Download Carbohydrates - WordPress.com

Survey
yes no Was this document useful for you?
   Thank you for your participation!

* Your assessment is very important for improving the workof artificial intelligence, which forms the content of this project

Document related concepts

Physical organic chemistry wikipedia , lookup

Carbohydrate wikipedia , lookup

Transcript
Carbohydrates
Say Thanks to the Authors
Click http://www.ck12.org/saythanks
(No sign in required)
To access a customizable version of this book, as well as other
interactive content, visit www.ck12.org
CK-12 Foundation is a non-profit organization with a mission to
reduce the cost of textbook materials for the K-12 market both in
the U.S. and worldwide. Using an open-source, collaborative, and
web-based compilation model, CK-12 pioneers and promotes the
creation and distribution of high-quality, adaptive online textbooks
that can be mixed, modified and printed (i.e., the FlexBook®
textbooks).
Copyright © 2015 CK-12 Foundation, www.ck12.org
The names “CK-12” and “CK12” and associated logos and the
terms “FlexBook®” and “FlexBook Platform®” (collectively
“CK-12 Marks”) are trademarks and service marks of CK-12
Foundation and are protected by federal, state, and international
laws.
Any form of reproduction of this book in any format or medium,
in whole or in sections must include the referral attribution link
http://www.ck12.org/saythanks (placed in a visible location) in
addition to the following terms.
Except as otherwise noted, all CK-12 Content (including CK-12
Curriculum Material) is made available to Users in accordance
with the Creative Commons Attribution-Non-Commercial 3.0
Unported (CC BY-NC 3.0) License (http://creativecommons.org/
licenses/by-nc/3.0/), as amended and updated by Creative Commons from time to time (the “CC License”), which is incorporated
herein by this reference.
Complete terms can be found at http://www.ck12.org/about/
terms-of-use.
Printed: September 22, 2015
www.ck12.org
C HAPTER
Chapter 1. Carbohydrates
1
Carbohydrates
Lesson Objectives
•
•
•
•
Describe the general structures of the simple sugars, glucose and fructose.
Describe how two simple sugars can be linked to form a disaccharide.
Compare the simple sugar components of sucrose, lactose, and maltose.
Identify the structure and function of the polysaccharides starch, glycogen, and cellulose.
Lesson Vocabulary
•
•
•
•
carbohydrates
disaccharide
monosaccharide
polysaccharide
Check Your Understanding
Recalling Prior Knowledge
• What are aldehydes, ketones, and alcohols?
• What is the relationship between monomers and polymers?
Carbohydrates constitute a class of compounds that serves many functions in living organisms. Among the most
important is the storage of energy in the form of starch and glycogen. Carbohydrates can also act as structural
components, such as cellulose in plants, and are a part of the important genetic molecules DNA and RNA. In this
lesson, you will learn about the basic structures and functions of carbohydrates.
Monosaccharides
Some foods that are high in carbohydrates include bread, pasta, and potatoes. Endurance athletes often prepare for
competition by consuming large amounts of carbohydrate-heavy foods to allow them to perform at a high level for
long periods of time ( Figure 1.1).
The term carbohydrate comes from the fact that the majority of carbohydrates contain carbon, hydrogen, and oxygen
in a ratio of 1:2:1, making for an empirical formula of CH2 O. This is somewhat misleading, because the molecules
are not actually hydrates of carbon at all. Carbohydrates are monomers and polymers of aldehydes and ketones
that have multiple hydroxyl groups attached.
Carbohydrates are the most abundant source of energy found in most foods. The simplest carbohydrates are also
called simple sugars and are plentiful in fruits. A monosaccharide is a carbohydrate consisting of one sugar unit.
1
www.ck12.org
FIGURE 1.1
Bread, potatoes, pasta, and vegetables are high-carbohydrate foods that endurance athletes often consume in large
quantities in a procedure called carboloading.
Common examples of simple sugars or monosaccharides are glucose and fructose. Glucose is also referred to as
corn sugar or grape sugar and is abundant in plants and animals. Fructose occurs in many fruits and is also found
in honey. They are structural isomers of one another. Glucose has a carbonyl on the end of its chain, so it is an
aldehyde, while the carbonyl of fructose is on an interior carbon, making it a ketone ( Figure 1.2).
FIGURE 1.2
Glucose and fructose are monosaccharides, or simple sugars.
Glucose and fructose are both very soluble in water. In aqueous solution, the predominant forms are not the straightchain structures shown above ( Figure 1.2). Rather, they adopt a cyclic structure ( Figure 1.3). Glucose forms a
six-membered ring, while fructose forms a five-membered ring. Both rings contain an oxygen atom.
FIGURE 1.3
The cyclic form of sugars is the favored
form in aqueous solution.
2
www.ck12.org
Chapter 1. Carbohydrates
Polysaccharides
Simple sugars form the foundation for more complex carbohydrates. The cyclic forms of two sugars can be linked
together by means of a condensation reaction. The figure below ( Figure 1.4) shows how a glucose molecule and a
fructose molecule combine to form a sucrose molecule. A hydrogen atom from one molecule and a hydroxyl group
from the other molecule are eliminated as water, resulting in a covalent bond linking the two sugars together at that
point.
FIGURE 1.4
Glucose and fructose combine to produce
the disaccharide sucrose in a condensation reaction.
Sucrose, commonly known as table sugar, is an example of a disaccharide. A disaccharide is a carbohydrate
formed by the joining of two monosaccharides. Other common disaccharides include lactose and maltose. Lactose,
a component of milk, is formed from glucose and galactose, while maltose is made from two glucose molecules.
Many simple sugars can combine by repeated condensation reactions until a very large molecule is formed. A
polysaccharide is a complex carbohydrate polymer formed from the linkage of many monosaccharide monomers.
One of the best-known polysaccharides is starch, the main form of energy storage in plants. Starch is a staple in
most human diets; foods such as corn, potatoes, rice, and wheat have very high starch contents. Starch is made of
glucose monomers and occurs in both straight-chain and branched forms ( Figure 1.5). The straight-chain form is
referred to as amylose and consists of hundreds of linked glucose molecules. The branched form of starch is called
amylopectin.
Glycogen is an even more highly branched polysaccharide of glucose monomers that is used to store energy in
animals ( Figure 1.6). Glycogen is made and stored primarily in the cells of the liver and muscles.
Cellulose is another polymer of glucose, consisting of anywhere from hundreds to over ten thousand monomers. It
is the structural component of the cell walls in green plants and is the single most common organic molecule on
Earth. Roughly 33% of all plant matter is cellulose. The linkage structure in cellulose is different than that of starch,
3
www.ck12.org
FIGURE 1.5
Amylose and amylopectin are the two
most common components of naturally
occurring starch. Both consist of many
glucose monomers connected into a polymer. Plants store their energy in the form
of starch.
FIGURE 1.6
Glycogen is a branched polymer of glucose and stores energy in animals.
and, as a result, cellulose is indigestible except by a few microorganisms, some of which live in the digestive tracts
of cattle and termites. Illustrated below ( Figure 1.7) is a triple strand of cellulose. There is no branching, and the
fibers adopt a very stiff rod-like structure with numerous hydrogen bonds between the fibers, adding to its strength.
Cellulose is the main component of paper, cardboard, and textiles made from cotton, linen, and other plant fibers.
FIGURE 1.7
Cellulose is composed of very long
strands of glucose monomers that are hydrogen bonded to one another. Cellulose
is largely indigestible and comprises the
cell walls of plants.
Lesson Summary
• Carbohydrates are used to store energy in plants and animals, and they are a major component of many foods.
• Simple sugars or monosaccharides are organic molecules containing multiple hydroxyl groups and either an
aldehyde or a ketone. Glucose and fructose are two important simple sugars.
4
www.ck12.org
Chapter 1. Carbohydrates
• Two monosaccharides can be joined together in a condensation reaction to form a disaccharide, such as
sucrose, lactose, or maltose.
• Starch is a polysaccharide of glucose monomers that stores energy in plants. Glycogen stores energy in
animals.
• Cellulose is another polysaccharide of glucose, but it is indigestible to most organisms and serves as a
structural component in plants.
Lesson Review Questions
Reviewing Concepts
1.
2.
3.
4.
5.
What is the origin of the term carbohydrate, and why is it potentially misleading?
What are some of the main functions of carbohydrates in nature?
What functional groups are present in glucose? In fructose?
Describe the reaction by which monosaccharides combine to form a disaccharide.
Which monosaccharides combine to form the following disaccharides?
a. lactose
b. maltose
c. sucrose
6. What are the two main components of starch? Describe their differences.
7. What is the difference in function between starch and glycogen?
8. Starch is digestible while cellulose is not. Explain this difference.
Problems
9. Write a molecular equation for the formation of sucrose from simple sugars.
10. 20.0 g of sucrose is dissolved in 100.0 mL of water.
a. What is the molarity of the solution?
b. If the sucrose were completely hydrolyzed, what mass of glucose could be isolated?
Further Reading / Supplemental Links
• The Chemistry of Carbohydrates Found in Food, http://www.medbio.info/Horn/Time%201-2/CarbChem1.htm
• Carbohydrates –Chemical Structure, http://www.scientificpsychic.com/fitness/carbohydrates.html
Points to Consider
Proteins are polymers of another class of biomolecules called amino acids.
• How many naturally occurring amino acids are used to form proteins?
• What is the function of an enzyme in biological reactions?
5
www.ck12.org
References
1. Image copyright Elena Schweitzer, 2014. http://www.shutterstock.com . Used under license from Shutterstock.com
2. Joy Sheng. CK-12 Foundation . CC BY-NC 3.0
3. Christopher Auyeung. CK-12 Foundation . CC BY-NC 3.0
4. Christopher Auyeung and Joy Sheng. CK-12 Foundation . CC BY-NC 3.0
5. User:NEUROtiker/Wikimedia Commons. Amylose: http://commons.wikimedia.org/wiki/File:Amylose2.svg,
Amylopectin: http://commons.wikimedia.org/wiki/File:Amylopektin_Sessel.svg . Public Domain
6. User:NEUROtiker/Wikimedia Commons. http://commons.wikimedia.org/wiki/File:Glykogen.svg . Public
Domain
7. User:CeresVesta/Wikipedia. http://en.wikipedia.org/wiki/File:Cellulose_spacefilling_model.jpg . Public Domain
6