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Trehalose

Trehalose or mycosis is an organic compound , a carbohydrate from the group of non-reducing disaccharides . In natural trehalose, 2 D- glucose residues are linked by an α-1,1-glycosidic bond.

Trehalose
Trehalose skeletal.svg
Trehalose
Are common
Systematic
name
2- (hydroxymethyl) -6- [3,4,5-trihydroxy-6- (hydroxymethyl) tetrahydropyran-2-yl] hydroxy-tetrahydropyran-3,4,5-triol
Abbreviationsα-D-glucopyranosyl; α-D-glucopyranoside; (α, α ‐ trehalose)
Traditional namestrehalose, mycosis
Chem. formulaC 12 H 22 O 11 (anhydride)
Physical properties
conditionsolid, crystalline
Molar mass342.2965 ± 0.0144 g / mol
Density1.58 g / cm³
Thermal properties
T. melt.203 ° C
Chemical properties
Solubility in water68 g / 100 ml
Classification
Reg. CAS number99-20-7
PubChem
Reg. EINECS number
Smiles
Inchi
Chebi

Structure

Trehalose is a disaccharide formed by an α-1,1-glycosidic bond between two α-glucose molecules.

Physico-chemical properties

It is a white crystalline substance, readily soluble in water, odorless, sweetish in taste (the sweetness of trehalose is approximately 45% of the sweetness of sucrose ). In its structure, trehalose is a non-reducing disaccharide , as it does not have free semi-acetal (glycoside) hydroxyl [1] . Due to the α (1 → 1) bond, trehalose has a high melting point - 203 ° C, is resistant to acid hydrolysis at high temperatures and in a strongly acidic environment. Does not react with feling fluid . When hydrolyzed, it forms only glucose . The enzyme that hydrolyzes trehalose is called trehalase .

Biological properties

It is used to prevent and relieve dry eye syndrome as part of a moisturizing solution [2] .

Being in nature

Trehalose was first isolated from ergot ; also found in algae, yeast , higher fungi , lichens , in some higher plants, hemolymph of a number of worms and insects . A rich source of trehalose is ash exudate ( Trehala manna ) released as a result of an injection of insects. Derivatives of trehalose were found in tuberculous bacilli : the highly toxic cord-factor (trehalose is linked to 2 higher fatty acid molecules) and phosphoglucan , in which trehalose residues are connected by a phosphodiester bond to a linear chain. The biosynthesis of trehalose phosphate occurs with the participation of uridine diphosphate glucose. In the larvae of the chironomid Polypedilum vanderplanki , capable of tolerating drying, the accumulation in cells of a high concentration of trehalose is one of the mechanisms of resistance to drying [3] .

Notes

  1. ↑ Trehalose - Big Encyclopedia of Oil and Gas, article (neopr.) . Date of treatment April 5, 2013. Archived April 17, 2013.
  2. ↑ Thealosis rr d / eye protection moisturized / lubricated 10ml - buy in Moscow at a low price in an online pharmacy (Russian) . apteka.ru. Date of appeal April 19, 2018.
  3. ↑ Minoru Sakurai. Vitrification is essential for anhydrobiosis in an African chironomid, Polypedilum vanderplanki // Proc Natl Acad Sci USA: Article. - 2008. - No. 105 . - S. 5093-5098 .
Source - https://ru.wikipedia.org/w/index.php?title=Trehalosa&oldid=99482302


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