Stereoisomer in the context of "Anomeric carbon"

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👉 Stereoisomer in the context of Anomeric carbon

In carbohydrate chemistry, anomers (from Greek ἄνω 'up, above' and μέρος 'part') are specific types of stereoisomers found in sugars.

Many common sugars, such as glucose, exist in both a linear (or open-chain) form and a cyclic (or ring) form. The ring is formed when one end of the sugar molecule connects to the other end. The carbon atom where this ring closure occurs is called the anomeric carbon. Depending on the direction from which the connection is made, this anomeric carbon can have its new group (–OH) pointing in one of two distinct orientations, typically visualized as "up" or "down" in a standard diagram. These two resulting molecules are the anomers and are labeled with the Greek letters alpha (α) or beta (β).

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Stereoisomer in the context of Chirality (chemistry)

In chemistry, a molecule or ion is called chiral (/ˈkrəl/) if it cannot be superposed on its mirror image by any combination of rotations, translations, and some conformational changes. This geometric property is called chirality (/kˈrælɪti/). The terms are derived from Ancient Greek χείρ (cheir) 'hand'; which is the canonical example of an object with this property.

A chiral molecule or ion exists in two stereoisomers that are mirror images of each other, called enantiomers; they are often distinguished as either "right-handed" or "left-handed" by their absolute configuration or some other criterion. The two enantiomers have the same chemical properties, except when reacting with other chiral compounds. They also have the same physical properties, except that they often have opposite optical activities. A homogeneous mixture of the two enantiomers in equal parts, a racemic mixture, differs chemically and physically from the pure enantiomers.

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Stereoisomer in the context of Levorotation and dextrorotation

Optical rotation, also known as polarization rotation or circular birefringence, is the rotation of the orientation of the plane of polarization about the optical axis of linearly polarized light as it travels through certain materials. Circular birefringence and circular dichroism are the manifestations of optical activity. Optical activity occurs only in chiral materials, those lacking microscopic mirror symmetry. Unlike other sources of birefringence which alter a beam's state of polarization, optical activity can be observed in fluids. This can include gases or solutions of chiral molecules such as sugars, molecules with helical secondary structure such as some proteins, and also chiral liquid crystals. It can also be observed in chiral solids such as certain crystals with a rotation between adjacent crystal planes (such as quartz) or metamaterials.

When looking at the source of light, the rotation of the plane of polarization may be either to the right (dextrorotatory or dextrorotaryd-rotary, represented by (+), clockwise), or to the left (levorotatory or levorotaryl-rotary, represented by (−), counter-clockwise) depending on which stereoisomer is dominant. For instance, sucrose and camphor are d-rotary whereas cholesterol is l-rotary. For a given substance, the angle by which the polarization of light of a specified wavelength is rotated is proportional to the path length through the material and (for a solution) proportional to its concentration.

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Stereoisomer in the context of Enantioselective synthesis

Enantioselective synthesis, also called asymmetric synthesis, is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts."

Put more simply: it is the synthesis of a compound by a method that favors the formation of a specific enantiomer or diastereomer. Enantiomers are stereoisomers that have opposite configurations at every chiral center. Diastereomers are stereoisomers that differ at one or more chiral centers.

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