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Chirality02:25

Chirality

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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

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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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Chirality in Nature02:30

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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.
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Polyprotic Acids03:38

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Acids are classified by the number of protons per molecule that they can give up in a reaction. Acids such as HCl, HNO3, and HCN that contain one ionizable hydrogen atom in each molecule are called monoprotic acids. Their reactions with water are:
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Acids, Bases and Neutralization Reactions03:26

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An acid-base reaction is one in which a hydrogen ion, H+, is transferred from one chemical species to another. Such reactions are of central importance to numerous natural and technological processes, ranging from the chemical transformations within cells or lakes and oceans to the industrial-scale production of fertilizers, pharmaceuticals, and other substances essential to the society.
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Titration of a Polyprotic Acid02:08

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A polyprotic acid contains more than one ionizable hydrogen and undergoes a stepwise ionization process.  If the acid dissociation constants of the ionizable protons differ sufficiently from each other, then the titration curve for such polyprotic acid generates a distinct equivalence point for each of its ionizable hydrogens. Therefore, titration of a diprotic acid results in the formation of two equivalence points, whereas the titration of a triprotic acid results in the formation of three...
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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
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BINOPtimal: a web tool for optimal chiral phosphoric acid catalyst selection.

Jolene P Reid1, Kristaps Ermanis, Jonathan M Goodman

  • 1Centre for Molecular Informatics, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. jmg11@cam.ac.uk.

Chemical Communications (Cambridge, England)
|January 23, 2019
PubMed
Summary
This summary is machine-generated.

A new web tool, BINOPtimal, aids in selecting chiral phosphoric acid catalysts. It uses starting material analysis and a database of reactions to suggest optimal catalysts for chemical synthesis.

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Area of Science:

  • Organic Chemistry
  • Catalysis
  • Computational Chemistry

Background:

  • Chiral phosphoric acids are vital catalysts in asymmetric synthesis.
  • Selecting the optimal catalyst can be challenging and time-consuming.
  • Predictive tools can accelerate catalyst discovery and reaction optimization.

Purpose of the Study:

  • To develop an interactive web tool, BINOPtimal, for selecting chiral phosphoric acid catalysts.
  • To provide a data-driven approach for catalyst selection based on reaction parameters.
  • To assist chemists in designing efficient synthetic routes.

Main Methods:

  • Development of an interactive web-based program, BINOPtimal.
  • Implementation of a rule-based system derived from a database of chemical transformations.
  • Analysis of starting materials (imine and nucleophile) to predict catalyst performance.

Main Results:

  • BINOPtimal successfully identifies high-performing chiral phosphoric acid catalysts.
  • The tool demonstrated its utility in an example reaction, aiding in reaction design.
  • The program provides a systematic approach to catalyst selection.

Conclusions:

  • BINOPtimal offers a valuable resource for the selection of chiral phosphoric acid catalysts.
  • The tool has the potential to streamline catalyst screening and improve reaction design efficiency.
  • The web tool is accessible for researchers in organic synthesis and catalysis.