CHEMISTRY GLOSSARY

electron    →   elektron

The electron is an elementary particle with a negative electric charge of (1.602 189 2±0.000 004 6)×10^-19 C and a mass of 1/1837 that of a proton, equivalent to (9.109 534±0.000 047)×10^-31 kg.

In 1897 the British physicist Joseph John (J.J.) Thomson (1856-1940) discovered the electron in a series of experiments designed to study the nature of electric discharge in a high-vacuum cathode-ray tube. Thomson interpreted the deflection of the rays by electrically charged plates and magnets as evidence of bodies much smaller than atoms that he calculated as having a very large value for the charge to mass ratio. Later he estimated the value of the charge itself.

Electrons are arranged in from one to seven shells around the nucleus; the maximum number of electrons in each shell is strictly limited by the laws of physics (2n²). The outer shells are not always filled: sodium has two electrons in the first shell (2×1² = 2), eight in the second (2×2² = 8), and only one in the third (2×3² = 18). A single electron in the outer shell may be attracted into an incomplete shell of another element, leaving the original atom with a net positive charge. Valence electrons are those that can be captured by or shared with another atom.

Electrons can be removed from the atoms by heat, light, electric energy, or bombardment with high-energy particles. Decaying radioactive nuclei spontaneously emit free electrons, called β particles.

face-centered orthorhombic lattice    →   plošno centrirana ortorompska rešetka

Face-centered orthorhombic lattice (orthorhombic-F), like all lattices, has lattice points at the eight corners of the unit cell plus additional points at the centers of each face of the unit cell. It has unit cell vectors a≠b≠c and interaxial angles α=β=γ=90°.

glucose    →   glukoza

Glucose (grape sugar, blood sugar), C₆H₁₂O₆, is an aldohexose (a monosaccharide sugar having six carbon atoms and an aldehyde group). An older common name for glucose is dextrose, after its dextrorotatory property of rotating plane polarized light to the right. Glucose in free (in sweet fruits and honey) or combined form (sucrose, starch, cellulose, glycogen) is is probably the most abundant organic compound in nature. During the photosynthesis process, plants use energy from the sun, water from the soil and carbon dioxide gas from the air to make glucose. In cellular respiration, glucose is ultimately broken down to yield carbon dioxide and water, and the energy from this process is stored as ATP molecules (36 molecules of ATP across all processes).

Naturally occurring glucose is D isomers (OH group on the stereogenic carbon farthest from the aldehyde group, C-5, is to the right in the Fischer projection). Although often displayed as an open chain structure, glucose and most common sugars exist as ring structures. In the α form, the hydroxyl group attached to C-1 and the CH₂OH attached to C-5 are located on opposite sides of the ring. β-glucose has these two groups on the same side of the ring. The full names for these two anomers of glucose are α-D-glucopyranose and β-D-glucopyranose.

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.

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.

hexagonal lattice    →   heksagonska rešetka

Hexagonal lattice has lattice points at the twelve corners of the hexagonal prism and at the centers of the two hexagonal faces of the unit cell. It has unit cell vectors a=b≠c and interaxial angles α=β=90° and γ=120°.

lactose    →   laktoza

Lactose (milk sugar) is a disaccharide comprising one glucose molecule linked to a galactose molecule by an β(1→4)-glycosidic linkage. Lactose has a beta acetal. Lactose is manufactured by the mammary gland and occurs only in milk (from 4 % to 7 %). Lactose intolerance is a common medical condition that results in diarrhea, abdominal pain, and flatulence and is caused by reduced or absent activity of enzyme lactase.

Like cellobiose and maltose, lactose is a reducing sugar. All reducing sugar undergo mutarotation in aqueous solution. The equilibrium mixture at 20 °C is composed of 62.7 % β-lactose (β-D-galactopyranosyl-(1→4)-β-D-glucopyranose) and 37.3 % α-lactose (β-D-galactopyranosyl-(1→4)-α-D-glucopyranose).

monoclinic crystal system    →   monoklinski kristalni sustav

Minerals of the monoclinic crystal system are referred to three unequal axes. Two of these axes (a and c) are inclined toward each other at an oblique angle; these are usually depicted vertically. The third axis (b) is perpendicular to the other two and is called the ortho axis. The two vertical axes therefore do not intersect one another at right angles, although both are perpendicular to the horizontal axis.

monosaccharide    →   monosaharid

Monosaccharides are carbohydrates, with the general formula C_n(H₂O)_n, that cannot be decomposed to a simpler carbohydrates by hydrolysis.

Depending on whether the molecule contains an aldehyde group (-CHO) or a ketone group (-CO-) monosaccharide can be a polyhydroxy aldehyde (aldose) or a polyhydroxy ketone (ketose). These aldehyde and ketone groups confer reduction properties on monosaccharides. They are also classified according to the number of carbon atoms they contain: trioses have three carbon atoms, tetroses four, pentoses five, hexoses six, heptoses seven, etc. These two systems of classification are often combined. For example, a six-carbon polyhydroxy aldehyde such as D-glucose is an aldohexose, whereas a six-carbon polyhydroxy ketone such as D-fructose is a ketohexose.

The notations D and L are used to describe the configurations of carbohydrates. In Fischer projections of monosaccharides, the carbonyl group is always placed on top (in the case of aldoses) or as close to the top as possible (in the case of ketoses). If the OH group attached to the bottom-most asymmetric carbon (the carbon that is second from the bottom) is on the right, then the compound is a D-sugar. If the OH group is on the left, then the compound is an L-sugar. Almost all sugars found in nature are D-sugars.

Monosaccharides can exist as either straight-chain or ring-shaped molecules. During the conversion from straight-chain form to cyclic form, the carbon atom containing the carbonyl oxygen, called the anomeric carbon, becomes a chiral center with two possible configurations (anomers), α and β. When the stereochemistry of the first carbon matches the stereochemistry of the last stereogenic center the sugar is the α-anomer when they are opposite the sugar is the β-anomer.

mutarotation    →   mutarotacija

Mutarotation is the change in optical rotation accompanying epimerization. In carbohydrate chemistry this term usually refers to epimerization at the hemiacetal carbon atom. In general α- and β-form are stable solids, but in solution they rapidly equilibrate. For example, D-glucose exists in an equilibrium mixture of 36 % α-D-glucopyranose and 64 % β-D-glucopyranose, with only a tiny fraction in the open-chain form. The equilibration occurs via the ring opening of the cyclic sugar at the anomeric center with the acyclic form as the intermediate. Mutarotation was discovered by French chemist Augustin-Pierre Dubrunfaut (1797-1881) in 1846.