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Oligosaccharide

 

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Oligosaccharide



 
 
An oligosaccharide is a saccharide polymer containing a small number (typically three to ten) of component sugars, also known as simple sugars. The name derived from the Greek oligos, meaning "a few".

They are generally found either O- or N-linked to compatible amino acid side chains
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 in proteins or to lipid
Lipid

Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
 moieties
Moiety

Moiety may mean:*A part or half of a molecule *In anthropology, a type of descent group*An Australian Aboriginal kinship*Native Hawaiian realm ruled by a Mo'i or Ali'i...
 (see glycans
Glycans

The term glycan refers to a polysaccharide or oligosaccharide. Glycan may also be used to refer to the carbohydrate portion of a glycoconjugate, such as a glycoprotein, glycolipid, or a proteoglycan....
).

lass="link1" onMouseover='showByLink("m1953629",this)' onMouseout='hide("m1953629")'href="http://www.absoluteastronomy.com/topics/Fructooligosaccharide">Fructo-oligosaccharides
Fructooligosaccharide

Fructooligosaccharides also sometimes called oligofructose or oligofructan, is a class of oligosaccharides used as an artificial or alternative sweetener....
 (FOS), which are found in many vegetables, consist of short chains of fructose
Fructose

Fructose is a simple Reducing sugar sugar found in many foods and is one of the three important dietary monosaccharides along with glucose and galactose....
 molecules.






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An oligosaccharide is a saccharide polymer containing a small number (typically three to ten) of component sugars, also known as simple sugars. The name derived from the Greek oligos, meaning "a few".

They are generally found either O- or N-linked to compatible amino acid side chains
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 in proteins or to lipid
Lipid

Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
 moieties
Moiety

Moiety may mean:*A part or half of a molecule *In anthropology, a type of descent group*An Australian Aboriginal kinship*Native Hawaiian realm ruled by a Mo'i or Ali'i...
 (see glycans
Glycans

The term glycan refers to a polysaccharide or oligosaccharide. Glycan may also be used to refer to the carbohydrate portion of a glycoconjugate, such as a glycoprotein, glycolipid, or a proteoglycan....
).

Examples

Fructo-oligosaccharides
Fructooligosaccharide

Fructooligosaccharides also sometimes called oligofructose or oligofructan, is a class of oligosaccharides used as an artificial or alternative sweetener....
 (FOS), which are found in many vegetables, consist of short chains of fructose
Fructose

Fructose is a simple Reducing sugar sugar found in many foods and is one of the three important dietary monosaccharides along with glucose and galactose....
 molecules. Inulin
Inulin

Inulins are a group of naturally occurring polysaccharides produced by many types of plants. They belong to a class of Dietary fibers known as fructans....
 has a much higher degree of polymerization
Degree of polymerization

The degree of polymerization, or DP, is the number of repeat units in an average polymer chain at time t in a polymerization reaction . The length is in monomer units....
 than FOS and is a polysaccharide. Galactooligosaccharides (GOS), which also occur naturally, consist of short chains of galactose
Galactose

Galactose is a type of Carbohydrate which is less sweetness than glucose. It is considered a nutritive sweetener because it has food energy.Galactan is a polymer of the sugar galactose....
 molecules. These compounds can be only partially digested by humans.

Oligosaccharides are often found as a component of glycoproteins or glycolipids and as such are often used as chemical markers, often for cell recognition. An example is ABO blood type
Blood type

A blood type is a classification of blood based on the presence or absence of Inheritance antigenic substances on the surface of red blood cells ....
 specificity. A and B blood types have two different oligosaccharide glycolipids embedded in the cell membranes of the red blood cells, AB-type blood has both, while O blood type has neither.

Mannan-oligosaccharides (MOS) are widely used in animal feed
Animal feed

Animal feed may refer to:*Compound feed, commercial pelleted food produced in a feed mill and fed to domestic livestock*Fodder, food given to domestic livestock, including plants cut and carried to them...
 to encourage gastrointestinal health and performance. They are normally obtained from the yeast cell walls of Saccharomyces cerevisiae
Saccharomyces cerevisiae

Saccharomyces cerevisiae is a species of budding yeast. It is perhaps the most useful yeast owing to its use since ancient times in baking and brewing....
. Some brand names are: Bio-Mos, SAF-Mannan, Y-MOS and Celmanax.

Therapeutic effects

When oligosaccharides are consumed, the undigested portion serves as food for the intestinal microflora. Depending on the type of oligosaccharide, different bacterial groups are stimulated or suppressed.

Clinical studies have shown that administering FOS, GOS, or inulin can increase the number of these friendly bacteria
Bacteria

The Bacteria are a large group of unicellular microorganisms. Typically a few micrometres in length, bacteria have a wide range of shapes, ranging from spheres to rods and spirals....
 in the colon while simultaneously reducing the population of harmful bacteria.

Other benefits noted with FOS, GOS, or inulin supplementation include increased production of beneficial short-chain fatty acids such as butyrate, increased absorption of calcium
Calcium

Calcium is the chemical element with the symbol Ca and atomic number 20. It has an atomic mass of 40.078 amu. Calcium is a soft grey alkaline earth metal, and is the fifth most abundant element by mass in the earth's Crust ....
 and magnesium
Magnesium

Magnesium is a chemical element with the symbol Mg, atomic number 12, atomic weight 24.3050 and common oxidation number +2.Magnesium, an alkaline earth metal, is the ninth most abundance of the chemical elements in the universe by mass....
, and improved elimination of toxic compounds.

Because FOS, GOS, and inulin improve colon
Colon (anatomy)

The colon is the last portion of the digestive system in most vertebrates; it extracts water and salt from feces before they are defecation from the body....
 function and may influence the bacterial composition, one might expect these compounds would help relieve the symptoms of irritable bowel syndrome
Irritable bowel syndrome

Irritable bowel syndrome , also called spastic colon, is a functional bowel disorder characterized by chronic abdominal pain, discomfort, bloating, and alteration of bowel habits in the absence of any organic cause....
. However, a double-blind trial found no clear benefit with FOS supplementation (2 grams three times daily) in patients with this condition.

Experimental studies with FOS in animals suggest a possible benefit in lowering blood sugar
Blood sugar

Blood sugar concentration, or glucose level, refers to the amount of glucose present in a mammal's blood. Normally, the blood glucose level is maintained at a Reference_ranges_for_blood_tests#Electrolytes_and_Metabolites between about 4 and 6 mM ....
 levels in people with diabetes and in reducing elevated blood cholesterol
Cholesterol

Cholesterol is a lipidic, waxy alcohol found in the cell membranes and transported in the blood plasma of all animals. It is an essential component of mammalian cell membranes where it is required to establish proper membrane permeability and membrane fluidity....
 and triglyceride
Triglyceride

is a glyceride in which the glycerol is esterified with three fatty acids. It is the main constituent of vegetable oil and animal fats....
 levels.

In a double-blind trial of middle-aged men and women with elevated cholesterol and triglyceride levels, supplementation with inulin (10 grams per day for eight weeks) significantly reduced insulin concentrations, suggesting an improvement in blood-glucose control, and significantly lowered triglyceride levels.

In a preliminary trial, administration of FOS (8 grams per day for two weeks) significantly lowered fasting blood-sugar levels and serum total-cholesterol levels in patients with type 2 (non-insulin-dependent) diabetes.

However, in another trial, people with type 2 diabetes supplementing with FOS (15 grams per day) for 20 days found no effect on blood-glucose or lipid levels. Because of these conflicting results, more research is needed to determine the effect of FOS and inulin on diabetes and lipid
Lipid

Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
 levels.

Several double-blind trials have looked at the ability of FOS or inulin to lower blood cholesterol and triglyceride levels. These trials have shown that in people with elevated total cholesterol or triglyceride levels, including people with type 2 (adult onset) diabetes, FOS or inulin
Inulin

Inulins are a group of naturally occurring polysaccharides produced by many types of plants. They belong to a class of Dietary fibers known as fructans....
 (in amounts ranging from 8 to 20 grams daily) produced significant reductions in triglyceride levels. However, the effect on cholesterol levels was inconsistent. In people with normal or low cholesterol or triglyceride levels, FOS or inulin produced little effect.

Sources

FOS and inulin are found naturally in Jerusalem artichoke
Jerusalem artichoke

The Jerusalem artichoke , also called the sunroot or sunchoke or earth apple or topinambur, is a species of Helianthus native to the eastern United States, from Maine west to North Dakota, and south to northern Florida and Texas....
, burdock
Burdock

Burdock is any of a group of Biennial plant thistles in the genus Arctium, family Asteraceae. Native to the Old World, several species have been widely introduced worldwide....
, chicory
Chicory

Common chicory is a bushy perennial plant herb with blue, lavender, or occasionally white flowers. It grows as a wild plant on roadsides in its native Europe, and in North America, where it has become naturalized....
, leeks, onion
Onion

Onion is a term used for many plants in the genus Allium. They are known by the common name "onion" but, used without qualifiers, it usually refers to Allium cepa....
s, and asparagus
Asparagus

Asparagus officinalis is a flowering plant species in the genus Asparagus from which the vegetable known as asparagus is obtained....
. FOS products derived from chicory root contain significant quantities of inulin, a fiber widely distributed in fruits, vegetables and plants. Inulin is a significant part of the daily diet of most of the world’s population. FOS can also be synthesized by enzymes of the fungus Aspergillus niger
Aspergillus niger

Aspergillus niger is a fungus and one of the most common species of the genus Aspergillus. It causes a disease called black mold on certain fruits and vegetables such as grapes, onions, and peanuts, and is a common contaminant of food....
 acting on sucrose. GOS is naturally found in soybeans and can be synthesized from lactose
Lactose

Lactose is a sugar that is found most notably in milk. Lactose makes up around 2?8% of milk . The name comes from the Latin word for milk, plus the -ose ending used to name sugars....
 (milk sugar). FOS, GOS, and inulin are available as nutritional supplements in capsules, tablets, and as a powder.

Not all natural oligosaccharides occur as components of glycoproteins or glycolipids. Some, such as the raffinose
Raffinose

Raffinose is a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains....
 series, occur as storage or transport carbohydrates in plants. Others, such as maltodextrins or cellodextrins
Cellodextrins

Cellodextrins are glucose polymers of varying length resulting from cellulolysis, the breakdown of cellulose....
, result from the microbial breakdown of larger polysaccharides such as starch
Starch

File:Amylose2.svgFile:Amylopektin Sessel.svgStarch or amylum is a polysaccharide carbohydrate consisting of a large number of glucose units joined together by glycosidic bonds....
 or cellulose
Cellulose

File:Cellulose Sessel.svgCellulose is an organic compound with the chemical formula , a polysaccharide consisting of a linear chain of several hundred to over ten thousand ? linked D-glucose units....
.