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TASHKENT MEDICAL ACADEMY
Department of Bioorganic and Biological Chemistry Bioorganic chemistry I COURSE SUBJECT : Carbohydrates. Structure and chemical properties of di-and Polysaccharides. LECTURE №13 LECTURER : PROFESSOR A.D.DZHURAEV
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PURPOSE OF LECTURES: Knowledge of how to form the structure, the structural organization and the most important basic chemical reactions of homo-and hetero-polysaccharides in relation to their biological functions Kimi.
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Reaction of disaccharides Reducing and non-reducing disaccharide
The questions of: Reaction of disaccharides Reducing and non-reducing disaccharide Gomopolisaharidy: starch, cellulose, glycogen, chitin, dextran and pectin Heteropolysaccharides: chondroitin sulfate, hyaluronic acid, heparin The value of polysaccharides in medicine
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Oligosaccharides (disaccharides)
Maltose +Н2О→ α- Dextroglucose + β- Dextroglucose С12Н22О Cellobiose +Н2О→ β- Dextroglucose + β- Dextroglucose lactose +Н2О→ β- Dextroglucose + D-galactose Сахароза +Н2О→ α- Dextroglucose + β- D-fructose
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Restores disaccharides - Maltose
a-(14) Glycosidic bond а-D-glucopyranosyl- (1-4)--D-glucopyranose а -D-glucopyranosyl (1-4)-а-D-glucopyranose
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Cellobiose β- (14) glycosidic link Cellobiose
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LACTOSE β- (14) glycosidic link lactose
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Non-reducing disaccharide - sucrose
-configuration (12) or (21) glycosidic link -configuration
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Amygdalin glucosidic bonds remainder of benzaldehyde cyanohydrin
gentsiobiozny balance
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Aminoglycoside Remainder streptodina - aglycone N-methyl-L-glucosamine
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Polysaccharides (multiplesugar, poliozidy, glycol)
Classification of polysaccharides: In monosaccharide composition: homo and heteropolysaccharides By biological functions : Structural, back-up, with an unknown function The solubility in water: insoluble and soluble (form colloidal solutions).
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GOMOPOLISAHARIDY STARCH - a mixture of amylose and amylopectin
hydrolysis starch dextrin maltoza glucose glucose
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Amylose amylose
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Amylose and amylopectin
-(1 4) glycosidic bonds amylopectin -(1 6) glycoside. connection
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The spatial structure of amylose
-glucose monomers macromolecule twisted into a spiral. Therefore, the probability of formation of hydrogen bonds between the chains is reduced and the water is increased, resulting in amylose is very soluble in water.
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The spatial structure of the helical amylose
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Spatial conformation of amylopectin
Unlike amylose amylopectin has a branched structure. Glycosidic OH group CH2OH groups linked - (1 - 6) glycosidic bond. branched chain The backbone
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Amylopectin α–(16) glycosidic bond Amylopectin n=20-25
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Dextran Dextran
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CELLULOSE CELLULOSE
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CELLULOSE In macromolecule cellulose residues -glucose molecules linked intra-and intermolecular hydrogen bonds Therefore, cellulose has a fibrous structure.
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Chitin Chitin
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Chitosan Chitosan
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Pectic substances Pectic acid
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Heteropolysaccharide N-atsetilhondrozin
D-glucuronic acid N-acetyl-D-galactosamine
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Chondroitin-4-sulfate
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Hyaluronic acid Hyaluronic acid
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Heparan sulfate heparin fragment chain
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Muramin Muramin
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