Journal of Agricultural and Food Chemistry
Article
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10) Buttery, R. G.; Ling, L. C.; Juliano, B. O.; Turnbaugh, J. G.
AUTHOR INFORMATION
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*
5
Cooked rice aroma and 2-acetyl-1-pyrroline. J. Agric. Food Chem.
525 784. Fax: +49-345-5527 341.
1
983, 31, 823−826.
(11) De Kimpe, N.; Keppens, M. Novel syntheses of the major flavor
components of bread and cooked rice. J. Agric. Food Chem. 1996, 44,
1
(
515−1519.
ORCID
12) Hofmann, T.; Schieberle, P. New and convenient syntheses of
Notes
the important roasty, popcorn-like smelling food aroma compounds
2-acetyl-1-pyrroline and 2-acetyltetrahydropyridine from their corre-
sponding cyclic α-amino acids. J. Agric. Food Chem. 1998, 46, 616−
6
(
19.
The authors declare no competing financial interest.
13) Harrison, T. J.; Dake, G. R. An expeditious, high-yielding
construction of the food aroma compounds 6-acetyl-1,2,3,4-
tetrahydropyridine and 2-acetyl-1-pyrroline. J. Org. Chem. 2005, 70,
ACKNOWLEDGMENTS
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0872−10874.
We would like to thank Dr. D. Stro
̈
hl from the Institute of
(
14) Grimm, C. C.; Champagne, E. T.; Lloyd, S. W.; Easson, M.;
Organic Chemistry, Martin-Luther-University Halle-Witten-
berg, Halle/Saale, Germany, for recording NMR spectra and
Dr. A. Frolov from the Leibniz Institute of Plant Biochemistry,
Halle/Saale, Germany, for performing accurate-mass determi-
nation.
Condon, B.; McClung, A. Analysis of 2-acetyl-1-pyrroline in rice by
HSSE-GC-MS. Cereal Chem. 2011, 88, 271−277.
(15) Deblander, J.; van Aeken, S.; Adams, A.; De Kimpe, N.;
Abbaspour Tehrani, K. New short and general synthesis of three key
Maillard flavour compounds: 2-acetyl-1-pyrroline, 6-acetyl-1,2,3,4-
tetrahydropyridine and 5-acetyl-2,3-dihydro-4H-1,4-thiazine. Food
Chem. 2015, 168, 327−331.
ABBREVIATIONS USED
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(16) Majumdar, S.; De, J.; Chakraborty, A.; Maiti, D. K. General
solvent-free highly selective N-tert-butyloxycarbonylation strategy
using protic ionic liquid as an efficient catalyst. RSC Adv. 2014, 4,
2
-AP, 2-acetyl-1-pyrroline; 2-APQ, 2-acetyl-1-pyrroline qui-
noxaline; HS, headspace; LOD, limit of detection; LOQ, limit
of quantitation; MGO, methylglyoxal; OPD, o-phenylenedi-
amine; RSD, relative standard deviation; SIDA, stable-isotope-
dilution analysis; S/N, signal-to-noise ratio; SPME, solid-phase
microextraction
2
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4544−24550.
17) Nahm, S.; Weinreb, S. M. N-Methoxy-N-methylamides as
effective acylating agents. Tetrahedron Lett. 1981, 22, 3815−3818.
18) Fang, M.-C.; Cadwallader, K. R. Stabilization of the potent
(
odorant 2-acetyl-1-pyrroline and structural analogues by complexation
with zinc halides. J. Agric. Food Chem. 2014, 62, 8808−8813.
(19) De Kimpe, N. G.; Stevens, C. V.; Keppens, M. A. Synthesis of
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