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Kestose is a class of sugars that belongs to a group of fructooligosaccharides.


Chemical properties

Kestoses are typical fructooligosaccharides, and in its structure, one
fructose Fructose, or fruit sugar, is a Ketose, ketonic monosaccharide, simple sugar found in many plants, where it is often bonded to glucose to form the disaccharide sucrose. It is one of the three dietary monosaccharides, along with glucose and galacto ...
molecule is combined with
sucrose Sucrose, a disaccharide, is a sugar composed of glucose and fructose subunits. It is produced naturally in plants and is the main constituent of white sugar. It has the molecular formula . For human consumption, sucrose is extracted and refined ...
to form a
trisaccharide ''Trisaccharides'' are oligosaccharides composed of three monosaccharides with two glycosidic bonds connecting them. Similar to the disaccharides, each glycosidic bond can be formed between any hydroxyl group on the component monosaccharides. Even ...
. In the 1-kestose type, the fructose molecule will be connected to sucrose by a (1→2β) glycosidic bond. Different types of kestoses have different lengths of subunits in the chain, for example, 6-kestose has from 10 to 200 fructose residues and is also called levan type fructooligosaccharide. Also, 1-kestose has less than 50 fructose residues in the chain and is also called inulin type fructooligosaccharide. Kestoses are categorized based on their structure into 3 main groups: 1-kestose, 6-kestose, neokestose. The most common of them is 1-kestose which is found in many plants.


Biosynthesis

According to the conditions of the plant cell, kestose biosynthesis occurs in the
vacuole A vacuole () is a membrane-bound organelle which is present in plant and fungal cells and some protist, animal, and bacterial cells. Vacuoles are essentially enclosed compartments which are filled with water containing inorganic and organic mo ...
. The precursor molecule of kestose is sucrose. The sucrose-sucrose fructosyl transferase enzyme relates a sucrose molecule with a fructose residue to a second sucrose molecule, producing a kestose-1 molecule. Following, the enzyme fructan-fructan 1-fructosyl transferase combines fructose residue from trisaccharides, and by that synthetase longer kestose-1 chain. Respectively, to synthesize 6-kestose chain, the enzyme fructan-fructan 6-fructosyl transferase should combine fructose residue from trisaccharide and that synthesize a longer chain.


Food sources

As well as other fructooligosaccharides, kestose can be found in such plants as
wheat Wheat is a grass widely cultivated for its seed, a cereal grain that is a worldwide staple food. The many species of wheat together make up the genus ''Triticum'' ; the most widely grown is common wheat (''T. aestivum''). The archaeologi ...
,
onions An onion (''Allium cepa'' L., from Latin ''cepa'' meaning "onion"), also known as the bulb onion or common onion, is a vegetable that is the most widely cultivated species of the genus ''Allium''. The shallot is a botanical variety of the onion ...
,
asparagus Asparagus, or garden asparagus, folk name sparrow grass, scientific name ''Asparagus officinalis'', is a perennial flowering plant species in the genus ''Asparagus''. Its young shoots are used as a spring vegetable. It was once classified in ...
, and
banana A banana is an elongated, edible fruit – botanically a berry – produced by several kinds of large herbaceous flowering plants in the genus ''Musa''. In some countries, bananas used for cooking may be called "plantains", distinguis ...
. Moreover, the plant families of ''
Compositae The family Asteraceae, alternatively Compositae, consists of over 32,000 known species of flowering plants in over 1,900 genera within the order Asterales. Commonly referred to as the aster, daisy, composite, or sunflower family, Compositae w ...
,
Amaryllidaceae The Amaryllidaceae are a family of herbaceous, mainly perennial and bulbous (rarely rhizomatous) flowering plants in the monocot order Asparagales. The family takes its name from the genus ''Amaryllis'' and is commonly known as the amaryllis fa ...
,
Gramineae Poaceae () or Gramineae () is a large and nearly ubiquitous family of monocotyledonous flowering plants commonly known as grasses. It includes the cereal grasses, bamboos and the grasses of natural grassland and species cultivated in lawns and ...
'' and ''
Liliaceae The lily family, Liliaceae, consists of about 15 genera and 610 species of flowering plants within the order Liliales. They are monocotyledonous, perennial, herbaceous, often bulbous geophytes. Plants in this family have evolved with a fair ...
'' contain kestose along with other fructooligosaccharides in parts of the plant such as fruits, roots, and tubers.


Industrial production

In the industry, kestose, like other fructooligosaccharides, is produced by transfructosylation reaction of sucrose with the enzyme B-fructofuranosidase, which is obtained from the mold fungus ''
Aspergillus niger ''Aspergillus niger'' is a mold classified within the ''Nigri'' section of the ''Aspergillus'' genus. The ''Aspergillus'' genus consists of common molds found throughout the environment within soil and water, on vegetation, in fecal matter, on de ...
''.


Potential health effects


Prebiotic activity

Kestose as well as many other fructooligosaccharides belong to the
prebiotics Prebiotics are compounds in food that induce the growth or activity of beneficial microorganisms such as bacteria and fungi. The most common example is in the gastrointestinal tract, where prebiotics can alter the composition of organisms in the ...
, i.e. to the substances that have a positive effect on the intestinal
microbiome A microbiome () is the community of microorganisms that can usually be found living together in any given habitat. It was defined more precisely in 1988 by Whipps ''et al.'' as "a characteristic microbial community occupying a reasonably well ...
after consuming them in food. In particular, the consumption of kestose mixed with other fructooligosaccharides increases the concentration of healthy probiotic
bifidobacteria ''Bifidobacterium'' is a genus of gram-positive, nonmotile, often branched anaerobic bacteria. They are ubiquitous inhabitants of the gastrointestinal tract though strains have been isolated from the vagina and mouth ('' B. dentium'') of mamma ...
and decreases the concentration of the
Clostridia The Clostridia are a highly polyphyletic class of Bacillota, including '' Clostridium'' and other similar genera. They are distinguished from the Bacilli by lacking aerobic respiration. They are obligate anaerobes and oxygen is toxic to them. Sp ...
, bacteria associated with inflammatory processes. Consequently, kestoses complies with the essential criteria required for a prebiotic: 1) they are not digested by enzymes of the mammalian host organism, 2) they have a positive effect on only positive probiotic microorganisms growth, 3) they have a positive effect on the microbiome in general, 4) they have a positive effect on the defense system of host organism.


Consumption with food

Kestose has less caloric value than sucrose, and is not a promoter of
tooth decay Tooth decay, also known as cavities or caries, is the breakdown of teeth due to acids produced by bacteria. The cavities may be a number of different colors from yellow to black. Symptoms may include pain and difficulty with eating. Complicatio ...
. Consumption of kestose, as well as other prebiotics, reduces the risk of
cancer Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. These contrast with benign tumors, which do not spread. Possible signs and symptoms include a lump, abnormal b ...
,
hyperlipidaemia Hyperlipidemia is abnormally elevated levels of any or all lipids (fats, cholesterol, or triglycerides) or lipoproteins in the blood. citing: and The term ''hyperlipidemia'' refers to the laboratory finding itself and is also used as an umbre ...
and
acute gastroenteritis Gastroenteritis, also known as infectious diarrhea and gastro, is an inflammation of the gastrointestinal tract including the stomach and intestine. Symptoms may include diarrhea, vomiting, and abdominal pain. Fever, lack of energy, and dehydrat ...
. In particular, kestoses perform their prebiotic function by positively influencing the growth of ''
lactobacilli The ''Lactobacillaceae'' are a family of lactic acid bacteria. It is the only family in the lactic acid bacteria which includes homofermentative and heterofermentative organisms; in the ''Lactobacillaceae,'' the pathway used for hexose fermentati ...
'' and ''bifidobacteria'' probiotics, which protect the host organism from acute gastroenteritis, which appears when pathogenic microorganisms multiply in the intestines and has symptoms such as diarrhea, vomiting, and pain in the abdomen.


Impact of kestose-1 on glucose metabolism in rats with type 2 diabetes

Studies on
rats Rats are various medium-sized, long-tailed rodents. Species of rats are found throughout the order Rodentia, but stereotypical rats are found in the genus ''Rattus''. Other rat genera include ''Neotoma'' (pack rats), ''Bandicota'' (bandicoot ...
have shown that the consumption of kestose-1 helps the propagation of probiotics such as ''Anaerostipes caccae'' in the intestinal microflora. These probiotics are
butyrate The conjugate acids are in :Carboxylic acids. {{Commons category, Carboxylate ions, Carboxylate anions Carbon compounds Oxyanions ...
producer bacteria, which through the production of butyrate contribute to glucose tolerance and weight loss in rodents. Also, the consumption of kestose-1 by rats promotes the multiplication of probiotics of the ''bifidobacteria'' class, which produce the metabolites acetate and lactate, which in turn ''Anaerostipes caccae'' also uses to synthesize butyrate.


Impact of kestose-1 on symptoms of the atopic dermatitis disease

Studies show the positive effect of consumption of prebiotic kestose-1 on the reproduction of microorganisms ''Faecalibacterium prausnitzii'', which have an anti-inflammatory effect due to the production of short-chain fatty acid - butyrate. Butyrate in turn promotes the differentiation of regulatory
T cells A T cell is a type of lymphocyte. T cells are one of the important white blood cells of the immune system and play a central role in the adaptive immune response. T cells can be distinguished from other lymphocytes by the presence of a T-cell re ...
, which have the function of suppressing the production of T helper 2 cytokines that cause inflammatory processes in allergic reactions such as atopic dermatitis disease. Significant results were achieved with the consumption of kestose-1 for multiplication of ''Faecalibacterium prausnitzii'' probiotic, and in the consequence of relief of symptoms of
atopic dermatitis Atopic dermatitis (AD), also known as atopic eczema, is a long-term type of inflammation of the skin (dermatitis). It results in puritis, itchy, red, swollen, and cracked skin. Clear fluid may come from the affected areas, which often thickens o ...
disease in children aged 2 to 5 years, after 6 weeks of consumption of kestose-1 in food. /sup>


References

{{Reflist Trisaccharides