TIGER

Journal Articles: 20 results
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
Gifts from Mother Earth—The Good, the Bad, and the Ugly  Sabine Heinhorst and Gordon C. Cannon
Recent articles from the journal Nature that deal with good, bad, and ugly gifts from Mother Earth are described.
Heinhorst, Sabine; Cannon, Gordon C. J. Chem. Educ. 2006, 83, 196.
Biosynthesis |
Biotechnology |
Natural Products |
Nutrition |
Plant Chemistry |
Polymerization |
Proteins / Peptides
Fluorous Compounds and Their Role in Separation Chemistry  Maria Angeles Ubeda and Roman Dembinski
Reviews fluorous technology and outlines strategies towards organic synthesis.
Ubeda, Maria Angeles; Dembinski, Roman. J. Chem. Educ. 2006, 83, 84.
Amino Acids |
Catalysis |
Esters |
Green Chemistry |
Separation Science |
Synthesis
Glycosyltransferases A and B: Four Critical Amino Acids Determine Blood Type  Natisha L. Rose, Monica M. Palcic, and Stephen V. Evans
Human A, B, and O blood type is determined by the presence or absence of distinct carbohydrate structures on red blood cells. In this review the chemistry of the blood group ABO system and the role of glycosyltransferase A, glycosyltransferase B, and the four amino acids critical to determining blood group status are discussed.
Rose, Natisha L.; Palcic, Monica M.; Evans, Stephen V. J. Chem. Educ. 2005, 82, 1846.
Carbohydrates |
Enzymes |
Kinetics |
Bioorganic Chemistry |
Crystals / Crystallography |
Molecular Biology |
X-ray Crystallography |
Amino Acids
Cotton Effect in Copper–Proline Complexes in the Visible Region  Victor Volkov and Rolf Pfister
This article suggests taking advantage of the visible dd electronic transition of Cu2+, which allows one to contrast the normal optical rotatory dispersion response of d- and l-proline in aqueous solution with the strong Cotton effect observed when these amino acids are complexed with a metal cation.
Volkov, Victor; Pfister, Rolf. J. Chem. Educ. 2005, 82, 1663.
Chirality / Optical Activity |
IR Spectroscopy |
Molecular Properties / Structure |
Spectroscopy |
Stereochemistry |
UV-Vis Spectroscopy |
Amino Acids |
Coordination Compounds |
Crystal Field / Ligand Field Theory
Amino Acid Complementarity: A Biochemical Exemplar of Stoichiometry for General and Health Sciences Chemistry  Ed Vitz
Calculations demonstrating amino acid complementarity are presented as an interesting application of stoichiometry. Food proteins are said to have complementary amino acids when the proteins combine to provide amino acids in the proper stoichiometric ratios to synthesize human protein. Implications for vegetarian diet, efficiency of food production, and diet adaptations in various cultures are explored briefly.
Vitz, Ed. J. Chem. Educ. 2005, 82, 1013.
Amino Acids |
Proteins / Peptides |
Stoichiometry |
Food Science
The Monosodium Glutamate Story: The Commercial Production of MSG and Other Amino Acids  Addison Ault
Examples of the industrial synthesis of pure amino acids are presented. The emphasis is on the synthesis of (S)-glutamic acid and, to a lesser extent, (S)-lysine and (R,S)-methionine. These amino acids account for about 90% of the total world production of amino acids.
Ault, Addison. J. Chem. Educ. 2004, 81, 347.
Amino Acids |
Biotechnology |
Chirality / Optical Activity |
Consumer Chemistry |
Enzymes |
Natural Products |
Stereochemistry |
Synthesis |
Food Science
Protein Design Using Unnatural Amino Acids  Basar Bilgiçer and Krishna Kumar
Using examples from the literature, this article describes the available methods for unnatural amino acid incorporation and highlights some recent applications including the design of hyperstable protein folds.
Bilgiçer, Basar; Kumar, Krishna. J. Chem. Educ. 2003, 80, 1275.
Amino Acids |
Bioorganic Chemistry |
Biotechnology |
Proteins / Peptides |
Synthesis |
Molecular Properties / Structure
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
The malonic ester synthesis in the undergraduate laboratory  Hoogenboom, Bernard E.; Ihrig, Phillip J.; Langsjoen, Arne N.; Linn, Carol J.; Mulder, Stephen D.
The versatile reactions of diethyl malonate represent an important lecture topic in introductory organic courses, but are only rarely performed in the lab because of several problems associated with performing these reactions. These authors present a lab the circumvents some of the typical problems.
Hoogenboom, Bernard E.; Ihrig, Phillip J.; Langsjoen, Arne N.; Linn, Carol J.; Mulder, Stephen D. J. Chem. Educ. 1991, 68, 689.
Aromatic Compounds |
Aldehydes / Ketones |
Amino Acids |
Heterocycles |
Amides
Oxidation of cysteine to cystine using hydrogen peroxide  Hill, John W.; Coy, Robert B.; Lewandowski, Peter E.
This synthesis has several advantages as an undergraduate laboratory exercise.
Hill, John W.; Coy, Robert B.; Lewandowski, Peter E. J. Chem. Educ. 1990, 67, 172.
Amino Acids |
Oxidation / Reduction
Microscale synthesis and analysis of a dipeptide  Blatchly, Richard A.; Allen, Timothy R.; Bergstrom, Dirk T.; Shinozaki, Yuji
The synthesis of a dipeptide from its component amino acids and its analysis by chiral-phase thin-layer chromatography.
Blatchly, Richard A.; Allen, Timothy R.; Bergstrom, Dirk T.; Shinozaki, Yuji J. Chem. Educ. 1989, 66, 965.
Microscale Lab |
Synthesis |
Proteins / Peptides |
Thin Layer Chromatography |
Amino Acids
A project lab for an advanced general chemistry course featuring the amino acid, glycine  Dudek, Emily P.
Synthesis of glycine, measurement of its nitrogen content by eudiometry, and the estimation of its Rf value as compared to other amino acids using paper chromatography.
Dudek, Emily P. J. Chem. Educ. 1987, 64, 899.
Amino Acids |
Synthesis
The enzymatic resolution of aromatic amino acids  Sheardy, Riehard; Liotta, L.; Steinhart, E.; Champion, R.; Rinker, J.; Planutis, M.; Salinkas, J.; Boyer, T.; Carcanague, D.
This article presents an experiment that can demonstrate as many principles of steroisomersim as possible and is also efficient in terms of time and preparation.
Sheardy, Riehard; Liotta, L.; Steinhart, E.; Champion, R.; Rinker, J.; Planutis, M.; Salinkas, J.; Boyer, T.; Carcanague, D. J. Chem. Educ. 1986, 63, 646.
Stereochemistry |
Chirality / Optical Activity |
Enantiomers |
Aromatic Compounds |
Amino Acids |
Enzymes
The synthesis of a dipeptide from its component amino acids: Protecting groups in the elementary organic laboratory  Young, Paul E.; Campbell, Andrew
A three-step procedure for synthesizing a dipeptide from its component amino acids.
Young, Paul E.; Campbell, Andrew J. Chem. Educ. 1982, 59, 701.
Synthesis |
Amino Acids |
Proteins / Peptides
Glutamic acid in pheromone synthesis: A useful chiral synthon  Smith, Leverett R.; Williams, Howard J.
Outlines synthetic routes for the formation of various pheromones from glutamic acid.
Smith, Leverett R.; Williams, Howard J. J. Chem. Educ. 1979, 56, 696.
Synthesis |
Chirality / Optical Activity |
Natural Products |
Stereochemistry |
Enantiomers |
Amino Acids
Non-covalent interactions: Key to biological flexibility and specificity  Frieden, Earl
Summarizes the types of non-covalent interactions found among biomolecules and how they facilitate the function of antibodies, hormones, and hemoglobin.
Frieden, Earl J. Chem. Educ. 1975, 52, 754.
Noncovalent Interactions |
Hydrogen Bonding |
Water / Water Chemistry |
Proteins / Peptides |
Amino Acids |
Molecular Properties / Structure |
Hormones
Questions [and] Answers  Campbell, J. A.
184-187. Four chemistry questions and their answers.
Campbell, J. A. J. Chem. Educ. 1975, 52, 327.
Enrichment / Review Materials |
Metabolism |
Gases |
Amino Acids