Chlorin e6
(Synonyms: 二氢卟吩E6,Ce6) 目录号 : GC43244Chlorin e6(Ce6) 是第二代光敏剂。
Cas No.:19660-77-6
Sample solution is provided at 25 µL, 10mM.
Chlorin e6(Ce6) is a second-generation photosensitizer. Compared to the first-generation photosensitizers, Chlorin e6 has the advantage of efficiently absorbing longer light wavelengths, which is favorable for deeper tissue penetration[1] .Chlorin e6-based photosensitizers are widely used in antitumor photodynamic therapy(PDT) due to high quantum output of single oxygen and a strong absorption band in a red region[2]
Chlorin e6-mediated PDT inhibits adipocyte differentiation and lipogenesis via regulating AMPK in 3T3-L1 cells, indicated that Chlorin e6-mediated PDT might serve as a potential therapy for the treatment of obesity and obesity-associated diseases[2]. Chlorin e6-Fu/AL@GG hydrogel can be a feasible nanocarrier for Chlorin e6-assisted PDT that possesses an excellent capability to selectively kill colon cancer cells[3]
Chlorin e6-loaded PEG-PCL nanoemulsions (Ce6-PCL-NEs) showed efficient cellular uptake and, upon laser irradiation, generated singlet oxygen to kill tumor cells. Particularly, Chlorin e6-PCL-NEs showed prolonged blood circulation and about 60% increased tumor accumulation compared to free Chlorin e6 after intravenous injection to 4T1 tumor-bearing mice(2.5mg/kg), indicated the promising potential of Chlorin e6-PCL-NEs for efficient PDT and in vivo drug delivery to tumor tissue[4]. Chlorin e6 nano-precipitations (Chlorin e6 NPs) can be prepared by a one-pot method for effective photodynamic therapy of colorectal cancer. The HT-29 tumour-bearing mice were randomly divided into three groups and were administered intravenously with saline, free Chlorin e6 and Chlorin e6 NPs (5mg/kg Chlorin e6) once every 2 days for 2 weeks. The laser was applied three times 24h post injection (680 nm, 0.5 W/cm2 for 5 min). Chlorin e6 NPs showed significantly enhanced anticancer benefits compared to free Chlorin e6, which almost obtained full ablation of tumours at the end of the study[5]
References:
[1].Ryu AR, Kim YW, et al. Chlorin e6-mediated photodynamic therapy modulates adipocyte differentiation and lipogenesis in 3T3-L1 cells. Photodiagnosis Photodyn Ther. 2020;31:101917.
[2].Papayan G.V., Akopov А.L. Photodynamic theranostics of central lung cancer: capabilities of early diagnosis and minimally invasive therapy (review). Sovremennye tehnologii v medicine 2021; 13(6): 78
[3].Karuppusamy S, Hyejin K, et al. Nanoengineered chlorin e6 conjugated with hydrogel for photodynamic therapy on cancer. Colloids Surf B Biointerfaces. 2019;181:778-788.
[4].Park C, Yoo J, et al. Chlorin e6-Loaded PEG-PCL Nanoemulsion for Photodynamic Therapy and In Vivo Drug Delivery. Int J Mol Sci. 2019;20(16):3958. Published 2019 Aug 14.
[5].Miao Z, Wang Y, et al. One-pot synthesis chlorin e6 nano-precipitation for colorectal cancer treatment Ce6 NPs for colorectal cancer treatment. IET Nanobiotechnol. 2021;15(8):680-685.
Chlorin e6(Ce6) 是第二代光敏剂。与第一代光敏剂相比，Chlorin e6具有高效吸收更长波长光的优势，有利于更深的组织穿透[1]。基于Chlorin e6的光敏剂广泛应用于抗肿瘤光动力治疗(PDT) 由于单氧的高量子输出和红色区域的强吸收带[2]
Chlorin e6 介导的 PDT 通过调节 3T3-L1 细胞中的 AMPK 抑制脂肪细胞分化和脂肪生成，表明 Chlorin e6 介导的 PDT 可能作为治疗肥胖和肥胖相关疾病的潜在疗法[2 ]。 Chlorin e6-Fu/AL@GG 水凝胶可作为 Chlorin e6 辅助 PDT 的纳米载体，具有出色的选择性杀死结肠癌细胞的能力[3]
负载二氢卟酚 e6 的 PEG-PCL 纳米乳剂 (Ce6-PCL-NEs) 显示出有效的细胞摄取，并且在激光照射下产生单线态氧以杀死肿瘤细胞。特别是，在静脉注射给 4T1 荷瘤小鼠（2.5mg/kg）后，与游离的 Chlorin e6 相比，Chlorin e6-PCL-NEs 显示出延长的血液循环和约 60% 的肿瘤积累，表明 Chlorin e6-PCL-用于有效 PDT 和体内药物递送至肿瘤组织的 NEs[4]。可通过一锅法制备二氢卟酚 e6 纳米沉淀物 (Chlorin e6 NPs)，用于结直肠癌的有效光动力治疗。 HT-29 荷瘤小鼠随机分为三组，每 2 天一次静脉注射生理盐水、游离 Chlorin e6 和 Chlorin e6 NPs (5mg/kg Chlorin e6)，持续 2 周。注射后 24 小时应用激光 3 次（680 nm，0.5 W/cm2，持续 5 分钟）。与游离的 Chlorin e6 相比，Chlorin e6 NPs 显示出显着增强的抗癌益处，后者在研究结束时几乎完全消融了肿瘤[5]
| Cell experiment [1]: | |
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Cell lines |
Human alveolar adenocarcinoma cells A549 |
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Preparation Method |
The 96-well plates were treated with 50μL of agar solution (1.5%(w/v)) made in serum free Dulbecco’s Modified Eagle’s Medium. A549 cells(1×104/well) were seeded in 96-well plates, centrifuged at 1500rcf for 15min at 25℃. The spheroids of 400-500μm size obtained after 4-5 days were utilized for the study |
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Reaction Conditions |
3μg/mL for 4h(Growth Inhibition, Live/Dead Cell Assay), a serial concentration for 12h(0.5-3μg/mL In Vitro Phototoxicity) |
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Applications |
A549 3D spheroids treated with Chlorin e6 micelles showed significant inhibition in growth, enhanced phototoxicity, and cellular apoptosis in comparison to free Chlorin e6. |
| Animal experiment [2]: | |
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Animal models |
SCC-7 tumor-bearing mice（1×106 SCC-7 cells(80μL) were injected into the left femoral regions of 4-week-old C3H/HeN male mice） |
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Preparation Method |
Free Chlorin e6, and gelatin-Chlorin e6 solution were injected into the tail vein when the tumor volume reached approximately 150±30mm3. At 4 and 12h after the sample injection, the tumor site of each mouse was irradiated with a red laser (658nm, 0.3W, 200J). Then, the tumor sizes of all mice were monitored over 14 days. |
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Dosage form |
Free Chlorin e6, gelatin-Ce6 2μM, or gelatin-Ce6 8μM solution, each containing 2.5mg/kg of Chlorin e6 |
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Applications |
In vivo tumor accumulation of gelatin-Chlorin e6-2 was much higher than that of free Chlorin e6 or gelatin-Chlorin e6-8 after intravenous injection into mice. After laser irradiation to the tumor site, gelatin-Chlorin e6-2 showed superior tumor suppression, indicating an enhanced PDT effect. |
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References: [1]. Kumari P, Paul M, et al. Chlorin e6 Conjugated Methoxy-Poly (Ethylene Glycol)-Poly(D,L-Lactide) Glutathione Sensitive Micelles for Photodynamic Therapy. Pharm Res. 2020;37(2):18. Published 2020 Jan 2. [2]. Son J, Yi G, et al. Gelatin-chlorin e6 conjugate for in vivo photodynamic therapy. J Nanobiotechnology. 2019;17(1):50. Published 2019 Apr 5. |
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| Cas No. | 19660-77-6 | SDF | |
| 别名 | 二氢卟吩E6,Ce6 | ||
| 化学名 | (7S,8S)-3-carboxy-5-(carboxymethyl)-13-ethenyl-18-ethyl-7,8-dihydro-2,8,12,17-tetramethyl-21H,23H-porphine-7-propanoic acid | ||
| Canonical SMILES | CC1=C2[NH]C(/C(CC(O)=O)=C([C@@H](CCC(O)=O)[C@@H]3C)\[N]=C3/C=C4[NH]/C(C(C=C)=C\4C)=C\C5=[N]/C(C(CC)=C5C)=C\2)=C1C(O)=O | ||
| 分子式 | C34H36N4O6 | 分子量 | 596.7 |
| 溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml,Ethanol: slightly soluble | 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 | 1.6759 mL | 8.3794 mL | 16.7588 mL |
| 5 mM | 0.3352 mL | 1.6759 mL | 3.3518 mL |
| 10 mM | 0.1676 mL | 0.8379 mL | 1.6759 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。
Quality Control & SDS
- View current batch:
- Purity: >90.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
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