Carbohydrate Notes PDF

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University of Science and Technology, Chattogram (USTC)

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carbohydrates biochemistry organic chemistry biology

Summary

These notes provide an overview of carbohydrates, including their structure, function, and importance in living organisms. They discuss properties, types, structures, and reactions of carbohydrates.

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Carbohydrate +-----------------------------------------------------------------------+ | Slide 1: Bio-molecules, General Idea | | | | **Bio-molecules are molecules that occur naturally in living...

Carbohydrate +-----------------------------------------------------------------------+ | Slide 1: Bio-molecules, General Idea | | | | **Bio-molecules are molecules that occur naturally in living | | organisms. All forms of life are composed of biomolecules | | only. Biomolecules are organic molecules especially macromolecules | | like carbohydrates, proteins in living organisms and also lipid, | | nucleic acids etc.** | | | | **It also includes small molecules like primary and secondary | | metabolites, and natural products. Biomolecules consist mainly of | | carbon and hydrogen with nitrogen, oxygen, sulfur, and phosphorus. | | Biomolecules are very large molecules of many atoms that are | | covalently bound together.** | | | | Slide 2: **CARBOHYDRATE, GENERAL IDEA** | | | | - **Carbohydrates are the most abundant organic molecules in | | nature. They are more simply defined as poly-hydroxy aldehydes or | | ketones and their derivatives. Many have the empirical formula | | (CH~2~O)n, which originally suggested that they are hydrate of | | carbon. Generally, but not always, the hydrogen and oxygen in | | carbohydrate are** **present** **in the proportion of two | | hydrogen atoms to one oxygen atom, as in water (H~2~O).** | | | | - **Many substances but not carbohydrate also contain hydrogen and | | oxygen in the proportion of water, such as acetic acid | | (C~2~H~4~O~2~) and lactic acid (C~3~H~6~O~3~). Again, also some | | carbohydrates such as Rhamnose (C~6~H~12~O~5~) do not contain | | hydrogen and oxygen in the proportion of H~2~O.** | | | | | | | | - **Therefore, carbohydrates are actually or potentially | | (convertible) to hydroxyl aldehydes or ketones, and in most cases | | they are poly- hydroxy aldehydes or ketones.** | | | | | | | | - **It has been latter found that sugars are found in the ring | | structure. Haworth suggested that the six- membered ring forms of | | the sugars be called "Pyranoses" as because Pyran possesses the | | same ring of five Carbons and an Oxygen.** | | | | - **Haworth also suggested that the five- membered ring forms of | | the sugars be called "Furanose" as because Furan possesses the | | same ring of four Carbons and one oxygen.** | | | | Structure: Glucose, Galactose, Mannose and Fructose | | | | Disaccharide: Sucrose, Maltose and Lactose | | | | Slide 4: Properties of Light | | | | - **Ordinary Light: Move in all directions,** | | | | - **Plane polarized light move only in one direction, as direction | | (see Figure on right below)** | | | | | | | | - **Plane polarized light is rotated clockwise, (to the right)** | | | | **or counterclockwise (to left) when passed through** | | | | **enantiomers. Direction and extent of rotation will depend** | | | | **upon the enantiomer. Same concentration of two** | | | | **enantiomers rotate light to same extent but in opposite** | | | | **direction.** | | | | ** ** | | | | **Slide 5: Short Questions** | | | | - **What is the Origin of Bio-molecules?** | | | | | | | | - **What are the 4-Elements Most Characteristic of Bio-molecules?** | | | | | | | | - **What are the Functions of Bio-molecules?** | | | | | | | | - **What is the Most Important Bio-molecule?** | | | | | | | | - **What is the Structure of a Bio-molecule?** | | | | | | | | - **How do we Identify Bio-molecules?** | | | | | | | | - **What is the Summary of Bio-molecules?** | | | | - **Definition: A bio-molecule is a chemical compound found in | | living organisms. These include chemicals that are composed of | | mainly carbon, hydrogen, oxygen, nitrogen, sulfur and phosphorus. | | Bio-molecules are the building blocks of life and perform | | important functions in living organisms.** | | | | - **Who is the Father of Bio-molecules?** | | | | | | | | - **What is the Most Common Carbohydrate in Biochemistry?** | | | | - **Glucose. Carbohydrates have been given non-systematic names, | | although the suffix \-- ose is generally used. The most common | | carbohydrate is glucose (C~6~H~12~O~6~).** | | | | - **Which is the Smallest Carbohydrate?** | | | | | | | | - **Which Carbohydrate is Sweetest?** | | | | | | | | - **What is the Best Type of Carbohydrate?** | | | | | | | | - **Are Carbohydrates Good for Metabolism?** | | | | | | | | - **What is the Difference Between Good and Bad Carbohydrates?** | | | | | | | | - **Is Fiber a Type of Carbohydrate?** | | | | | | | | - **What is the difference between Glucose and Dextrose?** | | | | | | | | - **Is dextrose the same as glucose?** | | | | **‌Dextrose is a type of sugar that usually comes from corn or wheat. | | It is almost identical to glucose, which is the sugar found in the | | bloodstream. For that reason, it can be quickly used as a source of | | energy by the human body. Dextrose is often used in foods as an | | artificial sweetener or a preservative.** | | | | - **Which is the Smallest Carbohydrate?** | | | | | | | | - **Which is Simplest Carbohydrates?** | | | | **Slide 6: Molisch Test: Colour test for identification of sugar-** | | | | **This is a very sensitive general reaction for sugar detection. It | | is performed by mixing a few drops of an alcoholic solution of α -- | | napthol with the sugar solution and stratifying the mixture over | | concentrated H~2~SO~4~. A red or violet ring appears at the junction | | of the liquid, indicating the presence of sugar.** | | | | **Amino sugar, sugar alcohols and carboxylic acid do not give the | | test while 2- keto aldonic acids give green colour.** | | | | ** ** | | | | **Slide 7: Osazone Test** | | | | **A monosaccharide on being heated to 100^o^C with Phenyl hydrazine | | in Acetic acid, is first changed to a sugar Phenyl hydrazone, the | | product then reacts with excess of the reagent to form a sugar | | osazone, which precipitates as characteristic yellow or microscopic | | crystals having characteristic melting points. This is the basis of | | osazone test used to distinguish between sugars. However, Glucose, | | Fructose and Mannose form the same osazone and so cannot be | | differentiated from each other by this test. As in osazone formation, | | only C-1 and C-2 are involved that are rearranged. On the other hand, | | C-3 to C-6 of these sugars are of same configuration, so they form | | same osazone.** | | | | **Slide 8: Mutarotation** | | | | **E. Fischer treated glucose with methyl alcohol and HCl, and | | obtained a product which Van Ekenstein showed consisted of two | | isomeric methyl derivatives of glucose. These substances had specific | | rotation of + 159^o^ and -34^o^, and were named as Methyl -- α -- D | | -- glucoside and Methyl -- β -- D --glucoside, respectively.** | | | | **It will be seen that C -- 1 has become asymmetric and this accounts | | for two isomers. Dubrunfaut first noticed that the optical rotation | | of a freshly prepared glucose solution gradually decreases and | | finally becomes constant. This changes in rotation of sugar solutions | | upon standing is a general properties of a reducing sugar, with the | | exception of some ketoses and is called mutarotation.** | | | | **Slide 9: Continuation** | | | | - **The correct interpretation of mutarotation was provided by | | Tanret, who prepared two isomeric forms of D -- Glucose by | | crystallization under different conditions. When D -- Glucose is | | crystallized from water or dilute alcohol at room temp., a form | | separates, having an initial specific rotation of + 112^o^, which | | changes to +52.5^o^. If however, crystallization takes place from | | water at temperature above 98^o^C, a different form separates | | having an initial specific rotation of + 19^o^, which changes to | | +52.5^o^ is obtained. The first of these isomers is called α -- | | D - Glucose and the second is β -- D -- Glucose.** | | | | - **α -- D Glucose D - Glucose β -- D -- Glucose** | | | | **+ 112^o^ 52.5^o^ +19^o^** | | | | **Slide 10: Invert Sugar** | | | | **Sucrose is known as the invert sugar. It is dextrorotatory and its | | rotation is** | | | | **+ 66.5^o^, but the hydrolytic product of sucrose are levorotatory | | having a specific rotation of** **-- 19.5^o^. As the levorotation of | | fructose is greater than the dextrorotation of glucose, so after | | hydrolysis, the rotation of the products invert the rotation of the | | resulting mixtures of glucose and fructose, and so it is called | | invert sugar.** | | | | **Slide 11: Amino Sugar** | | | | **Sugars containing an amino (-** NH~2~**) group are called amino | | sugars, e.g., D -- glucosamine, D -- galactosamine etc. These amino | | sugars are found by the replace of HO -- group attached to the carbon | | atom, C -2 of the sugar by an amino group. Glucosamine is a | | constituent of hyaluronic acid, which is the organic constituent of | | lobster shell and fairly distributed in nature. Galactosamine is a | | constituent of muco -protein. Several antibiotic such as | | erythromycin, carbomycin contains amino sugars. The amino sugars are | | believed to be related to the antibiotic activity of drug. | | Erythromycin contains a dimethyl amino sugars. Carbomycin contains | | the first known, Amino sugar, 3 -- amino -- D -- ribose. \* N -- | | Acetyl glucosamine : NHCOCH~3~ in place of - NH~2~** | | | | **Slide 12: Structure** | | | | ![E:\\unnamed.jpg](media/image2.jpeg) | | | | **Slide 13: BIOLOGICAL IMPORTANCE OF CARBOHYDRATE** | | | | - **Carbohydrates are widely distributed in plant and animal | | tissues. The major functions are as follows:** | | | | **Slide 14: Continuation** | | | | **7. Carbohydrates form a part of genetic material like DNA and RNA | | in the** | | | | **form of deoxyribose and ribose sugars.** | | | | - **8. Carbohydrates are basically the main fiber of the diet or | | provide the bulk fiber for better digestion.** | | | | - **9. As the primary product of plant photosynthesis, so they are | | the metabolic precursors of all other organic compounds.** | | | | - **10. Some carbohydrates are necessary in the diet so that the | | oxidation of fats can proceed normally.** | | | | - **11. They can be cell membrane components mediating | | intercellular communication.** | | | | **12. They can be part of the body's extracellular ground | | substance.** | +-----------------------------------------------------------------------+

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