cis-3-Hexen-1-ol
(Synonyms: 叶醇; 顺式-3-乙烯醇; (Z)-3-Hexen-1-ol) 目录号 : GC60711
cis-3-Hexen-1-ol (Leaf alcohol) is a very important aroma compound that is used in fruit and vegetable flavors and in perfumes and acts as an attractant to many predatory insects.
Cas No.:928-96-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
cis-3-Hexen-1-ol (Leaf alcohol) is a very important aroma compound that is used in fruit and vegetable flavors and in perfumes and acts as an attractant to many predatory insects.
| Cas No. | 928-96-1 | SDF | |
| 别名 | 叶醇; 顺式-3-乙烯醇; (Z)-3-Hexen-1-ol | ||
| Canonical SMILES | CC/C=C\CCO | ||
| 分子式 | C6H12O | 分子量 | 100.16 |
| 溶解度 | DMSO: 100 mg/mL (998.40 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 9.984 mL | 49.9201 mL | 99.8403 mL |
| 5 mM | 1.9968 mL | 9.984 mL | 19.9681 mL |
| 10 mM | 0.9984 mL | 4.992 mL | 9.984 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Characterization of the effect of cis-3-Hexen-1-ol on green tea aroma
Sci Rep 2020 Sep 23;10(1):15506.PMID:32968179DOI:10.1038/s41598-020-72495-5.
cis-3-Hexen-1-ol has been regarded as the main source of green aroma (or green odor) in green tea. However, no clear findings on the composition of green aroma components in tea and the effect of cis-3-Hexen-1-ol on other aroma components have been reported. In this study, the main green aroma components in green tea were characterized, especially the role of cis-3-Hexen-1-ol in green aroma was analyzed and how it affected other aroma components in green tea was studied. Based on the GC-MS detection, odor activity value evaluation, and monomer sniffing, 12 green components were identified. Through the chemometric analysis, cis-3-Hexen-1-ol was proven as the most influential component of green aroma. Moreover, through the electronic nose analysis of different concentrations of cis-3-Hexen-1-ol with 25 other aroma components in green tea, we showed that the effect of cis-3-Hexen-1-ol plays a profound effect on the overall aroma based on the experiments of reconstitution solution and natural tea samples. GC-MS and CG-FID confirmed that the concentration range of the differential threshold of green odor and green aroma of cis-3-Hexen-1-ol was 0.04-0.52 mg kg-1.
Genetic variation in the odorant receptor OR2J3 is associated with the ability to detect the "grassy" smelling odor, cis-3-Hexen-1-ol
Chem Senses 2012 Sep;37(7):585-93.PMID:22714804DOI:10.1093/chemse/bjs049.
The ability to detect many odors varies among individuals; however, the contribution of genotype to this variation has been assessed for relatively few compounds. We have identified a genetic basis for the ability to detect the flavor compound cis-3-Hexen-1-ol. This compound is typically described as "green grassy" or the smell of "cut grass," with variation in the ability to detect it linked to single nucleotide polymorphisms (SNPs) in a region on human chromosome 6 containing 25 odorant receptor genes. We have sequenced the coding regions of all 25 receptors across an ethnically mixed population of 52 individuals and identified 147 sequence variants. We tested these for association with cis-3-Hexen-1-ol detection thresholds and found 3 strongly associated SNPs, including one found in a functional odorant receptor (rs28757581 in OR2J3). In vitro assays of 13 odorant receptors from the region identified 3 receptors that could respond to cis-3-Hexen-1-ol, including OR2J3. This gene contained 5 predicted haplotypes across the 52 individuals. We tested all 5 haplotypes in vitro and several amino acid substitutions on their own, such as rs28757581 (T113A). Two amino acid substitutions, T113A and R226Q, impaired the ability of OR2J3 to respond to cis-3-Hexen-1-ol, and together these two substitutions effectively abolished the response to the compound. The haplotype of OR2J3 containing both T113A and R226Q explains 26.4% of the variation in cis-3-Hexen-1-ol detection in our study cohort. Further research is required to examine whether OR2J3 haplotypes explain variation in perceived flavor experience and the consumption of foods containing cis-3-Hexen-1-ol.
Green production of polymer-supported PdNPs: application to the environmentally benign catalyzed synthesis of cis-3-Hexen-1-ol under flow conditions
Dalton Trans 2012 Nov 7;41(41):12666-9.PMID:23001219DOI:10.1039/c2dt31626a.
Pd nanoparticles generated on gel type ion-exchange resins under catalytic conditions show high activity, selectivity and durability in partial hydrogenation reactions under mild conditions, thus providing a green, low-cost option for fine-chemicals production. The application to the continuous-flow synthesis of the leaf alcohol fragrance cis-3-Hexen-1-ol is demonstrated.
Gas-Phase Ozone Reaction Kinetics of C5-C8 Unsaturated Alcohols of Biogenic Interest
J Phys Chem A 2022 Jul 14;126(27):4413-4423.PMID:35776765DOI:10.1021/acs.jpca.2c02805.
Unsaturated alcohols are volatile organic compounds (VOCs) that characterize the emissions of plants. Changes in climate together with related increases of biotic and abiotic stresses are expected to increase these emissions in the future. Ozonolysis is one of the oxidation pathways that control the fate of unsaturated alcohols in the atmosphere. The rate coefficients of the gas-phase O3 reaction with seven C5-C8 unsaturated alcohols were determined at 296 K using both absolute and relative kinetic methods. The following rate coefficients (cm3 molecule-1 s-1) were obtained using the absolute method: (1.1 ± 0.2) × 10-16 for cis-2-penten-1-ol, (1.2 ± 0.2) × 10-16 for trans-2-hexen-1-ol, (6.4 ± 1.0) × 10-17 for trans-3-hexen-1-ol, (5.8 ± 0.9) × 10-17 for cis-3-Hexen-1-ol, (2.0 ± 0.3) × 10-17 for 1-octen-3-ol, and (8.4 ± 1.3) × 10-17 for trans-2-octen-1-ol. The following rate coefficients (cm3 molecule-1 s-1) were obtained using the relative method: (1.27 ± 0.11) × 10-16 for trans-2-hexen-1-ol, (5.01 ± 0.30) × 10-17 for trans-3-hexen-1-ol, (4.13 ± 0.34) × 10-17 for cis-3-Hexen-1-ol, and (1.40 ± 0.12) × 10-16 for trans-4-hexen-1-ol. Alkenols display high reactivities with ozone with lifetimes in the hour range. Rate coefficients show a strong and complex dependence on the structure of the alkenol, particularly the relative position of the OH group toward the C═C double bond. The results are discussed and compared to both the available literature data and four structure-activity relationship (SAR) methods.
Phytochemicals to suppress Fusarium head blight in wheat-chickpea rotation
Phytochemistry 2012 Jun;78:72-80.PMID:22520499DOI:10.1016/j.phytochem.2012.03.003.
Fusarium diseases cause major economic losses in wheat-based crop rotations. Volatile organic compounds (VOC) in wheat and rotation crops, such as chickpea, may negatively impact pathogenic Fusarium. Using the headspace GC-MS method, 16 VOC were found in greenhouse-grown wheat leaves: dimethylamine, 2-methyl-1-propanol, octanoic acid-ethyl ester, acetic acid, 2-ethyl-1-hexanol, nonanoic acid-ethyl ester, nonanol, N-ethyl-benzenamine, naphthalene, butylated hydroxytoluene, dimethoxy methane, phenol, 3-methyl-phenol, 3,4-dimethoxy-phenol, 2,4-bis (1,1-dimethyethyl)-phenol, and 1,4,7,10,13,16-hexaoxacyclooctadecane; and 10 VOC in field-grown chickpea leaves: ethanol, 1-penten-3-ol, 1-hexanol, cis-3-Hexen-1-ol, trans-2-hexen-1-ol, trans-2-hexenal, 3-methyl-1-butanol, 3-hydroxy-2-butanone, 3-methyl-benzaldehyde and naphthalene. Also found was 1-penten-3-ol in chickpea roots and in the root nodules of two of the three cultivars tested. Chickpea VOC production pattern was related (P=0.023) to Ascochyta blight severity, suggesting that 1-penten-3-ol and cis-3-Hexen-1-ol were induced by Ascochyta rabiei. Bioassays conducted in Petri plates established that chickpea-produced VOC used in isolation were generally more potent against Fusarium graminearum and Fusarium avenaceum than wheat-produced VOC, except for 2-ethyl-1-hexanol, which was rare in wheat and toxic to both Fusarium and tetraploid wheat. Whereas exposure to 1-penten-3-ol and 2-methyl-1-propanol could suppress radial growth by over 50% and octanoic acid-ethyl ester, nonanol, and nonanoic acid-ethyl ester had only weak effects, F. graminearum and F. avenaceum growth was completely inhibited by exposure to trans-2-hexenal, trans-2-hexen-1-ol, cis-3-Hexen-1-ol, and 1-hexanol. Among these VOC, trans-2-hexenal and 1-hexanol protected wheat seedlings against F. avenaceum and F. graminearum, respectively, in a controlled condition experiment. Genetic variation in the production of 2-ethyl-1-hexanol, a potent VOC produced in low amount by wheat, suggests the possibility of selecting Fusarium resistance in wheat on the basis of leaf VOC concentration. Results also suggests that the level of Fusarium inoculum in chickpea-wheat rotation systems may be reduced by growing chickpea genotypes with high root and shoot levels of trans-2-hexen-1-ol and 1-hexanol.