CHEMISTRY GLOSSARY

glycosyl group    →   glikozidna skupina

The structure obtained by removing the hydroxy group from the hemiacetal function of a monosaccharide.

glycosidic bond    →   glikozidna veza

Glycosidic bond ia a bond between the glycosyl group, the structure obtained by removing the hydroxy group from the hemiacetal function of a monosaccharide, and the -OR group (which itself may be derived from a saccharide and chalcogen replacements thereof (RS–, RSe–). The terms N-glycosides and C-glycosides are misnomers and should not be used. The glycosidic bond can be α or β in orientation, depending on whether the anomeric hydroxyl group was α or β before the glycosidic bond was formed and on the specificity of the enzymatic reaction catalyzing their formation. Once the glycosidic bond is formed, the anomeric configuration of the ring is locked as either α or β. Specific glycosidic bonds therefore may be designated α(1→4), β(1→4), α(1→6), and so on. Cellulose is formed of glucose molecules linked by β(1→4)-glycosidic bonds, whereas starch is composed of α(1→4)-glycosidic bonds.

carbonyl group    →   karbonilna skupina

Carbonyl group is a functional group common to all ketones and aldehydes.

carboxylate group    →   karboksilna skupina

Carboxylate group (-COOH) is a functional group which is common to all carboxylic acids.

groups in periodic system of elements    →   skupine periodnog sustava

Periodic system of elements is divided into 18 groups of chemical elements. Elements belonging to the same group have a same number of valence electrons and similar chemical properties. Elements of main groups are in 1., 2., and in groups 13. to 18. Different groups of elements can be named according to the first element in the group (elements of boron group, elements of carbon group), or they have some special names (noble gases, halogenic elements, halyde elements, earthalkali and alkali metals).

aglycon    →   aglikon

Aglycon (aglycone) is the non-sugar compound remaining after replacement of the glycosyl group from a glycoside by a hydrogen atom. The link between the glycon and aglycon is known as glycosidic bond.

carbohydrate    →   ugljikohidrat

Carbohydrates (often called carbs for short) are polyhydroxy aldehydes or ketones, or substances that yield such compounds on hydrolysis. They are also known as saccharides, a term derived from the Latin word saccharum for sugar. Carbohydrates are the most abundant class of compounds in the biological world, making up more than 50 % of the dry weight of the Earth’s biomass. Every type of food we eat can have its energy traced back to a plant. Plants use carbon dioxide and water to make glucose, a simple sugar, in photosynthesis. Other carbohydrates such as cellulose and starch are made from the glucose. Light from the sun is absorbed by chlorophyll and this is converted to the energy necessary to biosynthesize carbohydrates

The term carbohydrate was applied originally to monosaccharides, in recognition of the fact that their empirical composition can be expressed as C_x(H₂O)_y. Later structural studies revealed that these compounds were not hydrates but the term carbohydrate persists.

Carbohydrates are generally classed as either simple or complex. Simple sugars, or monosaccharides, are carbohydrates that can’t be converted into smaller subunits by hydrolysis. Complex carbohydrates are made of two (disaccharides) or more (oligosaccharides, polysaccharides) simple sugars linked together by acetal (glycosidic) bonds and can be split into the former by hydrolysis.

cellulose    →   celuloza

Cellulose, (C₆H₁₀O₅)_n, is a polysaccharide that consists of a long unbranched chain of glucose units linked by (1→4)-β-glycoside bonds. Nature uses cellulose primarily as a structural material to impart strength and rigidity to plants. Leaves, grasses, and cotton are primarily cellulose. The fibrous nature of extracted cellulose has led to its use in textile industry for the production of cotton, artificial silk, etc. Cellulose also serves as raw material for the manufacture of cellulose acetate, known commercially as acetate rayon, and cellulose nitrate, known as guncotton. Gunncotton is the major ingredient in smokeless powder, the explosive propellant used in artillery shells and in ammunition for firearms.

fructose    →   fruktoza

Fructose (fruit sugar) is a ketohexose (a six-carbon ketonic sugar), which occurs in sweet fruits and honey. Glucose and fructose have the same molecular formula, C₆H₁₂O₆, but have different structures. Pure, dry fructose is a very sweet, white, odorless, crystalline solid. Fructose is one of the sweetest of all sugars and is combined with glucose to make sucrose, or common table sugar. An older common name for fructose is levulose, after its levorotatory property of rotating plane polarized light to the left (in contrast to glucose which is dextrorotatory). The polysaccharide inulin is a polymer of fructose.

glycoside    →   glikozid

Glycoside is one of a group of organic compounds in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. The sugar group is known as the glycon and the non-sugar group as the aglycon. According to the IUPAC definition, all disaccharides and polysaccharides are glycosides where the aglycone is another sugar.

In the free hemiacetal form, sugars will spontaneously equilibrate between the α and β anomers. However, once the glycosidic bond is formed, the anomeric configuration of the ring is locked as either α or β. Therefore, the alpha and beta glycosides are chemically distinct. They will have different chemical, physical, and biological properties. Many glycosides occur abundantly in plants, especially as flower and fruit pigments.

The term glycoside was later extended to cover not only compounds in which the anomeric hydroxy group is replaced by a group -OR, but also those in which the replacing group is -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Thioglycoside and selenoglycoside are legitimate generic terms; however the use of N-glycoside, although widespread in biochemical literature, is improper and not recommended here (glycosylamine is a perfectly acceptable term). C-Glycoside is even less acceptable. All other glycosides are hydrolysable; the C-C bond of C-glycosides is usually not. The use and propagation of names based on C-glycoside terminology is therefore strongly discouraged.