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Optimal Synthesis of Substituted and Branched Pyrazines via Reaction of Alpha Hydroxy Ketones with Selected Nitrogen Sources Cover

Optimal Synthesis of Substituted and Branched Pyrazines via Reaction of Alpha Hydroxy Ketones with Selected Nitrogen Sources

Open Access
|Aug 2019

References

  1. 1. Shibamoto, T. and R.A. Bernhard: Investigation of Pyrazine Formation Pathways in Sugar-Ammonia Model System; J. Agric. Food Chem. 25 (1977) 609–614. DOI: 10.1021/jf60211a05510.1021/jf60211a055
  2. 2. Shibamoto, T. and R.A. Bernhard: Effect of Time, Temperature, and Reactant Ratio on Pyrazine Formation in Model System; J. Agric. Food Chem. 24 (1976) 847–852. DOI: 10.1021/jf60206a04510.1021/jf60206a045
  3. 3. Coleman III, W.M. and T.J. Steichen: Sugar and Selected Amino Acids Influence on the Structure of Pyrazines in Microwave Heat-Treated Formulations; J. Sci. Food Agric. 86 (2006) 380–291. DOI: 10.1002/jsfa.236310.1002/jsfa.2363
  4. 4. Coleman III, W.M.: On the Synthesis and Characteristics of Aqueous Formulations Rich in Pyrazines; in Flavor, Fragrance, and Odor Analysis, edited by R. Marsili, CRC Press, Boca Raton, FL, USA, 2012 pp. 135–181.10.1201/b11446-8
  5. 5. Newell, J.A., M. E. Mason, and R.S. Matlok: Precursors of Typical and Atypical Roasted Peanut Flavor; J. Agric. Food Chem. 15 (1967) 767–772. DOI: 10.1021/jf60153a01010.1021/jf60153a010
  6. 6. Ara, K.M., L.T. Taylor, M. Ashraf-Khorassani, and W.M. Coleman III: Alkyl Pyrazine Synthesis via an Open Heated Bath with Variable Sugars, Ammonia, and Amino Acids; J. Sci. Food Agric. 97 (2017) 2263–2276. DOI: 10.1002/jsfa.803910.1002/jsfa.803927629531
  7. 7. Ara, K.M., L.T. Taylor, and W.M. Coleman III: Conversion of Tobacco Biomass to Flavor Components by Means of Microwave and Parr Reactors; Beitr. Tabakforsch. Int. 27 (2017) 102–112. DOI: 10.1515/cttr-2017-001110.1515/cttr-2017-0011
  8. 8. Fors, S.M. and B.K. Olofsson: Alkylpyrazines, Volatiles from the Maillard Reaction: II. Sensory Properties of Five Alkylpyrazines; Chem. Senses 11 (1986) 65–77. DOI: 10.1093/chemse/11.1.6510.1093/chemse/11.1.65
  9. 9. Fors, S.M.: Sensory Properties of Volatile Maillard Reaction Products and Related Compounds; in The Maillard Reaction in Foods and Nutrition, edited by G.R. Waller and M.S. Feather, ACS Symposium Series, Washington, DC, USA, Volume 215, pp. 185–286. DOI: 10.1021/bk-1983-0215.ch01210.1021/bk-1983-0215.ch012
  10. 10. Coleman III, W.M. and S.N. Lawson: An Automated Solid-Phase Microextraction-Gas Chromatography-Mass Selective Detection Approach for the Determination of Sugar-Amino Acid Reaction Mechanisms; J. Chromatogr. Sci. 37 (1999) 383–387.10.1093/chrsci/37.10.383
  11. 11. Pawliszyn, J. and W.M. Coleman III: SPME-GC-MS Detection Analysis of Maillard Reaction Products; in Application of Solid Phase Microextraction, edited by J. Pawliszyn, RSC Chromatography Monographs, The Royal Society of Chemistry, Cambridge, UK, 1999, Chapter 43, pp. 585–608. DOI: 10.1039/9781847550149-0058510.1039/9781847550149-00585
  12. 12. Coleman III, W.M.: Method of Providing Flavorful and Aromatic Compounds in Absence of Reducing Sugars; US Patent 6,325,860 B1, December 4, 2001; available at: https://patentimages.storage.googleapis.com/7e/5c/31/768337d5b7e79d/US6325860.pdf (accessed July 2019).
  13. 13. Coleman III, W.M.: Synthesis of Materials Rich in Pyrazines Employing no Sugar; J. Sci. Food Agric. 80 (2000) 1262–1270. DOI: 10.1002/1097-0010(200006)80:8%3C1262::AID-JSFA634%3E3.0.CO;2-T10.1002/1097-0010(200006)80:8%3C1262::AID-JSFA634%3E3.0.CO;2-
  14. 14. Ashraf-Khorassani, M., W.M. Coleman III, M.F. Dube, and L.T. Taylor: Isolation of Free Amino Acids via Enzymatic Hydrolysis of Tobacco-Derived F1 Protein; Beitr. Tabakforsch. Int. 28 (2018) 103–111. DOI: 10.2478/cttr-2018-001110.2478/cttr-2018-0011
  15. 15. Ashraf-Khorassani, M., W.M. Coleman III, M.F. Dube, and L.T. Taylor: Isolation and Purification of Pyrazines Produced by Reaction of Cellulosic-Derived Sugars with NH4OH and Selected Amino Acids; Submitted J. Chromatogr. Sci. for Publication, 2019.10.1093/chromsci/bmz059
  16. 16. Coleman III, W.M. and A.R. Gerardi: Method of Preparing Flavorful and Aromatic Compounds; US Patent Application 2010037903 A1, February 18, 2010, available at: https://patents.justia.com/patent/20100037903 (accessed July 2019).
Language: English
Page range: 267 - 277
Submitted on: Jun 29, 2018
Accepted on: Jul 2, 2019
Published on: Aug 30, 2019
Published by: Institut für Tabakforschung GmbH
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year

© 2019 Mehdi Ashraf-Khorassani, William M. Coleman, Michael F. Dube, Larry T. Taylor, published by Institut für Tabakforschung GmbH
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.