The study of oligosaccharides in loquat honey during maturation by gas chromatography-mass spectrometry

  • WANG Yuhan ,
  • WANG Xinran ,
  • JI Ting ,
  • LU Chaoli ,
  • WU Dianjun ,
  • SHI Fengfeng ,
  • ZHOU Jinhui
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  • 1(Institute of Apicultural Research, Chinese Academy of Agricultural Sciences, Beijing 100093, China)
    2(College of Animal Science and Technology, Yangzhou University, Yangzhou 225000, China)
    3(Rural Social Undertakings Promotion Station of Zhaoping County, Hezhou 546800, China)
    4(Laboratory of Risk Assessment for Quality and Safety of Bee Products, Ministry of Agriculture and Rural Affairs, Beijing 100093, China)
    5(Key Laboratory of Bee Products for Quality and Safety Control, Ministry of Agriculture and Rural Affairs, Beijing 100093, China)

Received date: 2021-08-12

  Revised date: 2021-10-27

  Online published: 2022-10-17

Abstract

A method was developed for the simultaneous determination of 17 oligosaccharides in loquat honey by GC-MS. Phenyl-β-D-glucopyranoside was used as an internal standard to quantify the occurrence of oligosaccharides in loquat honey. The oligosaccharides of loquat honey were extracted by 80% ethanol and then followed by two-step derivatization which including oximation with hydroxylamine hydrochloride and silylation with hexamethyldisilazane. The oligosaccharide derivatives were analyzed by GC-MS and phenyl-β-D-glucopyranoside was used as a surrogate to validate the developed method. The results showed that the method was accurate and precise, and suitably analyzed oligosaccharides and dynamics of rules in the maturation process of loquat honey. The results showed that six and eleven kinds of oligosaccharides could be detected in loquat nectar and loquat honey, respectively. Sucrose content was the highest both in loquat nectar and loquat honey. Expect sucrose, the content of 1-kestose was the highest in loquat nectar (dry weight 0.80 g/100g); the content of erlose was the highest in loquat honey (dry weight 6.84 g/100g). As the maturing of loquat honey, the content of sucrose in the loquat honey dry weight continuously decreased and reached the lowest level at 14 d of brewing, while there was no significant difference between the contents of 14 d and 15 d. The content of other disaccharides also showed an increasing trend. Thereinto, maltose and nigerose had the highest content at 15 d of brewing; and other disaccharides (turanose, isomaltose, isomaltulose and α,β-trehalose) had the highest content at 14 d of brewing. The contents of trisaccharides fluctuated and erlose reached the highest at 15 d of brewing. This study provides a reference for the reasonable harvest time of loquat honey and identifying matured loquat honey.

Cite this article

WANG Yuhan , WANG Xinran , JI Ting , LU Chaoli , WU Dianjun , SHI Fengfeng , ZHOU Jinhui . The study of oligosaccharides in loquat honey during maturation by gas chromatography-mass spectrometry[J]. Food and Fermentation Industries, 2022 , 48(18) : 235 -243 . DOI: 10.13995/j.cnki.11-1802/ts.028996

References

[1] 章彬佳, 程春生, 胡福良.蜂蜜中几种常见酶的研究进展[J].蜜蜂杂志, 2007, 27(6):11-13.
ZHANG B J, CHENG C S, HU F L.Research progress of several common enzymes in honey[J].Journal of Bee, 2007, 27(6):11-13.
[2] 龚蜜.枇杷蜜[J].蜜蜂杂志, 1993, 13(3):6-7.
GONG M.Loquat honey[J].Journal of Bee, 1993, 13(3):6-7.
[3] 邹月, 黄金凤, 魏琴.功能性低聚糖的研究进展及应用现状[J].中国调味品, 2021, 46(2):180-185;195.
ZOU Y, HUANG J F, WEI Q.Research progress and application status of functional oligosaccharides[J].China Condiment, 2021, 46(2):180-185;195.
[4] MAO B Y, LI D Y, ZHAO J X, et al.Metagenomic insights into the effects of fructo-oligosaccharides (FOS) on the composition of fecal microbiota in mice[J].Journal of Agricultural and Food Chemistry, 2015, 63(3):856-863.
[5] ZHAO S, PENG X, ZHOU Q Y, et al.Bacillus coagulans 13002 and fructo-oligosaccharides improve the immunity of mice with immunosuppression induced by cyclophosphamide through modulating intestinal-derived and fecal microbiota[J].Food Research International(Otuuawa,Ont.), 2021, 140:109793.
[6] 迟韵阳. 蜂蜜成熟过程中糖的变化及油菜蜜腺分泌蔗糖的分子机制[D].南昌:南昌大学, 2020.
CHI Y Y.Changes of carbohydrates during the ripening of honey and molecular mechanism of sucrose secretion in Brassica napus nectary[D].Nanchang:Nanchang University, 2020.
[7] 于泽浩. 蜂蜜成熟过程中成分变化的研究[D].福州:福建农林大学, 2017.
YU Z H.Research on the changes of components in honey during ripening[D].Fuzhou:Fujian Agriculture and Forestry University, 2017.
[8] LI B W, SCHUHMANN P J.Gas chromatographic analysis of sugars in granola cereals[J].Journal of Food Science, 1981, 46(2):425-427.
[9] RUIZ-MATUTE A I, BROKL M, SORIA A C, et al.Gas chromatographic-mass spectrometric characterisation of tri- and tetrasaccharides in honey[J].Food Chemistry, 2010, 120(2):637-642.
[10] SWALLOW K W, LOW N H.Analysis and quantitation of the carbohydrates in honey using high-performance liquid chromatography[J].Journal of Agricultural & Food Chemistry, 1990, 38(9):1 828-1 832.
[11] 魏京华, 陈历俊, 赵军英, 等.液相色谱-质谱法快速检测4种乳源低聚糖[J].食品科学, 2016, 37(14):86-91.
WEI J H, CHEN L J, ZHAO J Y, et al.Rapid and simultaneous detection of 4 milk oligosaccharides using LC-MS[J].Food Science, 2016, 37(14):86-91.
[12] GENG L J, HUANG J R, FENG F, et al.Determination of fructooligosaccharides in milk powder using high performance anion-exchange chromatography coupled with pulsed amperometric detection[J].Chinese Journal of Chromatography, 2014, 32(12):1 380-1 384.
[13] SANZ M L, SANZ J, MARTíNEZ-CASTRO I.Gas chromatographic-mass spectrometric method for the qualitative and quantitative determination of disaccharides and trisaccharides in honey[J].Journal of Chromatography A, 2004, 1 059(1-2):143-148.
[14] 熊喜悦, 盛小奇, 王华, 等.代谢组学气相色谱-质谱分析方法中样品衍生化技术的新进展[J].化学通报, 2015, 78(7):602-607.
XIONG X Y, SHENG X Q, WANG H, et al.Development of chemical derivatization in metabolites analysis by GC-MS[J].Chemistry, 2015, 78(7):602-607.
[15] 陶乐平, 丁在富, 张部昌.气相色谱在多糖结构测定中的应用[J].色谱, 1994, 12(5):351-354.
TAO L P, DING Z F, ZHANG B C.Application of gas chromatography in the determination of polysaccharide structure[J].Chinese Journal of Chromatography, 1994, 12(5):351-354.
[16] VAN DE MERBEL N C.Quantitative determination of endogenous compounds in biological samples using chromatographic techniques[J].Trends in Analytical Chemistry, 2008, 27(10):924-933.
[17] European Commission. SANTE/11945—2011 method validation and quality control procedures for pesticide residues analysis in food and feed[S]. European Commission. 2011.
[18] THOMPSON M, ELLISON S L R, FAJGELJ A, et al.Harmonized guidelines for the use of recovery information in analytical measurement [J].Pure and Applied Chemistry, 1999, 71(2):337-348.
[19] OPASSIRI R, KETUDAT CAIRNS J R, AKIYAMA T, et al.Characterization of a rice β-glucosidase highly expressed in flower and germinating shoot[J].Plant Science, 2003, 165(3):627-638.
[20] BECKER A, SCHLÖDER P, STEELE J E, et al.The regulation of trehalose metabolism in insects[J].Experientia, 1996, 52(5):433-439.
[21] SILVA S P, MOREIRA A S P, DOMINGUES M D R M, et al.Contribution of non-enzymatic transglycosylation reactions to the honey oligosaccharides origin and diversity[J].Pure and Applied Chemistry, 2019, 91(7):1 231-1 242.
[22] PASCUAL-MATÉ A, OSÉS S M, MARCAZZAN G L, et al.Sugar composition and sugar-related parameters of honeys from the northern Iberian Plateau[J].Journal of Food Composition and Analysis, 2018, 74:34-43.
[23] DE LA FUENTE E, SANZ M L, MARTNEZ-CASTRO I, et al.Volatile and carbohydrate composition of rare unifloral honeys from Spain[J].Food Chemistry, 2007, 105(1):84-93.
[24] 雷琼. 福建省两种蜜源植物花蜜中矿质元素和糖类物质的研究[D].福州:福建农林大学, 2012.
LEI Q.Study on the mineral elements and carbohydrate in two kind of plant necter in Fujian[D].Fuzhou:Fujian Agriculture and Forestry University, 2012.
[25] 陈秋燕, 周京一, 张波, 等.白肉枇杷与红肉枇杷成熟果实可溶性糖组成差异及其与蔗糖代谢相关酶活性的关系[J].果树学报, 2010, 27(4):616-621.
CHEN Q Y, ZHOU J Y, ZHANG B, et al.Sugar composition difference between white- and red-fleshed loquat fruits and its relation with activities of sucrose-metabolizing enzymes[J].Journal of Fruit Science, 2010, 27(4):616-621.
[26] LAZAREVIĆ K B, JOVETIĆ M S, TEŠIĆ Ž L.Physicochemical parameters as a tool for the assessment of origin of honey[J].Journal of AOAC International, 2017, 100(4):840-851.
[27] COLLINS B S, KELLY C T, FOGARTY W M, et al.The high maltose-producing α-amylase of the thermophilic actinomycete, Thermomonospora curvata[J].Applied Microbiology & Biotechnology, 1993, 39(1):31-35.
[28] PAYNE D W, EVANS W A L.Transglycosylation in the desert locust, Schistocerca gregaria Forsk[J].Journal of Insect Physiology, 1964,10(5):675-688.
[29] TAKEUCHI K, SAKAI S, MIYAKE T. Crystalline erlose: United States, US19850786823[P]. 1988-07-19.
[30] MANOOCHEHRI H, HOSSEINI N F, SAIDIJAM M, et al.A review on invertase:Its potentials and applications[J].Biocatalysis and Agricultural Biotechnology, 2020, 25:101599.
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