200
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Rapid Determination of Humulones and Isohumulones in Beers Using MISER LC-MS Analysis

, , &

Literature Cited

  • American Society of Brewing Chemists. Methods of Analysis, 14th ed. Beer-23 Beer bitterness; Hops-14 α-Acids and β-acids in hops and hop extracts by HPLC. American Society of Brewing Chemists, Saint Paul, MN.
  • Araki, S., Takashio, M., and Shinotsuka, K. A new parameter for determination of the extent of staling in beer. J. Am. Soc. Brew. Chem. 60:26–30, 2002.
  • Barth-Haas Group. The Barth Report: Hops 2015/2016. www.barthhaasgroup.com/images/mediacenter/press_release/pdfs/692/barthreport2015–2016en.pdf
  • Bellomo, A., Celebi-Olcum, N., Bu, X., Rivera, N., Ruck, R. T., Welch, C. J., Houk, K. N., and Dreher, S. D. Rapid catalyst identification for the synthesis of the pyrimidinone core of HIV integrase inhibitors. Angew. Chem., Int. Ed. 51:6912–6915, 2012.
  • Briggs, D. E., Boulton, C. A., Brookes, P. A., and Stevens, R. Brewing Science and Practice. Woodhead Publishing, Cambridge, U.K., pp. 243–321, 2004.
  • Bu, X., Regalado, E. L., Hamilton, S. E., and Welch, C. J. The emergence of low-cost compact MS chromatographic detectors for chemical analysis. Trends Anal. Chem. 82:22–34, 2016.
  • Buitrago Santanilla, A., Regalado, E. L., Pereira, T., Shevlin, M., Bateman, K., Campeau, L.-C., Schneeweis, J., Berritt, S., Shi, Z.-C., Nantermet, P., Liu, Y., Helmy, R., Welch, C. J., Vachal, P., Davies, I. W., Cernak, T., and Dreher, S. D. Nanomole-scale high-throughput chemistry for the synthesis of complex molecules. Science 347:49–53, 2015.
  • Ceslova, L., Holcapek, M., Fidler, M., Drstickova, J., and Lisa, M. Characterization of prenylflavonoids and hop bitter acids in various classes of Czech beers and hop extracts using high-performance liquid chromatography-mass spectroscopy. J. Chromatogr. A 1216: 7249–7257, 2009.
  • Heidorn, M. Fast determination of iso-α-acids in untreated beer samples with specific separation into cis- and trans- isomers. J. Am. Soc. Brew. Chem. 71:109–113, 2013.
  • Hieronymous, S. Hops: A hundred year trend reversed, 2016. http://appellationbeer.com/blog/hops-a-hundred-year-trend-reversed
  • Intelmann, D., Haseleu, G., Dunkel, A., Lagemann, A., Stephan, A., and Hofmann, T. Comprehensive sensomics analysis of hop-derived bitter compounds during storage of beer. J. Agric. Food Chem. 59: 1939–1953, 2011.
  • Intelmann, D., Haseleu, G., and Hofmann, T. LC-MS/MS quantitation of hop-derived bitter compounds in beer using the ECHO technique. J. Agric. Food Chem. 57:1172–1182, 2009.
  • Intelmann, D., and Hofmann, T. On the autoxidation of bitter-tasing iso-α-acids in beer. J. Agric. Food Chem. 58:5059–5067, 2010.
  • Koesdjojo, M. T., Pengpumkiat, S., Wu, Y., Boonloed, A., Huynh, D., Remcho, T. P., and Remcho, V. T. Cost effective paper-based colorimetric microfluidic devices and mobile phone camera readers for the classroom. J. Chem. Educ. 92:737–741, 2015.
  • Martinez, A. W., Phillips, S. T., Whitesides, G. M., and Carrilho, E. Diagnostics for the developing world: Microfluidic paper-based analytical devices. Anal. Chem. 82:3–10, 2010.
  • Peacock, V. The International Bitterness Unit, its creation and what it measures. In: Hop Flavor and Aroma: Proceedings of the 1st International Brewers Symposium. T. H. Shellhammer, ed. ASBC/MBAA, Saint Paul, MN, pp. 157–166, 2009.
  • Pulliam, C. J., Bain, R. M., Wiley, J. S., Ouyang, Z., and Cooks, R. G. Mass spectrometry in the home and garden. J. Am. Soc. Mass Spectrom. 26:224–230, 2015.
  • Regalado, E. L., Kozlowski, M. C., Curto, J. M., Ritter, T., Campbell, M. G., Mazzotti, A. R., Hamper, B. C., Spilling, C. D., Mannino, M. P., Wan, L., Yu, J. Q., Liu, J., and Welch, C. J. Support of academic synthetic chemistry using platform chromatography tools from the pharmaceutical industry. Org. Biomol. Chem. 12:2161–2166, 2014.
  • Schönberger, C. Bitter is better: A review on the knowledge about bitterness in beer. Monatsschr. Brauwiss. 59:56–66, 2006.
  • Schönberger, C., and Kostelecky, T. 125th Anniversary Review: The role of hops in brewing. J. Inst. Brew. 117:259–267, 2011.
  • Sharma, S., Tolley, L. T., Tolley, H. D., Plistil, A., Stearns, S. D., and Lee, M. L. Hand-portable liquid chromatographic instrumentation. J. Chromatogr. A. 1421:38–47, 2015.
  • Ting, P. L., Kay, S., and Ryder, D. Separation and identification of stereoisomers of isomerized α-acid derivatives by HPLC/DAD and electrospray HPLC/MS. J. Am. Soc. Brew. Chem. 65:9–14, 2007.
  • Urban, J., Dahlberg, C. J., Carroll, B. J., and Kaminsky, W. Absolute configuration of beer's bitter compounds. Angew. Chem. Int. Ed. 52: 1553–1555, 2013.
  • Vanhoenacker, G., De Keukeleire, D., and Sandra, P. Analysis of iso- α-acids and reduced iso-α-acids in beer by direct injection and liquid chromatography with ultraviolet absorbance detection or with mass spectroscopy. J. Chromatogr. A 1035:53–61, 2004.
  • Welch, C. J., Gong, X., Schafer, W., Pratt, E. C., Brkovic, T., Pirzada, Z., Cuff, J. F., and Kosjek, B. MISER chromatography (multiple injections in a single experimental run) : The chromatogram is the graph. Tetrahedron: Asymmetry 21:1674–1681, 2010.
  • Welch, C. J., Nowak, T., Joyce, L. A., and Regalado, E. L. Cocktail chromatography: Enabling the migration of HPLC to nonlaboratory environments. ACS Sustainable Chem. Eng. 3:1000–1009, 2015.
  • Welch, C. J., Regalado, E. L., Kraml, C., Welch, E. C., Welch, M. J., Semmelhack, H., Almstead, D., Kress, A. S., Hidalgo, N. A., and Kress, M. H. MISER LC-MS analysis of teas, soft drinks and energy drinks. LCGC North America 33:262–269, 2015.
  • Welch, C. J., Regalado, E. L., Welch, E. C., Eckert, I. M. K., and Kraml, C. Evaluation of capsaicin in chili peppers and hot sauces by MISER HPLC-MS. Anal. Methods. 6:857–862, 2014.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.