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Chlorin e6 (Synonyms: Ce6)

Catalog No.GC43244 Copy One-Click Copy Product Info

Chlorin e6, a photosensitizer with a simple porphyrin nucleus, has strong absorption peaks at wavelengths of 403nm and 664nm.

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Chlorin e6 Chemical Structure

Cas No.: 19660-77-6

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50mg
$56.00
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100mg
$91.00
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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 4 publications

Description of Chlorin e6

Chlorin e6, a photosensitizer with a simple porphyrin nucleus, has strong absorption peaks at wavelengths of 403nm and 664nm[1]. Chlorin e6 exhibits low dark toxicity, high phototoxicity, and rapid accumulation in target tissues, enabling the generation of singlet oxygen and the formation of intracellular reactive oxygen species (ROS)[2]. Chlorin e6 has been widely used in photodynamic therapy and dynamic acoustic therapy to inhibit tumor growth and regulate bacterial activity[3].

In vitro, Chlorin e6 treatment for 48 hours significantly inhibited the viability of HepG2 and B16-F10 cells, with IC50 values of 1.66µM and 1.67µM, respectively, under 10J/cm2 irradiation (24h)[4]. Chlorin e6 (0.2mg/ml) treatment for 45 minutes combined with 1.0MHz/cm2 ultrasound (60s) induced G2/M phase arrest and apoptosis in SPCA-1 cells[5]. Pretreatment with 170µM Chlorin e6 for 90 minutes, followed by irradiation at 2J/cm2, induced vascular smooth muscle cell death, accompanied by DNA fragmentation, reduced cell membrane polarization, and caspase-3 activation[6].

In vivo, oral administration of Chlorin e6 at a dose of 5mg/kg every 2 days, combined with 4.96mW/cm2 light irradiation for 4 weeks, significantly attenuated high-fat diet-induced obesity, reduced hepatic lipid accumulation, and decreased epididymal adipocyte size in mice[7].

References:

[1] Paul S, Heng P W S, Chan L W. Optimization in solvent selection for chlorin e6 in photodynamic therapy[J]. Journal of fluorescence, 2013, 23(2): 283-291.

[2] Pandit R P, Thapa Magar T B, Shrestha R, et al. Isolation, identification, and biological activities of a new chlorin e6 derivative[J]. International Journal of Molecular Sciences, 2024, 25(13): 7114.

[3] Liao S, Cai M, Zhu R, et al. Antitumor effect of photodynamic therapy/sonodynamic therapy/sono-photodynamic therapy of chlorin e6 and other applications[J]. Molecular pharmaceutics, 2023, 20(2): 875-885.

[4] Huang F, Li Y, Zhang X J, et al. Novel chlorin e6-based conjugates of tyrosine kinase inhibitors: Synthesis and photobiological evaluation as potent photosensitizers for photodynamic therapy[J]. European Journal of Medicinal Chemistry, 2023, 261: 115787.

[5] Chen B, Zheng R, Liu D, et al. The tumor affinity of chlorin e6 and its sonodynamic effects on non-small cell lung cancer[J]. Ultrasonics sonochemistry, 2013, 20(2): 667-673.

[6] Wawrzyńska M, Kałas W, Biały D, et al. In vitro photodynamic therapy with chlorin e6 leads to apoptosis of human vascular smooth muscle cells[J]. Archivum Immunologiae et Therapiae Experimentalis, 2010, 58(1): 67-75.

[7] Shrestha R, Gurung P, Lim J, et al. Anti-obesity effect of Chlorin e6-mediated photodynamic therapy on mice with high-fat-diet-induced obesity[J]. Pharmaceuticals, 2023, 16(7): 1053.

Protocol of Chlorin e6

Cell experiment [1]:

Cell lines

B16-F10 cells

Preparation Method

B16-F10 cells were cultured in RPMI-1640 medium, supplemented with 10% fetal bovine serum (FBS), and 1% penicillin/streptomycin, at 37°C in an incubator with 5% CO2. Cells were seeded into 96-well plates at a density of 5×103 cells/ml and incubated for 24h at 37°C. Cells were exposed to gradient concentrations of Chlorin e6 (0, 0.1, 1, 10, and 100µM) for 48h, cell viability was measured.

Reaction Conditions

0, 0.1, 1, 10, and 100µM; 48h

Applications

Chlorin e6 treatment reduced cell viability in B16-F10 cells in a dose-dependent manner.
Animal experiment [2]:

Animal models

Male C57BL6 mice

Preparation Method

Male C57BL6 mice (4 weeks old) were housed and maintained in a standard environment (room temperature 20±2°C; humidity 50±5%; light/dark cycle: 12:12h) in the standard lab facility for a week. The mice were randomly divided into 3 groups with similar weights: normal group (Nor), vehicle-treated high-fat diet group (HFD), high-fat diet with Chlorin e6 (5mg/kg) and light of a high fluence rate (4.96mW/cm2). The normal group of mice was fed a normal diet (10% fat), while the remaining groups were fed a high-fat diet (60% fat) for 70 days to increase the body weight by about 70%. Chlorin e6 (5mg/kg/day) was dissolved in normal saline, filtered through a 0.2µm syringe filter, and administered orally to the treated mice every two days with 4.96mW/cm2 light for 4 weeks. The weight changes in mice, along with food and water intake, were measured every week.

Dosage form

5mg/kg; every two days; 4 weeks; p.o.

Applications

Chlorin e6 treatment combined with 4.96mW/cm2 light decreased body weight in mice with a high-fat diet.

References:

[1] Huang F, Li Y, Zhang X J, et al. Novel chlorin e6-based conjugates of tyrosine kinase inhibitors: Synthesis and photobiological evaluation as potent photosensitizers for photodynamic therapy[J]. European Journal of Medicinal Chemistry, 2023, 261: 115787.

[2] Shrestha R, Gurung P, Lim J, et al. Anti-obesity effect of Chlorin e6-mediated photodynamic therapy on mice with high-fat-diet-induced obesity[J]. Pharmaceuticals, 2023, 16(7): 1053.

Chemical Properties of Chlorin e6

Cas No. 19660-77-6 SDF
Synonyms Ce6
Chemical Name (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
Formula C34H36N4O6 M.Wt 596.7
Solubility DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml,Ethanol: slightly soluble Storage Store at -20°C
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Chlorin e6

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1 mg 5 mg 10 mg
1 mM 1.6759 mL 8.3794 mL 16.7588 mL
5 mM 335.2 μL 1.6759 mL 3.3518 mL
10 mM 167.6 μL 837.9 μL 1.6759 mL
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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3. All of the above co-solvents are available for purchase on the GlpBio website.

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