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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.
There are three common naming conventions for specifying one of the two enantiomers (the absolute configuration) of a given chiral molecule: the R/S system is based on the geometry of the molecule; the (+)- and (−)- system (also written using the obsolete equivalents d- and l-) is based on its optical rotation properties; and the D/L system is based on the molecule's relationship to ...
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-.
Of note, the L form of amino acids and the D form of sugars (primarily glucose) are usually the biologically reactive form. This is due to the fact that many biological molecules are chiral and thus the reactions between specific enantiomers produce pure stereoisomers. [5] Also notable is the fact that all amino acid residues exist in the L form.
The fact that d-glucose is dextrorotatory is a combined effect of its four chiral centres, not just of C-5; some of the other d-aldohexoses are levorotatory. The conversion between the two anomers can be observed in a polarimeter since pure α-d-glucose has a specific rotation angle of +112.2° mL/(dm·g), pure β-d-glucose of +17.5° mL/(dm·g ...
The D- and L- labeling of the isomers above is not the same as the d- and l- labeling more commonly seen, explaining why these may appear reversed to those familiar with only the latter naming convention. A Fischer projection can be used to differentiate between L- and D- molecules Chirality (chemistry). For instance, by definition, in a ...
The use of capital letters is to differentiate from the "d" / "l" notation (optical descriptor) described earlier. In this system, the enantiomers are named with reference to D- and L-glyceraldehyde which is taken as the standard for comparison. The structure of the chiral molecule should be represented in the Fischer projection formula.
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.