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PeerJ · 2025 · IF 2.4

Cloning and functional verification of Geraniol-10-Hydroxylase gene in Lonicera japonica

Shuping Zhang,Zhenhua Liu,Jia Li,Qian Liu,Yongqing Zhang,Gaobin Pu

Background Geraniol 10-hydroxylase (G10H) is a cytochrome P450 monooxygenase involved in regulation, which is involved in the biosynthesis of monoterpene. However, G10H is not characterized at the enzymatic mechanism and regulatory function in Lonicera japonica . Methods and Results A gene related to the biosynthesis of monoterpenoid, geraniol 10-hydroxylase, has been cloned from the medicinal plant Lonicera japonica . The gene, LjG10H , encodes a peptide of 498 amino acids with a predicted molecular weight of 54.45 kDa. LjG10H shares a homology of 72.93–83.90% with G10H from other plants. Phylogenetic analysis suggests that the protein encoded by this gene belongs to the cytochrome P450 monooxygenase family. Tissue-specific expression analysis revealed that LjG10H is most highly expressed in flowers. Through heterologous expression in E. coli , the LjG10H protein was purified and its catalytic activity was studied. The results show that the enzyme can catalyze the hydroxylation of geraniol to 10-hydroxygeraniol. Additionally, analysis of Lonicera japonica seedlings with silenced LjG10H revealed a reduction in monoterpenoid content. Conclusions This study demonstrates that LjG10H plays an important role in the biosynthetic pathway of iridoids. This is the first article that ascribes G10H to be associated with the biosynthetic pathway of iridoid. This study provides a theoretical basis for the functional mechanism of LjG10H in regulating iridoid synthesis and provides a valuable resource for molecular breeding studies.

研究领域: 植物学 · 分子生物学 · 药用植物研究
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Horticulture Research · 2025 · IF 8.5

Floral scent emission of Epiphyllum oxypetalum: discovery of its cytosol-localized geraniol biosynthesis

Zhang Yiyang,Zhang Yuhan,Zhang Andong,Tian Qiurui,Yang Bin,Wei Likun,Wu Wei,Zhu Ting,Zhou Zhiwei,Wang Jiaqi,Liu Zhibin,Tang Wei,Xiao Haijun,Liu Mingchun,Li Tao,Sun Qun

Epiphyllum oxypetalum, a renowned ornamental species in Cactaceae, releases attractive fragrance during its infrequent, transient and nocturnal blooms. However, the floral fragrance composition and biosynthesis remain largely unexplored. Employing volatilomics, transcriptomics and biochemistry, we systematically characterized the composition, emission dynamics and biosynthesis of the floral scent of E. oxypetalum. The floral scent composition of E. oxypetalum was highly dynamic. Starting after 20:00 local time, volatile emission increased 200-fold within six hours. At full bloom, geraniol accounted for 72.54% of the total emission, followed by benzyl alcohol (12.96%) and methyl salicylate (3.75%). These scents predominantly originated from petals and sepals. Transcriptomic analysis and inhibition assays using pathway-specific inhibitors revealed that the mevalonate pathway was the precursor source for geraniol biosynthesis. Functionally characterized cytosol localizing geraniol synthase EoTPSa1 was the key enzyme responsible for geraniol biosynthesis. Together, these findings pinpointed a cytosolic biosynthetic route for the major scent volatile geraniol in E. oxypetalum. Our study provides new insights into the emission dynamics and biosynthesis of E. oxypetalum floral scents. In particular, we demonstrated a distinctive mevalonate pathway-based geraniol biosynthetic pathway, which may hold potential for the development of novel perfume products.

研究领域: 植物学 · 生物化学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Design of a Self-Sufficient Whole-Cell Cascade for the Production of (R)-Citronellal from Geraniol

Gege Ma,Xiangyu Zhu,Dongxin Zhang,Haoran Li,Jinping Lin,Dongzhi Wei

(R)-Citronellal is a key chiral precursor of high-value chemicals, such as the best-selling flavor compound (−)-menthol; however, the conventional synthesis suffers from low yield and unsatisfactory enantioselectivity. In this study, we developed a highly atom-efficient hydrogen-borrowing cascade for the synthesis of (R)-citronellal from geraniol using alcohol dehydrogenase from Escherichia coli K12 (AdhP) and ene-reductase from Saccharomyces cerevisiae YJM1341 (OYE2p). The key rate-limiting enzyme, AdhP, was subjected to structure-guided semirational engineering, and the triple mutant AdhP260T/284A/268P (M3) was obtained that demonstrated a 1.28-fold improvement in catalytic efficiency (kcat/Km) toward geraniol. After optimization of the reaction conditions, the hydrogen-borrowing cascade system achieved the conversion of 23.14 g/L geraniol into (R)-citronellal at a conversion rate of 98.23% with 96.7% ee. This work represents an alternative approach for the biosynthesis of (R)-citronellal without sacrificing a cosubstrate or additional enzymes.

研究领域: 生物化学 · 合成生物学 · 酶学
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Parasites & Vectors · 2021 ·Vol. 14 ·期 1 ·1-6 · IF 3.876

Activity of terpenes derived from essential oils against Sarcoptes scabiei eggs

Li Meilin,Liu Shunlong,Yin Zhijuan,Bernigaud Charlotte,Guillot Jacques,Fang Fang

Background The limited ovicidal activity of currently available acaricides is a significant obstacle to efficacious scabies treatment. Several essential oils or their respective components have proved to be active against the eggs of arthropods, mainly lice and ticks. Information on the activity of these oils and/or components against the eggs of mites remains very limited. The aim of this study was to assess the activity of six terpenes (carvacrol, eugenol, geraniol, citral, terpinen-4-ol and linalool) commonly found in essential oils against the eggs of Sarcoptes scabiei . Methods Sarcoptes eggs were exposed to paraffin oil containing 1, 2.5, or 5% of each terpene tested. After a 12-h exposure period, the eggs were washed and placed in paraffin oil for hatching. Embryonic development following treatment was assessed every day to determine the stage of developmental arrest. Results The median effective concentration to obtain 50% egg mortality (EC 50 ) was 0.5, 0.9, 2.0, 4.8, 5.1 and 9.8% for carvacrol, eugenol, geraniol, citral, terpinen-4-ol and linalool, respectively. The microscopic images of eggs after each treatment indicated that these six terpenes may act by penetrating through the aeropyles on the egg surface. Conclusions In conclusion, carvacrol, eugenol and geraniol possess significant ovicidal activities, which should be considered as promising ovicidal agents for the treatment of scabies. Graphical Abstract

CAS / MDL: 120-51-4 8012-95-1
研究领域: 寄生虫学 · 皮肤病学 · 药理学
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CARBOHYDRATE POLYMERS · 2017 · IF 4.811

Geraniol grafted chitosan oligosaccharide as a potential antibacterial agent

Lin Yue,Jingru Li,Wanwen Chen,Xiaoli Liu,Qixing Jiang,Wenshui Xia

The novel derivatives of geraniol grafted chitosan oligosaccharide were synthesized via substitution and deprotection reaction, respectively. The products were identified by Fourier transform infrared (FT-IR), 1 H nuclear magnetic resonance (NMR), X-ray diffraction analysis (XRD), Thermogravimetric analysis (TGA) and UV–vis absorption spectroscopy. It is revealed that the derivatives exhibited a good solubility, thermal stability and antibacterial properties.

CAS / MDL: 106-24-1
研究领域: 生物材料学 · 微生物学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2011 · IF 2.089

Liquid–Liquid Phase Behaviors of Geraniol in Aqueous Alcohol Mixtures

Hengde Li,Tianfei Zhang,Weiqin Fu,Kazuhiro Tamura

Liquid–liquid equilibrium (LLE) data of the binodal curves and tie-line compositions were examined for ternary mixtures of (water + methanol + geraniol) and (water + ethanol + geraniol) at T = (283.15, 298.15, and 313.15) K. The immiscible area of the (water + methanol + geraniol) system is wider than that for the ethanol system at the same temperature. The experimental liquid–liquid equilibrium data have been represented by using the original UNIQUAC, extended UNIQUAC, and modified UNIQUAC models.

CAS / MDL: 64-17-5 106-24-1 67-56-1
研究领域: 化学工程 · 物理化学
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Frontiers in Microbiology · 2022 · IF 6.064

Preparation and characterization of geraniol nanoemulsions and its antibacterial activity

Feng Xiaolin,Feng Kexin,Zheng Qinhua,Tan Weijian,Zhong Wenting,Liao Caiyu,Liu Yuntong,Li Shangjian,Hu Wenzhong

Geraniol nanoemulsions (G-NE) based on Tween 80 and medium chain triglyceride (MCT) as surfactant and co-surfactant, respectively, has been prepared by the spontaneous emulsification method. Its physical and chemical properties such as mean particle size, zeta potential, PDI, pH, viscosity, contact angle, appearance morphology, and stability (storage stability, thermal stability, centrifugal properties, acid-base stability, and freeze-thaw properties) of the droplet were analyzed. The results showed that the mean particle size of G-NE was 90.33 ± 5.23 nm, the PDI was 0.058 ± 0.0007, the zeta potential was −17.95 ± 5.85 mV and the encapsulation efficiency was >90%. The produced G-NE has been demonstrated to be fairly stable in long-term storage at 4°C, pH = 5 and high-speed centrifuges. Moreover, G-NE had a significant inhibition effect on Staphylococcus aureus, Escherichia coli, Salmonella typhimurium and Listeria monocytogenes (p < 0.05). The bacterial inhibition rates of G-NE at a concentration of 1 MIC were 48, 99, 71.73, and 99% after 12 h of action against these four foodborne pathogenic bacteria, respectively. Therefore, the results obtained indicated that nanoemulsification enhanced the stability and antibacterial activity of geraniol to some extent, which will promote the utilization of geraniol in food preservation.

CAS / MDL: 106-24-1
研究领域: 食品科学 · 纳米技术 · 微生物学
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CARBOHYDRATE POLYMERS · 2020 · IF 7.182

Facile synthesis and antibacterial activity of geraniol conjugated chitosan oligosaccharide derivatives

Ran Bi,Lin Yue,Sobia Niazi,Imran Mahmood Khan,Dan Sun,Bin Wang,Zhouping Wang,Qixing Jiang,Wenshui Xia

A new chitosan oligosaccharide derivative (COS-N-Ger), based on geraniol (Ger) modificated onto the NH 2 position of chitosan oligosaccharide (COS) via a facile method, was prepared and employed to evaluate in vitro antibacterial activity. The structures of COS-N-Ger derivatives were confirmed by FT-IR, 1 H, 13 C NMR, and elemental analysis. The characterization results showed successful synthesis of derivatives and the degrees of substitution (DS) of COS-N-Ger1-3 were from 0.260 to 0.283 with the yields up to 78 %. The in vitro antibacterial activity evaluation results presented a significant inhibition effect of COS-N-Ger1-3 derivatives on Escherichia coli ( E. coli ) and Staphylococcus aureus ( S. aureus ) as compared to COS. Moreover, their antibacterial activities were dose-dependent and more sensitive to S. aureus than E. coli . The results provide reliable theoretical supports for exploring the application of COS derivatives in the food industry as new potential antibacterial agents.

研究领域: 化学 · 材料科学 · 生物技术 · 食品科学
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Frontiers in Microbiology · 2023 · IF 5.2

Geraniol attenuates virulence factors by inhibiting quorum sensing of Pseudomonas aeruginosa

Li Wen-Ru,Zeng Tao-Hua,Zhang Zhi-Qing,Shi Qing-Shan,Xie Xiao-Bao

Pseudomonas aeruginosa is a ubiquitous opportunistic pathogen that can cause severe respiratory tract infections. Geraniol, a chemical component of essential oils, has antimicrobial and anti-inflammatory activities, along with low toxicity. However, the effect and mechanism of geraniol against P. aeruginosa virulence factors are rarely studied. In this study, we investigated the quorum sensing (QS) inhibitory effects and mechanisms of geraniol against P. aeruginosa PAO1, using physiological and biochemical techniques, quantitative reverse transcription polymerase chain reaction, and transcriptomics. Geraniol slightly affected P. aeruginosa PAO1 growth, prolonged the lag phase, and delayed growth periods in a concentration-dependent manner. Geraniol inhibited three QS systems of P. aeruginosa, las, rhl, and pqs by suppressing the expression level of their key genes, including the three signal synthetase encoding genes of lasI, rhlI, and pqsABCDEH, and the corresponding signal receptor encoding genes of lasR, rhlR, and pqsR. Geraniol also suppressed certain virulence genes regulated by these three QS systems, including rhlABC, lasAB, lecAB, phzABMS, and pelABG, resulting in the attenuation of the related virulence factors, rhamnolipids, exoprotease LasA, elastase, lectin, pyocyanin, and biofilm. In conclusion, geraniol can suppress the virulence factors of P. aeruginosa PAO1 by inhibiting the three QS systems of las, rhl, and pqs. This study is significant for improving the treatment of bacterial infections caused by P. aeruginosa.

CAS / MDL: 106-24-1
研究领域: 微生物学 · 药理学 · 分子生物学
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LANGMUIR · 2026 ·Vol. 42 ·期 31 ·23080-23095 · IF 4.4

Interfacial Regulation and Thermal Conductivity of Geraniol-Silane-Modified BN/MVQ Composites

Li Rong,Zou Tengyun,Zhang Yinxing,Huang Lifeng,Lin Xinfeng,Li Ziwei,Lu Shaorong,Wang Linquan

Hexagonal boron nitride (h-BN) is widely used as a thermally conductive filler in methyl vinyl silicone rubber (MVQ), but its surface inertness and poor interfacial compatibility limit further thermal-conductivity enhancement. In this work, a geraniol-derived silane modifier (Ger-IPTMS) was synthesized and grafted onto hydroxylated BN to prepare Ger-BN for MVQ composites. FTIR, XPS, TGA, SEM/EDS, and XRD confirmed the introduction of Ger-IPTMS-related surface species while preserving the BN crystal structure, with an apparent grafting ratio of 1.28%. Laser-diffraction and BET analyses showed that the modification did not markedly change the filler size or accessible surface area. At 35 wt % filler loading, the thermal conductivity increased from 1.23 W·m –1 ·K –1 for BN/MVQ to 1.60 W·m –1 ·K –1 for Ger-BN/MVQ, corresponding to a 30.1% enhancement, and reached 1.82 W·m –1 ·K –1 at 40 wt %. The apparent thermal contact resistance decreased by 17.6% after modification. At 20 wt %, tensile strength increased from 0.87 to 1.34 MPa. MD simulations indicated lower free volume, higher binding energy, and restricted chain mobility, supporting improved interfacial compactness and filler–matrix interaction.

CAS / MDL: 77-58-7
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GREEN CHEMISTRY · 2021 ·Vol. 24 ·期 2 ·864-876 · IF 10.182

Combined bioderivatization and engineering approach to improve the efficiency of geraniol production

Xun Wang,Longjie Xiao,Xinyi Zhang,Jia Zhang,Yu Zhang,Fei Wang,Xun Li

Constructing microbial factories offers a sustainable strategy for terpenoid synthesis; however, the accumulation of terpenoid products is often toxic to cells and hampers production yields. Here, we developed a bioderivatization strategy that successfully alleviates the toxicity of the end-product and maximizes the biochemical production of geraniol in Escherichia coli. We observed that the conversion of geraniol to less toxic geranyl acetate, which is an esterified derivative of geraniol, had a significant positive effect on productivity. Subsequently, the high concentration and purity of geraniol was recovered by the combined hydrolysis of geranyl acetate and solid phase adsorption. These findings demonstrate that a combination of bioderivatization and engineering approaches for the biosynthesis of a relatively toxic chemical (geraniol) can mitigate cytotoxicity while further promoting production efficiency. Finally, the maximal titer of these engineering strategies accumulated 13.19 g L−1 of geraniol by fed-batch fermentation in a 10-L fermentor. This study highlights the ability of this system to address the challenges associated with toxic geraniol accumulation. More broadly, the developed approach could also be considered for metabolic engineering of other similar chemicals.

研究领域: 生物化学 · 微生物学 · 合成生物学
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PHYSIOLOGY & BEHAVIOR · 2015 · IF 2.976

Geraniol produces antidepressant-like effects in a chronic unpredictable mild stress mice model

Xue-Yang Deng,Jin-Song Xue,Hong-Yan Li,Zhan-Qiang Ma,Qiang Fu,Rong Qu,Shi-Ping Ma

Geraniol (GE), which has neuroprotection and anti-inflammation activities, is mostly abundant in the essential oils of rose, ginger, lemon, orange, lavender etc. However, its antidepressant-like effect has not been reported before. The present study was designed to investigate whether GE confers an antidepressant effect in mice exposed to a chronic unpredictable mild stress (CUMS) model of depression and to explore its possible mechanisms. The results showed that GE treatments for 3   weeks significantly alleviated the depression-related behaviors of CUMS-exposed mice, as indicated by restored decreased sucrose preference and shortened immobile time in both the forced swimming tests (FST) and tail suspension tests (TST). And these ameliorative effects of GE treatment were involved with regulating CUMS-induced pro-inflammatory cytokine interleukin-1 beta (IL-1β) related neuro-inflammation. We further found that GE treatment reversed CUMS-induced IL-1β elevation, possibly by inhibiting nuclear factor kappa B (NF-κB) pathway activation and regulating nucleotide binding and oligomerization domain-like receptor family pyrin domain-containing 3 (NLRP3) inflammasome expression. Taken together, our findings suggested that GE exerted a potential antidepressant-like effect in CUMS mice model of depression, which may provide an insight into the potential of GE in therapeutic implications for depression.

CAS / MDL: 7440-56-4
研究领域: 神经科学 · 药理学 · 精神病学
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