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l-Glucose is an organic compound with formula C 6 H 12 O 6 or O=CH[CH(OH)] 5 H, specifically one of the aldohexose monosaccharides. As the l-isomer of glucose, it is the enantiomer of the more common d-glucose. l-Glucose does not occur naturally in living organisms, but can be synthesized in the laboratory.
The earlier notation according to the rotation of the plane of linearly polarized light (d and l-nomenclature) was later abandoned in favor of the d - and l-notation, which refers to the absolute configuration of the asymmetric center farthest from the carbonyl group, and in concordance with the configuration of d - or l-glyceraldehyde. [14] [15]
The table sugar used in everyday vernacular is itself a disaccharide sucrose comprising one molecule of each of the two monosaccharides D-glucose and D-fructose. [ 2 ] Each carbon atom that supports a hydroxyl group is chiral , except those at the end of the chain.
The lowercase "d-" and "l-" prefixes are distinct from the SMALL CAPS "D-" and "L-" prefixes. The "D-" and "L-" prefixes are used to specify the enantiomer of chiral organic compounds in biochemistry and are based on the compound's absolute configuration relative to (+)-glyceraldehyde, which is the D-form by definition. The prefix used to ...
Anomers are diastereoisomers of glycosides, hemiacetals or related cyclic forms of sugars, or related molecules differing in configuration only at C-1. 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.
The assignment of D or L is made according to the orientation of the asymmetric carbon furthest from the carbonyl group: in a standard Fischer projection if the hydroxyl group is on the right the molecule is a D sugar, otherwise it is an L sugar. The "D-" and "L-" prefixes should not be confused with "d-" or "l-", which indicate the direction ...
In the D/L system, glyceraldehyde is used as the configurational standard for carbohydrates. [7] Monosaccharides with an absolute configuration identical to (R)-glyceraldehyde at the last stereocentre, for example C5 in glucose, are assigned the stereo-descriptor D-. Those similar to (S)-glyceraldehyde are assigned an L-.
carbon skeleton size and sugar type (aldose/ketose) cycle size (pyranose/furanose/linear) stereo configuration of all carbons (monosaccharide identification) stereo configuration of anomeric carbon (α/β) absolute configuration (D/L) location of amino-, carboxy-, deoxy- and other functions