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Concept
Arabinose
Summary
Arabinose is an aldopentose – a monosaccharide containing five carbon atoms, and including an aldehyde (CHO) functional group.
For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "D"-form, or structurally analogous to D-glyceraldehyde. However, L-arabinose is in fact more common than D-arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin.
The L-arabinose operon, also known as the araBAD operon, has been the subject of much biomolecular research. The operon directs the catabolism of arabinose in E. coli, and it is dynamically activated in the presence of arabinose and the absence of glucose.
A classic method for the organic synthesis of arabinose from glucose is the Wohl degradation.
{| class="wikitable"
|- style="background-color:#FFDEAD;"
! colspan="2" | D-Arabinose
|-
| align="center" | α-D-Arabinofuranose
| align="center" | β-D-Arabinofuranose
|-
| align="center" | α-D-Arabinopyranose
| align="center" | β-D-Arabinopyranose
|}
Arabinose gets its name from gum arabic, from which it was first isolated.
Originally commercialized as a sweetener, arabinose is an inhibitor of sucrase, the enzyme that breaks down sucrose into glucose and fructose in the small intestine.
Official source
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Related concepts (7)
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, -ribose, is a component of the ribonucleotides from which RNA is built, and so this compound is necessary for coding, decoding, regulation and expression of genes. It has a structural analog, deoxyribose, which is a similarly essential component of DNA. -ribose is an unnatural sugar that was first prepared by Emil Fischer and Oscar Piloty in 1891.
Xylose
Xylose ( () ξύλον, , "wood") is a sugar first isolated from wood, and named for it. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an aldehyde functional group. It is derived from hemicellulose, one of the main constituents of biomass. Like most sugars, it can adopt several structures depending on conditions. With its free aldehyde group, it is a reducing sugar. The acyclic form of xylose has chemical formula HOCH2(CH(OH))3CHO.
Aldose
An aldose is a monosaccharide (a simple sugar) with a carbon backbone chain with a carbonyl group on the endmost carbon atom, making it an aldehyde, and hydroxyl groups connected to all the other carbon atoms. Aldoses can be distinguished from ketoses, which have the carbonyl group away from the end of the molecule, and are therefore ketones. Like most carbohydrates, simple aldoses have the general chemical formula Cn(H2O)n.