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Journal Articles: 6 results
Borohydride Reduction of Estrone  Animesh Aditya, David E. Nichols, and G. Marc Loudon
This experiment presents a guided-inquiry approach to the demonstration of diastereoselectivity using chiral hindered ketones that undergo facile reduction with sodium borohydride. The resulting diastereomeric estradiols can be analyzed and differentiated by thin-layer chromatography and melting point.
Aditya, Animesh; Nichols, David E.; Loudon, G. Marc. J. Chem. Educ. 2008, 85, 1535.
Aldehydes / Ketones |
Diastereomers |
IR Spectroscopy |
Microscale Lab |
Stereochemistry |
Steroids |
Thin Layer Chromatography
Isolation of Betulin and Rearrangement to Allobetulin  Brian Green, Michael D. Bentley, Bong Y. Chung, Nicholas G. Lynch, and Bruce L. Jensen
Betulin is obtained by extraction from birch bark and converted to allobetulin. Both compounds display 1H NMR spectra that include axialequatorial coupling characteristic of a C3-alcohol, conformational analysis by the use of dihedral angles and the Karplus equation, coupling patterns caused by diastereotopic protons and long-range interactions, and chemical shift values that are influenced by electronegativity and stereochemistry.
Green, Brian; Bentley, Michael D.; Chung, Bong Y.; Lynch, Nicholas G.; Jensen, Bruce L. J. Chem. Educ. 2007, 84, 1985.
Biosynthesis |
IR Spectroscopy |
Microscale Lab |
NMR Spectroscopy |
Synthesis |
Natural Products
Nature's Way To Make the Lantibiotics  Heather A. Relyea and Wilfred A. van der Donk
This article focuses on one class of antimicrobial compounds, the lantibiotics, and discusses their biosynthetic pathways as well as their molecular mode of action. In the course of the review, the meaning of the terms regio-, chemo-, and stereoselectivity are discussed.
Relyea, Heather A.; van der Donk, Wilfred A. J. Chem. Educ. 2006, 83, 1769.
Applications of Chemistry |
Bioorganic Chemistry |
Biotechnology |
Biosynthesis |
Catalysis |
Drugs / Pharmaceuticals |
Proteins / Peptides
Cholesterol and Plants  E. J. Behrman and Venkat Gopalan
Current textbooks give an inaccurate picture of the occurrence of cholesterol in plants and the role of plant sterols in the mammalian uptake of cholesterol.
Behrman, E. J.; Gopalan, Venkat. J. Chem. Educ. 2005, 82, 1791.
Metabolism |
Plant Chemistry |
Steroids
On the Formation of Peptide Bonds  Stojanoski, Kiro; Zdravkovski, Zoran
In an attempt to simplify the concept of peptide bond formation, many textbooks misrepresent the energy requirement that is necessary for peptide bonds to form.
Stojanoski, Kiro; Zdravkovski, Zoran J. Chem. Educ. 1993, 70, 134.
Amino Acids |
Biosynthesis |
Equilibrium |
Bioenergetics
Ethylene-An unusual plant hormone  Ainscough, Eric W.; Brodie, Andrew M.; Wallace, Anna L.
This article discusses some of the early historical observations about this ethylene, the production and concentration of ethylene in plants, the ethylene biosynthesis pathway, and the possible site of ethylene action.
Ainscough, Eric W.; Brodie, Andrew M.; Wallace, Anna L. J. Chem. Educ. 1992, 69, 315.
Alkenes |
Plant Chemistry |
Biosynthesis