Deoxy sugars are

sugar Sugar is the generic name for sweet-tasting, soluble carbohydrates, many of which are used in food. Simple sugars, also called monosaccharides, include glucose Glucose is a sugar with the Chemical formula#Molecular formula, molecul ...

s that have had a

hydroxyl In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...

group replaced with a

hydrogen Hydrogen is a chemical element; it has chemical symbol, symbol H and atomic number 1. It is the lightest and abundance of the chemical elements, most abundant chemical element in the universe, constituting about 75% of all baryon, normal matter ...

atom. Examples include: *

Deoxyribose Deoxyribose, or more precisely 2-deoxyribose, is a monosaccharide with idealized formula H−(C=O)−(CH2)−(CHOH)3−H. Its name indicates that it is a deoxy sugar, meaning that it is derived from the sugar ribose by loss of a hydroxy group. D ...

, or 2-deoxy-D-

ribose Ribose is a simple sugar and carbohydrate with molecular formula C5H10O5 and the linear-form composition H−(C=O)−(CHOH)4−H. The naturally occurring form, , is a component of the ribonucleotides from which RNA is built, and so this comp ...

, a constituent of

DNA Deoxyribonucleic acid (; DNA) is a polymer composed of two polynucleotide chains that coil around each other to form a double helix. The polymer carries genetic instructions for the development, functioning, growth and reproduction of al ...

Fucose Fucose is a hexose deoxy sugar with the chemical formula C6H12O5. It is found on ''N''-linked glycans on the mammalian, insect and plant cell surface. Fucose is the fundamental sub-unit of the seaweed polysaccharide fucoidan. The α(1→3) l ...

, or 6-deoxy-L-

galactose Galactose (, ''wikt:galacto-, galacto-'' + ''wikt:-ose#Suffix 2, -ose'', ), sometimes abbreviated Gal, is a monosaccharide sugar that is about as sweetness, sweet as glucose, and about 65% as sweet as sucrose. It is an aldohexose and a C-4 epime ...

, main component of

fucoidan Fucoidan is a long chain sulfated polysaccharide found in various species of brown algae. Commercially available fucoidan is commonly extracted from the seaweed species ''Fucus vesiculosus'' (Wrack (seaweed), wracks), ''Cladosiphon okamuranus'', '' ...

brown algae Brown algae (: alga) are a large group of multicellular algae comprising the class (biology), class Phaeophyceae. They include many seaweeds located in colder waters of the Northern Hemisphere. Brown algae are the major seaweeds of the temperate ...

, and present in N-linked glycans * Fuculose, or 6-deoxy-L- tagatose, one of the important components of avian influenza virus particles *

Rhamnose Rhamnose (Rha, Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl- pentose or a 6-deoxy- hexose. Rhamnose predominantly occurs in nature in its L-form as L-rhamnose (6-deoxy-L- mannose). This is unusual, since mo ...

, or 6-deoxy-L-

mannose Mannose is a sugar with the formula , which sometimes is abbreviated Man. It is one of the monomers of the aldohexose series of carbohydrates. It is a C-2 epimer of glucose. Mannose is important in human metabolism, especially in the glycosylatio ...

, present in plant

glycoside In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. ...

s In ''

Escherichia coli ''Escherichia coli'' ( )Wells, J. C. (2000) Longman Pronunciation Dictionary. Harlow ngland Pearson Education Ltd. is a gram-negative, facultative anaerobic, rod-shaped, coliform bacterium of the genus '' Escherichia'' that is commonly fo ...

'' bacteria, deoxyribose sugars are synthesized via two different pathways - one pathway involves aldol condensation, whereas the other pathway is conversion of a ribose sugar into a deoxyribose sugar by means of changes on the nucleotide or nucleoside level. Deoxyribose is synthesized through the reduction of ribose. Deoxyribose is derived from the same precursor as ribose being that the reduction of the sugar with the extra hydroxyl group results in the deoxy-sugar, which has its hydroxyl group replaced with a hydrogen atom.

Dideoxy sugars

Some biologically important dideoxy sugars, sugars that have had two

groups replaced with hydrogen atoms, include

colitose Colitose is a mannose-derived dideoxy sugar, 3,6-dideoxysugar produced by certain bacteria. It is a constituent of the lipopolysaccharide. It is the enantiomer of abequose. Biological role Colitose is found in the O-antigen of certain Gram-negat ...

and

abequose Abequose is a hexose and a 3,6-dideoxysugar. It is a constituent of the in O-specific chains in lipopolysaccharides that occur in certain serotypes of '' Salmonella'' and '' Citrobacter'' bacteria. It is the enantiomer of colitose. Referenc ...

References

External links

*
Overview at qmul.ac.uk
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Dideoxy sugars

See also

References

External links