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Functional Groups in Biochemistry: Tailored Chemistry in Biological Contexts includes detailed mechanisms of reactions, focusing on functional groups and their chemical/biochemical properties that determine the biological functions of macromolecules, a connection often overlooked or under-emphasized in standard textbooks. The book provides a deeper understanding of the governing principles of biochemical reactions, as well as how key chemical and biochemical reactions are thought to occur at the atomic/molecular level. With an emphasis on common themes that govern biochemical reactivity, this book fills the gap between organic/bioorganic chemistry and biochemistry texts.
List of contents
Introduction and General Principles
1
(a) Hydroxyl R-OH
(b) Thiol R-SH
2
(a) Ether R
1-O-R
2(b) Thioether R
1-S-R
23
(a) Disulfide R
1-S-S-R
2(b) Peroxide R-O-O-H
R
1-O-O-R
24
(a) Carboxyl R-COOH
(b) Carboxyester R
1-C(=O)-OR
2(c) Imidate R
1-C(=NH)-OR
2(d) Thioester R
1-C(=O)-SR
2(e) Phosphoester R
1-O-PO
3H
2R
1-O-P(O
2H)-R
2R
1-O-P(O)(OR
2)(OR
3)
(f) Sulfoester R
1-O-SO
2OH
R
1-O-SO
2-O-R
25
(a) Aldehyde R-CHO
(b) Carbonyl R
1-C(=O)-R
2(c) Imine R-CH(=NH)
R
1-C(=NH)-R
26
(a) Ketoacid R-C(=O)-COOH
(b) Ketoacid R-C(=O)-CH
2-COOH
R1-C(=O)-CHR
2-COOH
R1-C(=O)-CR
2R
3-COOH
7
(a) Amine R
1R
2NH
R
1R
2R
3N
R
1R
2R
3R
4N
+(b) Amide R-C(=O)-NH
2R1-C(=O)-NHR
2R1-C(=O)-NR
1R
2(c) Amidine R1-C(=NH)-NH
28
(a) Phosphoanhydride R-O-P(O)(OH)-O-P(O)(OH)
2R
1-O-P(O)(OH)-O-P(O)(OH)-OR
2(b) Mixed Anhydride R-C(=O)-O-P(=O)O
2H
2R
1-C(=O)-O-P(=O)(OR
2)(OH)
9
(a) Hemiacetal R
1-O-CHR
2-OH
(b) Acetal R
1-O-CHR
2-OR
3(c) Hemiketal R
1-O-CR
2R
3-OH
(d) Ketal R
1-O-CR
2R
3-OR
4Concluding Remarks
References
About the author
Professor Serianni’s scientific research interests include methods development for site-specific isotopic labeling of carbohydrates and their derivatives, synthesis and conformational studies of simple and complex carbohydrates related to the N-glycans of human glycoproteins by nuclear magnetic resonance (NMR) spectroscopy, crystallography and other biophysical techniques, applications of molecular orbital theory and molecular dynamics to aid in the interpretation of NMR parameters in saccharides, and structure-function studies of non-enzymic protein glycation and chemical evolution. Professor Serianni has co-authored over 160 peer-reviewed research papers, and has been a recipient of the Horace S. Isbell Award (1988) from the Division of Carbohydrate Chemistry, American Chemical Society, and the Melville L. Wolfrom Award from the Division of Carbohydrate Chemistry, American Chemical Society (2006). He has also received the John Boezi Memorial Alumnus Award from Michigan State University (2001) and the Distinguished Alumnus Award from Albright College (1996). Prof. Serianni is an elected fellow of the American Association for the Advancement of Science (2010), a fellow of the American Chemical Society (2012), and a fellow of the Royal Society of Chemistry (2012). Prof. Serianni has served on multiple NIH and NSF grant review panels, and has served as an editor of Carbohydrate Research (an international journal in carbohydrate chemistry). He has taught multiple courses at the undergraduate and graduate levels ranging from advanced NMR spectroscopy to principles of sustainability.
Professor Serianni co-founded Omicron Biochemicals, Inc. in 1982, a biotech company specializing in the synthesis of stable isotopically labeled carbohydrates, nucleosides and their derivatives. Omicron supplies >1000 non-GMP and cGMP products. The company has served as a critical resource for researchers in the glycoscience field.
