactose
β(1→4) linkage
Lactose can be hydrolyzed by acid or by the enzyme
Lactase
is a condition in which people lack the enzyme lactase
Lactose intolerance
- common table sugar
- is the most abundant of all disaccharides and occurs throughout the plant kingdom
Sucrose
Sucrose; _____ and____ in an α,β(1→2) glycosidic linkage
α-D-glucose
β-F-fructose
glycosidic linkage of sucorse
α,β(1→2)
Two naturally occuring oligosaccharides
- trisaccharide raffinose
- tetrasaccharide stachyose
is the potato plant’s toxin
Solanine
Blood type: universal donor
Type O
Blood Type: Universal Acceptor
Type AB
is an alternate name for a polysaccharide.
glycan
Important parameters that distinguish various polysaccharides (or glycans) from each other are:
- The identity of the monosaccharide repeating unit(s) in the polymer chain.
- The length of the polymer chain.
- As with disaccharides, the type of glycosidic linkage between monomer units.
- The degree of branching of the polymer chain.
is a polysaccharide in which only one type of monosaccharide monomer is present
homopolysaccharide
is a polysaccharide in which more than one (usually two) type of monosaccharide monomer is present.
heteropolysaccharide
is a polysaccharide that is a storage form for monosaccharides
- used as an energy source in cells.
Storage polysaccharide
Glucose—-(Glycogenesis)—> _____
glycogen
the process of storing excess glucose for use by the body at a later time
Glycogenesis
______<——(Glycogenolysis)—– Glycogen
Glucose
is the breakdown of glycogen
Glycogenolysis
the structural component of plant cell walls
- the most abundant naturally occurring polysaccharide
Cellulose
High concentration of cellulose is found in
“Woody” protions of plants - Stems, stalks, and trunks
linkage of cellulose
β(1→4)
Linkage of amylose
α(1→4)
the second most abundant naturally occurring polysaccharide.
Chitin
An ____ _____ is a polysaccharide with a disaccharide repeating unit
in which one of the disaccharide components is an ___ ___ and one or both disaccharide components has a negative charge due to a sulfate group or a carboxyl group.
- acidic polysaccharide
- amino sugar
acidic polysaccharides are
heteropolysaccharides
Two of the most well-known acidic polysaccharides are
Hyaluronic acid
Heparin
contains alternating residues of N-acetyl-βD-glucosamine (NAG; the monomer of chitin) and D-glucuronate.
Hyaluronic acid
a small highly sulfated polysaccharide with only 15–90 disaccharide residues per chain.
Heparin
Heparin is a blood anticoagulant. It is naturally present in ___ ___ and is released at the site of tissue injury
mast cells
is applied as an anticoagulant to the interior/exterior surface of external objects that come in contact with blood
Pharmaceutical-grade heparin
is a dietary monosaccharide or dietary disaccharide; are usually sweet to the taste and are commonly referred to as sugars.
Simple carbohydrate
two types of simple carbohydrate
- Natural sugar
- Refined sugar
is a sugar naturally present in whole foods.
Natural sugar
is a sugar that has been separated from its plant source.
Refined sugar
is a dietary polysaccharide.
Complex carbohydrate
is a lipid molecule that has one or more carbohydrate (or carbohydrate derivative) units covalently bonded to it.
Glycolipid
is a protein molecule that has one or more carbohydrate (or carbohydrate derivative) units covalently bonded to it.
glycoprotein
Glycolipids called ____ and gangliosides occur ____ in brain tissue
-cerebrosides
-extensively
called immunoglobins are key components of the body’s immune system response to invading foreign material
Glycoprotein
Properties of Hyaluronic acid
• Highly viscous; serve as lubricants in the fluid of joints
• also associated with the jelly-like consistency of the vitreous humor of the eye.
• The Greek word hyalos means “glass”; hyaluronic acid solutions have a glass-like appearance.
Important sources of natural sugar
Milk and fresh fruit
Major sources of refined sugar
Sugar beets and sugar cane
The source for pharmaceutical heparin
intestinal or lung tissue of slaughter-house animals (pigs and cows).
5 types of antibodies
IgA
lgD,
IgE,
IgG, and
IgM
-tags pathogens for destruction
lgA
Where is lgA secreted?
Secreted into mucous, saliva, tears colustrum
B-cell receptor. Stimulates release of lgM
lgD
Binds to mast cell and basophils .
lgE
Where does antibody lgE involve?
Allergy and antiparasitic activity
Binds to phagocytes.
The main blood antibody for secondary responses.
lgG
lgG crosses, what?
Placenta
Fixes complement.
Main antibody of primary responses.
lgM
B-cell receptor. Immune system memory
lgM