CHEMISTRY GLOSSARY

high fructose corn syrup    →   visoko fruktozni kukuruzni sirup

High fructose corn syrup (HFCS) is commonly used in place of sugar in foods and drinks. Corn starch is hydrolyzed to glucose, which is then treated with glucose isomerase to produce a fructose-rich mixture. HFCS is available in a number of forms, named according to the percentage of fructose they contain, HFCS-55 for instance contains 55 % fructose and 45 % glucose. The enhanced sweetness, low cost and ease of use are the main reasons why manufacturers now prefer to use high fructose corn syrup instead of sugar.

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.

ketal    →   ketal

Ketals are organic compounds formed by addition of an alcohol to a ketone. If one molecule of ketone (RR’CO) reacts with one molecule of alcohol (R"OH) then a hemiketal is formed. The rings of ketose sugars are hemiketals. Further reaction produces a full ketal (RR’C(OR")₂). This term, once abandoned, has been reinstated as a subclass of acetals.

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).

nucleic acid    →   nukleinska kiselina

Nucleic acids are a complex, high-molecular-weight biochemical macromolecules composed of nucleotide chains that convey genetic information. The most common nucleic acids are deoxyribonucleic acid (DNA) and ribonucleic acid (RNA). Each nucleic acid chain is composed of subunits called nucleotides, each containing a sugar, a phosphate group, and nitrogenous base. DNA was first discovered in 1869 by the Swiss biochemist Friedrich Miescher (1844-1895).

Both DNA and RNA contain the two major purine bases adenine (A) and guanine (G) and one of the major pyrimidines, cytosine (C). Of the other two pyrimidines, thymine (T) is found in DNA and uracil (U) is found in RNA. There are two major pentoses in nucleic acids:2'-deoxy-D-ribose in DNA and D-ribose in RNA.

Nucleotides are linked together in both DNA and RNA in a polymeric fashion via covalent bonds. These bonds exist through phosphate-group bridges in which the 5' hydroxyl group of one nucleotide unit is joined to the 3' hydroxyl group of the next nucleotide. RNA is usually a single-stranded molecule, whereas DNA is usually double-stranded.

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.

nucleotide    →   nukleotid

Nucleotides are the components that made up nucleic acids. They have three major components: the first component is a nitrogenous base, which is derivative of one of two parent compounds, pyrimidine or purine; the second is a pentose, or five carbon sugar group; the third is a unit of phosphate. Each group of three nucleotides in a gene is known as a codon. Whenever the phosphate group is not present, a nucleotide becomes a nucleoside.

polysaccharide    →   polisaharid

Polysaccharides are compounds consisting of a large number of simple sugars (monosaccharides) linked together by glycosidic bonds. When polysaccharides are composed of a single monosaccharide building block, they are termed homopolysaccharides. Heteropolysaccharides contain two or more different types of monosaccharide. Polysaccharides may have molecular weights of up to several million and are often highly branched. Since they have only the one free anomeric -OH group at the end of a very long chain, polysaccharides aren’t reducing sugars and don’t show noticeable mutarotation. The most common polysaccharides are cellulose, starch, and glycogen.

ribonucleic acid    →   ribonukleinska kiselina

Ribonucleic acid is a complex organic compound in living cells that is concerned with protein synthesis. Plays an intermediary role in converting the information contained in DNA into proteins. RNA carries the genetic information from DNA to those parts of the cell where proteins are made. Some viruses store their genetic information as RNA not as DNA.

Ribonucleic acid is a similar molecule to DNA but with a slightly different structure.

The structural difference with DNA is that RNA contains a -OH group both at the 2' and 3' position of the ribose ring, whereas DNA (which stands, in fact, for deoxy-RNA) lacks such a hydroxy group at the 2' position of the ribose. The same bases can be attached to the ribose group in RNA as occur in DNA, with the exception that in RNA thymine does not occur, and is replaced by uracil, which has an H-group instead of a methyl group at the C-5 position of the pyrimidine. Unlike the double-stranded DNA molecule, RNA is a single-stranded molecule.

The three main functionally distinct varieties of RNA molecules are: (1) messenger RNA (mRNA) which is involved in the transmission of DNA information, (2) ribosomal RNa (rRNA) which makes up the physical machinery of the synthetic process, and (3) transfer RNA (tRNA) which also constitutes another functional part of the machinery of protein synthesis.

sucrose    →   saharoza

Sucrose (saccharose), or ordinary table sugar, is a disaccharide in which α-D-glucopyranose and β-D-fructofuranose are joined at their anomeric carbons by a glycosidic bond. There are no hemiacetals remaining in the sucrose and therefore sucrose is not a reducing sugar and does not exhibit mutarotation. Sugar is a white crystalline sweet compound found in many plants and extracted from sugar cane and sugar beet. It is used as a sweetening agent in food and drinks. If heated to 200 °C, sucrose becomes caramel. When sucrose is hydrolyzed it forms an equimolar mixture of glucose and fructose. This mixture of monosaccharides is called invert sugar. Honeybees have enzymes called invertases that catalyze the hydrolysis of sucrose. Honey, in fact, is primarily a mixture of glucose, fructose, and sucrose.