Research progress of flavonoid 3′-hydroxylase and its applications in barley

doi:10.14088/j.cnki.issn0439-8114.2025.03.005

Abstract

Abstract: Flavonoid 3′-hydroxylase (F3′H) is a key enzyme in the biosynthetic pathway of anthocyanins and proanthocyanidins in plant flavonoids, playing a crucial role in modifying flower and fruit colors, as well as enhancing stress resistance and pest resistance in plants. Barley （Hordeum vulgare L.） is rich in flavonoids and possesses health-promoting properties, and research on the F3′H gene in barley is significant for the development of medicinal and edible barley varieties rich in flavonoids. This review briefly introduced the discovery history of F3′H and its role in the biosynthetic pathway of anthocyanins and proanthocyanidins. At the genetic level, the F3′H gene had been cloned from various plants. Some studies have analyzed the formation and evolutionary history of this gene, while others have revealed the transcription factors associated with F3′H and its expression patterns in different tissues and under various environmental stress conditions. In some plants, the expression of the F3′H gene could enhance resistance of plants to stress and some pests and diseases. In barley, most of the structural genes involved in the flavonoid biosynthetic pathway have been cloned, with F3′H being one of the later genes to be cloned. Currently, multiple variants of this gene have been cloned and studied from several barley varieties, and these studies are of great significance for the future breeding of barley varieties rich in flavonoids.

Key words: flavonoid 3′-hydroxylase(F3′H), flavone, metabolism, barley（Hordeum vulgare L.）

CLC Number:

ZHAO Wei, JING Xing-huai, YANG Tao, CHEN Jia, PU Xiao-ying, YANG Xiao-meng, LI E-xian, LI Xia, YANG Li-e, ZENG Ya-wen. Research progress of flavonoid 3′-hydroxylase and its applications in barley[J]. HUBEI AGRICULTURAL SCIENCES, 2025, 64(3): 29-35.

References

[1] 秦晓晓,宋婷婷,张杰,等.观赏海棠McF3′H的克隆及不同品种间表达差异分析[J].北京农学院学报,2013,28(2):11-14.
[2] 梁明炜,刘海峰,陆雪莹,等.棕色棉类黄酮3′-羟化酶基因(F3′H)的克隆及色素合成途径中相关基因表达特性研究[J].农业生物技术学报,2011,19(5):808-815.
[3] BRUGLIERA F, BARRI-REWELL G, HOLTON T A, et al.Isolation and characterization of a flavonoid 3′-hydroxylase cDNA clone corresponding to the Ht1 locus of Petunia hybrida[J]. Plant journal, 1999, 19(4):441-451.
[4] 侯杰,佟玲,崔国新,等.植物类黄酮3’-羟化酶(F3′H)基因的研究进展[J].植物生理学报,2011,47(7):641-647.
[5] FRITSCH H, GRISEBACH H.Biosynthesis of cyanidin in cell cultures of Haplopappus gracilis[J]. Phytochemistry, 1975, 14(11): 2437-2442.
[6] 刘兴华,刘艳艳,丁颖,等.从《大麦通讯》至《大麦与谷类科学》的历程——纪念创刊40周年[J].大麦与谷类科学,2024,41(1):78-80.
[7] 冯格格,佘永新,洪思慧,等.青稞中主要功效成分最新研究进展[J].农产品质量与安全,2020(2):82-89.
[8] 韦永贵,董卓娅,张晓磊,等.紫米米糠中原花青素提取工艺与测定[J].农产品加工,2024(8):67-70.
[9] SCHULER M A.Plant cytochrome P450 monooxygenases[J]. Critical reviews in plant sciences, 1996, 15(3): 235-284.
[10] CHAPPLE C.Molecular-genetic analysis of plant cytochrome P450-dependent monooxygenases[J]. Annual review of plant biology, 1998, 49(1): 311-343.
[11] 苏丽,赵昶灵,杨晓娜,等.高等植物F3′H cDNA及其氨基酸序列的生物信息学分析[J].云南农业大学学报(自然科学版),2010,25(3):316-326.
[12] 刘艳玲. F3′H基因在植物逆境胁迫应答中的功能研究[D].济南:山东大学,2021.
[13] 赵建琦. 用拟南芥锌转运体基因AtZIP4启动子培育缺锌指示烟草[D].南京:南京农业大学,2015.
[14] HOLTON T A, CORNISH E C.Genetics and biochemistry of anthocyanin biosynthesis[J]. The plant cell, 1995, 7(7): 1071.
[15] 龙彩凤,刘林娅,赵艳妹,等.果实花青素合成关键酶及其转录调控因子[J/OL].分子植物育种,1-12(2023-07-17)[2024-05-27].http://kns.cnki.net/kcms/detail/46.1068.S.20230717.1108.002.html.
[16] 曹睿彬,杨俊杰,罗常莎,等.青冈栎原花青素合成基因的鉴定与分析[J].中南林业科技大学学报,2024,44(5):167-180.
[17] XU B B, LI J N, ZHANG X K, et al.Cloning and molecular characterization of a functional flavonoid 3′-hydroxylase gene from Brassica napus[J]. Journal of plant physiology, 2007, 164(3): 350-363.
[18] 刘海峰,杨成君,赵权,等.山葡萄中类黄酮3′-羟化酶基因(F3′H)cDNA的克隆和分析[J].植物生理学通讯,2009,45(12):1186-1190.
[19] 李双江,朱冬寅,秦东,等.苦荞类黄酮3′-羟化酶基因的克隆及其冷胁迫下的组织表达[J].中草药,2014,45(9):1300-1306.
[20] 李爽,赵宏友,杨春勇,等.国产龙血竭基原植物类黄酮3′-羟化酶基因(F3′H)克隆及表达分析[J].分子植物育种,2024, 22(19):6310-6317.
[21] 吴红松,秋田祐介.松果菊F3′H基因的克隆及表达分析[J].生物化工,2022,8(3):84-86.
[22] 陈延惠,曹新悦,冯志良,等.石榴F3′H全基因组分析及其在籽粒花色苷合成中的作用[J].果树学报,2024,41(6):1064-1077.
[23] VIKHOREV A V, STRYGINA K V, KHLESTKINA E K.Duplicated flavonoid 3′-hydroxylase and flavonoid 3′,5′-hydroxylase genes in barley genome[J]. PeerJ, 2019, 7: e6266.
[24] 胡利宗,张佳慧,王秋霞,等.植物F3′H基因的序列与进化分析[J].东北农业大学学报,2015,46(3):41-49.
[25] JIA Y, LI B, ZHANG Y J, et al.Evolutionary dynamic analyses on monocot flavonoid 3′-hydroxylase gene family reveal evidence of plant-environment interaction[J]. BMC plant biology, 2019, 19:347.
[26] 赵权. 山葡萄花色苷生物合成结构基因F3′H和F3′5′H的表达[J].贵州农业科学,2015,43(9):7-10.
[27] 黄文坤,程红梅,郭建英,等.紫茎泽兰类黄酮3′-羟化酶基因的克隆、序列分析和原核表达[J].植物生理学通讯,2007(5):821-826.
[28] CASTELLARIN S D, DI GASPERO G, MARCONI R, et al.Colour variation in red grapevines (Vitis vinifera L.): Genomic organisation, expression of flavonoid 3′-hydroxylase, flavonoid 3′,5′-hydroxylase genes and related metabolite profiling of red cyanidin-/blue delphinidin-based anthocyanins in berry skin[J]. BMC genomics, 2006, 7:12.
[29] 周晨露. 转录因子Ant1和Ant2调控大麦籽粒花青素合成的分子机制及遗传改良研究[D].杭州:浙江大学,2021.
[30] GONZALEZ A, ZHAO M, LEAVITT J M, et al.Regulation of the anthocyanin biosynthetic pathway by the TTG1/bHLH/Myb transcriptional complex in Arabidopsis seedlings[J]. The plant journal, 2008, 53(5): 814-827.
[31] DONG X, BRAUN E L, GROTEWOLD E.Functional conservation of plant secondary metabolic enzymes revealed by complementation of Arabidopsis flavonoid mutants with maize genes[J]. Plant physiology, 2001, 127(1): 46-57.
[32] HAN Y, VIMOLMANGKANG S, SORIA-GUERRA R E, et al. Ectopic expression of apple F3′H genes contributes to anthocyanin accumulation in the Arabidopsis tt7 mutant grown under nitrogen stress[J]. Plant physiology, 2010, 153(2): 806-820.
[33] 邹庆军,汪涛,郭巧生,等.淹水胁迫对杭菊F3′H基因表达及其下游产物含量的影响[J].中国中药杂志,2018,43(1):52-57.
[34] CASTELLARIN S D, MATTHEWS M A, DI GASPERO G, et al.Water deficits accelerate ripening and induce changes in gene expression regulating flavonoid biosynthesis in grape berries[J]. Planta, 2007, 227(1): 101-112.
[35] DELA G, OR E, OVADIA R, et al.Changes in anthocyanin concentration and composition in ‘Jaguar’rose flowers due to transient high-temperature conditions[J]. Plant science,2003,164(3):333-340.
[36] ZHU Z, WEI L, GUO L, et al.Integrated full-length transcriptome and metabolome profiling reveals flavonoid regulation in response to freezing stress in potato[J]. Plants, 2023, 12(10): 2054.
[37] KIM J Y, KANG Y E, LEE S I, et al.Sound waves affect the total flavonoid contents in Medicago sativa, Brassica oleracea and Raphanus sativus sprouts[J]. Journal of the science of food and agriculture, 2020, 100(1): 431-440.
[38] YU Y, HUANG J, DENG Z, et al.Soil application of Bacillus subtilis regulates flavonoid and alkaloids biosynthesis in mulberry leaves[J]. Metabolites, 2024, 14(4): 180.
[39] SOLFANELLI C,POGGI A,LORETI E, et al.Sucrose-specific induction of the anthocyanin biosynthetic pathway in Arabidopsis[J]. Plant physiology, 2006,140(2):637-646.
[40] SUN B, SHEN Y, CHEN S, et al.A novel transcriptional repressor complex MYB22-TOPLESS-HDAC1 promotes rice resistance to brown planthopper by repressing F3′H expression[J]. New phytologist, 2023, 239(2): 720-738.
[41] SCHULER M A.The role of cytochrome P450 monooxygenases in plant-insect interactions[J]. Plant physiology,1996,112(4): 1411.
[42] BODDU J, SVABEK C, SEKHON R, et al.Expression of a putative flavonoid 3′-hydroxylase in sorghum mesocotyls synthesizing 3-deoxyanthocyanidin phytoalexins[J]. Physiological and molecular plant pathology, 2004, 65(2): 101-113.
[43] MIZUNO H, YAZAWA T, KASUGA S, et al.Expression level of a flavonoid 3′-hydroxylase gene determines pathogen-induced color variation in sorghum[J]. BMC research notes, 2014, 7: 1-12.
[44] VARSHNEY R K, LANGRIDGE P, GRANER A.Application of genomics to molecular breeding of wheat and barley[J]. Advances in genetics, 2007, 58: 121-155.
[45] The International Barley Genome Sequencing Consortium. A physical, genetic and functional sequence assembly of the barley genome[J]. Nature, 2012, 491: 711-716.
[46] MASCHER M, GUNDLACH H, HIMMELBACH A, et al.A chromosome conformation capture ordered sequence of the barley genome[J]. Nature, 2017, 544(7651): 427-433.
[47] PECCHIONI N, VALE G, TOUBIA-RAHME H, et al.Barley—Pyrenophora graminea interaction: QTL analysis and gene mapping[J]. Plant breeding, 1999,118(1):29-35.
[48] PEUKERT M, WEISE S, RÖDER M S, et al. Development of SNP markers for genes of the phenylpropanoid pathway and their association to kernel and malting traits in barley[J]. BMC genetics, 2013, 14: 1-16.
[49] DRUKA A, KUDRNA D, ROSTOKS N, et al.Chalcone isomerase gene from rice (Oryza sativa) and barley (Hordeum vulgare): Physical, genetic and mutation mapping[J]. Gene,2003,302(1-2): 171-178.
[50] KHLESTKINA E K, SALINA E A, MATTHIES I E, et al.Comparative molecular marker-based genetic mapping of flavanone 3-hydroxylase genes in wheat, rye and barley[J]. Euphytica, 2011, 179: 333-341.
[51] WISE R P, ROHDE W, SALAMINI F.Nucleotide sequence of the Bronze-1 homologous gene from Hordeum vulgare[J]. Plant molecular biology, 1990, 14(2): 277-279.
[52] STRYGINA K V, BÖRNER A, KHLESTKINA E K. Identification and characterization of regulatory network components for anthocyanin synthesis in barley aleurone[J]. BMC plant biology, 2017, 17: 1-9.
[53] SHOEVA O Y, MOCK H P, KUKOEVA T V, et al.Regulation of the flavonoid biosynthesis pathway genes in purple and black grains of Hordeum vulgare[J]. PloS one,2016,11(10): e0163782.
[54] JENDE‐STRID B. Genetic control of flavonoid biosynthesis in barley[J]. Hereditas, 1993, 119(2): 187-204.
[55] 诸姮,胡宏友,卢昌义,等.植物体内的黄酮类化合物代谢及其调控研究进展[J].厦门大学学报(自然科学版),2007, 46(S1):136-143.
[56] 张智新. 甘草COMT、CRTZ和F3′H基因对甘草酸生物合成的影响研究[D].北京:北京中医药大学,2022.
[57] 贺军与,钟伟,陈云琼,等.大麦籽粒发育进程中7种黄酮类化合物的积累特性分析[J].作物学报,2021,47(8):1624-1630.
[58] 张航. 云啤2号×大粒麦F₂群体籽粒功能成分的遗传及其QTL分析[D].昆明:云南大学,2012.
[59] 凌俊红,王楠,任玉珍,等.HPLC法测定大麦芽中麦黄酮[J].中草药,2005(11):1632-1634.