Linalool is one of the most important tea aroma components with high content, and it has two optical isomers, namely 3R-(-)-Linalool and 3S-(+)-Linalool, both show entirely different aroma qualities. In this study, a method using chiral chromatographic column and based on headspace solid-phase micro-extraction (HS-SPME) was developed to analyze 3R-(-)-Linalool and 3S-(+)-Linalool in green tea and black tea samples. Results showed that 3R-(-)-Linalool and 3S-(+)-Linalool isomers were existed in green and black tea. The ratio of the relative content of 3S-(+)-Linalool to that of 3R-(-)-Linalool in green tea ranged from 2.07 to 14.05, with an average ratio of the relative content of 5.21, while, the ratio varied greatly in steamed green tea, roasted green tea and baking green tea. The ratio of the relative content of 3S-(+)-Linalool and 3R-(-)-Linalool were the highest in baking green tea (8.05), with the lowest in steamed green tea (2.72), and 4.78 in roasted green tea. The ratio of the relative content of 3S-(+)-Linalool to that of 3R-(-)-Linalool in black tea ranged from 0.65 to 0.82, with an average ratio of the relative content of 0.74. The ratio of the two optical isomers during the processing of green and black tea was analyzed as well, with the highest found following de-enzyme stage during the processing of green tea and following 2 h fermentation of black tea (5.78 and 1.59 respectively). Fresh leaves of 12 tea cultivars were also analyzed. Moreover, it varied greatly in different tea cultivars.
YANG Ting
,
ZHU Yin
,
LYU Haipeng
,
MA Chengying
,
ZHANG Yue
,
SHI Jiang
,
LIU Shuang
,
LIN Zhi
. Analysis of Optical Isomers of Linalool in Tea Aromatic Components[J]. Journal of Tea Science, 2015
, 35(2)
: 137
-144
.
DOI: 10.13305/j.cnki.jts.2015.02.005
[1] 宛晓春. 茶叶生物化学[M]. 北京: 中国农业出版社, 2003: 49.
[2] 游小清, 王华夫, 杨亚军. 茶叶中芳樟醇香叶醇及其配糖体的研究进展[J]. 中国茶叶, 1994, 16(6): 5.
[3] 汪厚银, 李志, 张剑, 等. 基于气质联用/气相色谱-嗅觉测定技术的西湖龙井茶特征香气成分分析[J]. 食品科学, 2012, 33(8): 248-251.
[4] 苗爱清, 吕海鹏, 孙世利, 等. 乌龙茶香气的HS-SPME-GC-MS/GC-O研究[J]. 茶叶科学, 2010, 30(增刊1): 583-587.
[5] Lv H P, Zhong Q S, Lin Z, et al. Aroma characterisation of Pu-erh tea using headspace-solid phase microextraction combined with GC/MS and GC-Olfactometry[J]. Food Chemistry, 2012, 130(4): 1074-1081.
[6] Luisa S, Paola D, Ivana B, et al. Headspace-solid phase microextraction coupled to gas chromatography-combustion-isotope ratio mass spectrometer and to enantioselective gas chromatography for strawberry flavoured food quality control[J]. Journal of Chromatography A, 2011, 1218(42): 7481-7486.
[7] Moreno FD, Blanch GP, Flores G, et al. Development of a method based on on-line reversed phase liquid chromatography and gas chromatography coupled by means of an adsorption-desorption interface for the analysis of selected chiral volatile compounds in methyl jasmonate treated strawberries[J]. Journal of Chromatography A, 2010, 1217(7): 1083-1088.
[8] Cecilia C, Carlo B, Chiara C, et al. Fast headspace- enantioselective GC-mass spectrometric-multivariate statistical method for routine authentication of flavoured fruit foods[J]. Food Chemistry, 2012, 132(2): 1071-1079.
[9] Deepa B, Chandan S C, Mahendra R, et al. Variability in essential oil and bioactive chiral monoterpenoid compositions of Indian oregano (Origanum vulgare L.) populations from northwestern Himalaya and their chemotaxonomy[J]. Industrial Crops and Products, 2009, 30(3): 422-426.
[10] Bonnländer B, Cappuccio R, Liverani F S, et al. Analysis of enantiomeric linalool ratio in green and roasted coffee[J]. Flavour and fragrance journal, 2006, 21(4): 637-641.
[11] Ohloff G, Klein E.Die absolute Konfiguration des Linalools durch Verknüpfung mit dem Pinansystem[J]. Tetrahedron, 1962, 18(1): 37-42.
[12] Padrayuttawat A, Yoshizawa T, Tamura H, et al. Optical Isomers and Odor Thresholds of Volatile Constituents in Citrus sudachi[J]. Food Science and Technology International, 1997, 3(4): 402-408.
[13] Carmen B, Gema F, Marta H.Stereodifferentiation of some chiral aroma compounds in wine using solid phase microextraction and multidimensional gas chromatography[J]. Food Chemistry, 2010, 123(3): 846-851.
[14] Bernreuther A, Schreierc P.Multidimensional gas chromatography/mass spectrometry: a powerful tool for the direct chiral evaluation of aroma compounds in plant tissues. II. Linalool in essential oils and fruits[J]. Phytochemical Analysis, 1991, 2(4): 167-170.
[15] Weckerle B, Toth G, Schreier P.Linalool disaccharides as flavour precursors from green coffee beans (Coffea arabica)[J]. European Food Research and Technology, 2003, 216(1): 6-10.
[16] Ma S J, Mizutani M, Hiratake J, et al. Substrate specificity of β-primeverosidase, a key enzyme in aroma formation during oolong tea and black tea manufacturing[J]. Bioscience, biotechnology, and biochemistry, 2001, 65(12): 2719-2729.
[17] Steinhaus M, Fritsch H T, Schieberle P.Quantitation of (R)-and (S)-linalool in beer using solid phase microextraction (SPME) in combination with a stable isotope dilution assay (SIDA)[J]. Journal of agricultural and food chemistry, 2003, 51(24): 7100-7105.
[18] Kaltner D.Investigations on the formation of hoppy aroma and technological parameters for the production of hop-aromatic beers
(in German) [D]. Muenchen: Technische Universitaet München, 2000.