Benzyl cinnamate
(Synonyms: 肉桂酸苄酯) 目录号 : GC60637
Benzyl cinnamate (Cinnamein, Benzylcinnamoate, Benzyl 3-phenylpropenoate, Cinnamic acid benzyl ester), a flavouring agent isolated from various plant species, is used in heavy oriental perfumes and as a fixative.
Cas No.:103-41-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >97.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Benzyl cinnamate (Cinnamein, Benzylcinnamoate, Benzyl 3-phenylpropenoate, Cinnamic acid benzyl ester), a flavouring agent isolated from various plant species, is used in heavy oriental perfumes and as a fixative.
| Cas No. | 103-41-3 | SDF | |
| 别名 | 肉桂酸苄酯 | ||
| Canonical SMILES | O=C(OCC1=CC=CC=C1)/C=C/C2=CC=CC=C2 | ||
| 分子式 | C16H14O2 | 分子量 | 238.28 |
| 溶解度 | DMSO : 47mg/mL | 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 | 4.1967 mL | 20.9837 mL | 41.9674 mL |
| 5 mM | 0.8393 mL | 4.1967 mL | 8.3935 mL |
| 10 mM | 0.4197 mL | 2.0984 mL | 4.1967 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。
Fragrance material review on Benzyl cinnamate
Food Chem Toxicol 2007;45 Suppl 1:S40-8.PMID:18037214DOI:10.1016/j.fct.2007.09.027.
A toxicologic and dermatologic review of Benzyl cinnamate when used as a fragrance ingredient is presented.
Biosynthesis of Benzyl cinnamate using an efficient immobilized lipase entrapped in nano-molecular cages
Food Chem 2021 Dec 1;364:130428.PMID:34182366DOI:10.1016/j.foodchem.2021.130428.
To improve the performance of lipase in biosynthesis of Benzyl cinnamate, a new immobilized lipase by entrapping enzyme into nano-molecular cages was designed. Consequently, the entrapped lipase showed a robust immobilization, which diminished the leakage of lipase notably in use. Moreover, the entrapped lipase exhibited higher activity (57.1 U/mg) than free lipase (50.0 U/mg), demonstrating that the native conformation of lipase was not destroyed during immobilization. Compared with the adsorbed lipase (half-life 40.7 min) and free lipase (half-life 29.8 min), the entrapped lipase (half-life 85.3 min) increased the stability by about 2-3 times. Furthermore, the entrapped lipase was applied in biosynthesis of Benzyl cinnamate, where it showed excellent activity and re-usability. After 7 cycles, the yield of Benzyl cinnamate catalyzed by the entrapped lipase remained 70.2%, while the yield catalyzed by the adsorbed lipase was only about 10%. These results indicated that the nano-molecular cages could inhibit denaturation of lipase and maintain its activity well.
Synthesis of Benzyl cinnamate by enzymatic esterification of cinnamic acid
Bioresour Technol 2015 Dec;198:256-61.PMID:26398669DOI:10.1016/j.biortech.2015.09.028.
In this study, lipase catalysis was successfully applied in synthesis of Benzyl cinnamate through esterification of cinnamic acid with benzyl alcohol. Lipozyme TLIM was found to be more efficient for catalyzing this reaction than Novozym 435. In order to increase the yield of Benzyl cinnamate, several media, including acetone, trichloromethane, methylbenzene, and isooctane, were used in this reaction. The reaction showed a high yield using isooctane as medium. Furthermore, the effects of several parameters such as water activity, reaction temperature, etc, on this reaction were analyzed. It was pointed out that too much benzyl alcohol would inhibit lipase activity. Under the optimum conditions, lipase-catalyzed synthesis of Benzyl cinnamate gave a maximum yield of 97.3%. Besides, reusable experiment of enzyme demonstrated that Lipozyme TLIM retained 63% of its initial activity after three cycles. These results were of general interest for developing industrial processes for the preparation of Benzyl cinnamate.
Production of Benzyl cinnamate by a low-cost immobilized lipase and evaluation of its antioxidant activity and toxicity
Biotechnol Rep (Amst) 2021 Jan 6;29:e00586.PMID:33489787DOI:10.1016/j.btre.2021.e00586.
In this work was optimized the production of Benzyl cinnamate by enzymatic catalysis using the immobilized lipase NS88011 and to evaluate its biological properties. The optimized condition for this system was 1:3 (acid:alcohol) molar ratio, 59 °C, biocatalyst concentration 4.4 mg.mL-1 for 32 h, with a yield of 97.6 %. The enzyme stability study showed that the enzyme remains active and yields above 60 % until the 13th cycle (416 h), presenting a promising half-life. In the determination of the antioxidant activity of the ester, an inhibitory concentration necessary to inhibit 50 % of the free radical 2,2-diphenyl-1-picryl-hydrazyl DPPH (IC50) of 149.8 mg.mL-1 was observed. For acute toxicity against bioindicator Artemia salina, lethal doses (LD50) of 0.07 and 436.7 μg.mL-1 were obtained for the ester and cinnamic acid, showing that Benzyl cinnamate had higher toxicity, indicating potential cytotoxic activity against human tumors.
Novozym 40086 as a novel biocatalyst to improve Benzyl cinnamate synthesis
RSC Adv 2018 Nov 5;8(65):37184-37192.PMID:35557827DOI:10.1039/c8ra08433e.
Benzyl cinnamate is one of the derivatives of cinnamic acid, which can be used as the main constituent in perfume, UV filters and medicines. In this work, several commercial immobilized lipases (Novozym 40086, Novozym 435 and Lipozyme TLIM) and free lipases (lipase A and B from Candida sp., and lipozyme from Thermomyces linuginosous) were used as catalysts for Benzyl cinnamate preparation by the esterification of benzyl alcohol with cinnamic acid. The effect of various esterification parameters (reaction time, reaction temperature, lipase concentration and substrate ratio) on Benzyl cinnamate yield were also optimized and evaluated using response surface methodology (RSM). Among all tested lipases, Novozym 40086, as a new commercial immobilized lipase from Rhizomucor miehei immobilized on acrylic resin beads, showed the best activity for the esterification. Esterification parameters were optimized as follows: reaction temperature 46.3 °C, substrate molar ratio 1 : 3 (cinnamic acid/benzyl alcohol), Novozym 40086 concentration 23.1 mg mL-1, reaction time 11.3 h, and maximum Benzyl cinnamate yield (96.2 ± 1.4%) were achieved under the optimal conditions. Novozym 40086 can be reused 9 times without significant decrease in Benzyl cinnamate yield (90.1% yield after nine times). The activation energy for the Novozym 40086-catalyzed esterification was 14.96 ± 0.25 kJ mol-1. These results showed that Novozym 40086 was a novel and efficient biocatalyst for the esterification, which can be used as a good alternative for Benzyl cinnamate production.