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One century after Fischer: better tools for teaching the stereochemistry of carbohydrates
Affiliation:1. Advanced Clinical Research Center, Institute of Neurological Disorders, Shin-Yurigaoka General Hospital, Kawasaki, Kanagawa, Japan;2. Department of Biological Regulation School of Health Science, Faculty of Medicine, Tottori University, Yonago, Tottori, Japan;3. Department of Pediatrics, Tokyo Women''s Medical University, Tokyo, Japan;4. Core Research Facilities for Basic Science, The Jikei University School of Medicine, Tokyo, Japan;5. Division of Medical Genetics, Kanagawa Children''s Medical Center, Yokohama, Kanagawa, Japan;6. Department of Genetic Counselling, Natural Science Division, Faculty of Core Research, Ochanomizu University, Tokyo, Japan;7. Department of Gene Therapy, Institute for DNA Medicine, The Jikei University School of Medicine, Tokyo, Japan;1. Department of Statistics and Actuarial Science, University of Waterloo, Canada;2. Department of Finance, The Chinese University of Hong Kong, Hong Kong, China
Abstract:The consideration of some of the earliest structural topics has been produced in a general book of Biochemistry. Fischer's convention about stereoisomers is well explained for glyceraldehyde. The convention is also assumed for other sugars with more than one asymetric carbon. The fact that ‘the horizontal bonds extend forward from the plane of the paper and the vertical bonds extend to the rear’ is a difficult concept for two-dimensional representation. In our experience, the visualization of sugars generated by computer programs of molecular modelling helps students to understand the absolute configuration of the sugar and Fischer's convention for bidimensional projections. In addition, it allows discussion about the possibilities for sugar cyclation. In this report, we encourage textbook authors to introduce sugar structures generated by computer.
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