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Journal Articles: 12 results
Synthesis of Anomeric Methyl Fructofuranosides and Their Separation on an Ion-exchange Resin  Erkki Nurminen, Päivi Poijärvi, Katja Koskua, and Jari Hovinen
Treatment of d-fructose with methanol in the presence of acid as a catalyst gives a mixture of methyl--d-fructopyranoside, methyl-a-D-fructofuranoside, and methyl--d- fructofuranoside, which are separated on an ion exchange column and characterized polarimetrically.
Nurminen, Erkki; Poijärvi, Päivi; Koskua, Katja; Hovinen, Jari. J. Chem. Educ. 2007, 84, 1480.
Carbocations |
Chirality / Optical Activity |
Chromatography |
Ion Exchange |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography |
Carbohydrates
Use of Optical Rotation and NMR Signal Counting To Identify Common Aldoses  John Almy
An inexpensive, small scale experiment for second semester organic students describes the unambiguous identification of a common aldose "unknown" from five possible candidates: glucose, mannose, galactose, arabinose, or xylose
Almy, John. J. Chem. Educ. 2004, 81, 708.
NMR Spectroscopy |
Carbohydrates |
Microscale Lab |
Molecular Properties / Structure |
Stereochemistry
A New Method To Convert the Fischer Projection of Monosaccharide to the Haworth Projection  Qing-zhi Zhang and Shen-song Zhang
The D,L-configuration of a sugar in Haworth projection can be directly determined by designating the R,S-configuration of the highest-numbered asymmetric carbon; that is, the most distant carbon from the anomeric carbon. The R-configuration at this carbon corresponds to the D-family, and S- to the L-family.
Zhang, Qing-zhi; Zhang, Shen-song. J. Chem. Educ. 1999, 76, 799.
Carbohydrates |
Stereochemistry |
Molecular Properties / Structure |
Molecular Modeling
Inclass interactive worksheets for organic chemistry  Ostercamp, Daryl L.
The author has designed two in-class worksheets for use near the end of a two semester organic chemistry course, one dealing with mono- and disaccharides and the second dealing with alpha-amino acids and dipeptides.
Ostercamp, Daryl L. J. Chem. Educ. 1992, 69, 318.
Carbohydrates |
Amino Acids |
Proteins / Peptides
NMR and the structure of D-glucose  Gurst, Jerome E.
A discussion of typical organic chemistry textbook treatment of NMR evidence of glucose structure.
Gurst, Jerome E. J. Chem. Educ. 1991, 68, 1003.
Carbohydrates |
NMR Spectroscopy
Binary representation in carbohydrate nomenclature  McGinn, Clifford J.; Wheatley, William B.
A binary notation is used to indicate the structure of carbohydrates.
McGinn, Clifford J.; Wheatley, William B. J. Chem. Educ. 1990, 67, 747.
Carbohydrates |
Nomenclature / Units / Symbols |
Stereochemistry
A mnemonic scheme for interconverting Fischer projections of open-chain monosaccharides and Haworth projections of corresponding alpha- and beta-anomeric forms  Mitschele, Jonathan
Rules that make it easy for students to recognize alpha- and beta-anomers and the D and L forms of monosaccharides in their Hawthorn projections.
Mitschele, Jonathan J. Chem. Educ. 1990, 67, 553.
Carbohydrates |
Molecular Properties / Structure |
Stereochemistry
Carbohydrate stereochemistry  Shallenberger, Robert S.; Wienen, Wanda J.
A progress in the development of general stereochemical principles has been significantly influenced by studies that led to determination of the crystalline and solution structures of sugars, the subject of carbohydrate chemistry is developed here in historical fashion.
Shallenberger, Robert S.; Wienen, Wanda J. J. Chem. Educ. 1989, 66, 67.
Carbohydrates |
Stereochemistry
A laboratory exercise in the determination of carbohydrate structures  White, Bernard J.; Robyt, John F.
A laboratory exercise in the determination of carbohydrate structures that introduces students to important aspects of science, such as designing experiments, making observations, and testing hypotheses.
White, Bernard J.; Robyt, John F. J. Chem. Educ. 1988, 65, 164.
Carbohydrates
Simple rule for the conversion of Fischer monosaccharide projection formulas into Haworth representations  Argiles, J. M.
Many students struggle with memorizing Haworth structures, the authors provide some insight on this topic to help students.
Argiles, J. M. J. Chem. Educ. 1986, 63, 927.
Molecular Properties / Structure |
Enantiomers |
Chirality / Optical Activity |
Carbohydrates |
Molecular Modeling
a[alpha]- and [bet]a-D-glucose pentaacetate. An experiment in structure assignment using NMR  Pearson, Wesley A.; Spessard, Gary O.
The synthesis and structural determination of alpha- and beta-D-glucose pentaacetate.
Pearson, Wesley A.; Spessard, Gary O. J. Chem. Educ. 1975, 52, 814.
NMR Spectroscopy |
Carbohydrates |
Synthesis
Some difficulties and common errors related to the designation of sugar configurations  Abernethy, John Leo
Examines some difficulties and common errors related to the designation of sugar configurations.
Abernethy, John Leo J. Chem. Educ. 1956, 33, 88.
Carbohydrates |
Nomenclature / Units / Symbols |
Molecular Properties / Structure |
Stereochemistry |
Chirality / Optical Activity |
Enantiomers