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A configurational stereoisomer is a stereoisomer of a reference molecule that has the opposite configuration at a stereocenter (e.g., R- vs S-or E- vs Z-). This means that configurational isomers can be interconverted only by breaking covalent bonds to the stereocenter, for example, by inverting the configurations of some or all of the ...
Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest.
Stereochemistry, a subdiscipline of chemistry, studies the spatial arrangement of atoms that form the structure of molecules and their manipulation. [1] The study of stereochemistry focuses on the relationships between stereoisomers, which are defined as having the same molecular formula and sequence of bonded atoms (constitution) but differing in the geometric positioning of the atoms in space.
Functional isomers are structural isomers which have different functional groups, resulting in significantly different chemical and physical properties. [ 11 ] An example is the pair propanal H 3 C–CH 2 –C(=O)-H and acetone H 3 C–C(=O)–CH 3 : the first has a –C(=O)H functional group, which makes it an aldehyde , whereas the second has ...
The result is that the molecules are either constitutional isomers or stereoisomers solely based on isotopic location. The term isotopomer was first proposed by Seeman and Paine in 1992 to distinguish isotopic isomers from isotopologues (isotopic homologues). [1] [2]
An enantiomeric pair (S,S)- and (R,R)-ethambutol, along with the achiral stereoisomer called meso-form, it holds a diastereomeric relationship with the optically active stereoisomers. The activity of the drug resides in the (S,S)-enantiomer which is 500 and 12 fold more potent than the (R,R)-ethambutol and the meso- form.
The S (dextrorotatory) isomer is the more biologically active; this isomer has been isolated and used medically (see dexibuprofen for details). [ 60 ] The isomerase enzyme, alpha-methylacyl-CoA racemase , converts ( R )-ibuprofen into the ( S )- enantiomer .
A molecule may contain any number of stereocenters and any number of double bonds, and each usually gives rise to two possible isomers. A molecule with an integer n describing the number of stereocenters will usually have 2 n stereoisomers , and 2 n −1 diastereomers each having an associated pair of enantiomers .