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Related Concept Videos

Chirality02:25

Chirality

29.3K
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
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Amino acids03:42

Amino acids

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Amino acids are the monomers that comprise proteins. Each amino acid has the same fundamental structure, which consists of a central carbon atom, or the alpha (α) carbon, bonded to an amino group (NH2), a carboxyl group (COOH), and to a hydrogen atom. Every amino acid also has another atom or group of atoms bonded to the central atom known as the R group. There are 20 common amino acids present in proteins, each with a different R group. Variation in the amino acid sequence is responsible for...
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Acidity and Basicity of Carboxylic Acid Derivatives01:25

Acidity and Basicity of Carboxylic Acid Derivatives

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Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In comparison, the acid derivatives lack acidic hydrogens directly attached to a functional group. In these compounds, the acidic nature arises from their ability to lose α hydrogens, making them weakly acidic.
The relative acidic strength of the derivatives can be explained based on the extent of resonance stabilization of the conjugate base. The...
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Chirality in Nature02:30

Chirality in Nature

17.0K
Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.
17.0K
Structures of Carboxylic Acid Derivatives01:28

Structures of Carboxylic Acid Derivatives

3.7K
Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
3.7K
Spectroscopy of Carboxylic Acid Derivatives01:26

Spectroscopy of Carboxylic Acid Derivatives

3.0K
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond absorption is observed around 1650–1850 cm−1. For esters, the absorption is recorded at around 1740 cm−1, while acid halides show the absorption at about 1800 cm−1. Another acid derivative, the acid anhydrides, exhibit two carbonyl absorption around 1760 cm−1 and 1820 cm−1, arising from the symmetrical and...
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Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
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Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine

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Chiral Separation by NACE Using Polyol Derivative-Boric Acid Complexes.

Lijuan Wang1,2, Xu Hou3,4, Fan Zhang3,4

  • 1Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding, China. wanglijuan@hbu.edu.cn.

Methods in Molecular Biology (Clifton, N.J.)
|May 10, 2019
PubMed
Summary
This summary is machine-generated.

Nonaqueous capillary electrophoresis (NACE) effectively separates chiral molecules. Polyol derivatives and boric acid form complexes that act as chiral selectors for resolving enantiomers of basic analytes.

Keywords:
Basic chiral analyteChiral selectorChiral separationNonaqueous capillary electrophoresis (NACE)Polyol derivative–boric acid complex

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Area of Science:

  • Analytical Chemistry
  • Separation Science

Background:

  • Chiral separation is crucial in various scientific fields.
  • Nonaqueous capillary electrophoresis (NACE) offers a viable technique for enantioseparations.
  • Developing efficient chiral selectors is key to improving NACE performance.

Purpose of the Study:

  • To investigate the utility of polyol derivative-boric acid complexes as chiral selectors in NACE.
  • To demonstrate the enantioseparation of basic analytes using these novel chiral selectors.

Main Methods:

  • Nonaqueous capillary electrophoresis (NACE) was employed.
  • Polyol derivatives (e.g., D-(+)-xylose, lactobionic acid) were reacted with boric acid in methanol.
  • The resulting complexes served as chiral selectors for enantioseparation.

Main Results:

  • Polyol derivative-boric acid complexes were successfully synthesized.
  • These complexes effectively functioned as chiral selectors in NACE.
  • Enantiomers of over a dozen basic analytes were resolved with optimized NACE conditions.

Conclusions:

  • Polyol derivative-boric acid complexes are efficient chiral selectors for NACE.
  • NACE using these selectors provides a powerful method for chiral separation of basic analytes.