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Ectoine (Synonyms: Ectoin, NSC 614616, Pyrostatin B)

Katalog-Nr.GC39290 Copy One-Click Copy Product Info

Ectoin ist ein natÜrlicher Zellschutz, ein AminosÄurederivat, das von Bakterien produziert wird, die unter extrem rauen Umweltbedingungen leben.

Products are for research use only. Not for human use. We do not sell to patients.

Ectoine Chemische Struktur

Cas No.: 96702-03-3

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10mM (in 1mL Water)
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5g
93,00 $
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10g
166,00 $
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25g
366,00 $
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50g
548,00 $
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Sample solution is provided at 25 µL, 10mM.



Description of Ectoine

Ectoine is a cyclic amino acid derivative produced by bacteria living in extreme environments, which exerts cytoprotective effects through osmoregulation[1]. By binding to water molecules, ectoine forms a stable protective hydration shell around cellular components, safeguarding cell structures from damage caused by environmental factors and helping maintain the natural folding state of proteins[2]. Ectoine has been widely used in high-end skincare products, anti-allergic agents, and neuroprotection-related fields due to the compound's favorable safety profile and ability to repair cellular barriers[3,4].

In vitro, pretreatment of human red blood cells with ectoine (0-5%) for 1h protected the cells from damage induced by SDS treatment, with higher concentrations of ectoine providing stronger membrane protection[5]. When co-incubated with 25μM amyloid-β peptide (Aβ42) for 72h, ectoine (25μM-100mM) concentration-dependently reduced Thioflavin T (ThT)-induced fluorescence, indicating fewer cross-β-sheet structures. Notably, 100mM ectoine significantly inhibited Aβ42 fibril aggregation[6]. Pretreatment of human neutrophils with 1mM ectoine for 2h, followed by co-incubation with inflammatory mediators such as 300nM leukotriene B4 (LTB4) and 33μg/mL carbon nanoparticles (CNP) for 16h, significantly restored neutrophil apoptosis rates that were suppressed by these stimuli[7].

In vivo, topical administration of ectoine (0.5-2.0%; 5μL/eye; 4 times daily) in a dry eye model in C57BL/6 mice for 5 days improved corneal smoothness in a concentration-dependent manner. Both 1.0% and 2.0% ectoine restored corneal smoothness to near or complete normality[8]. A single co-administration of ectoine (1mM) with CNP (2.5mg/kg) into the lungs of Fisher 344 rats significantly reduced neutrophil counts and cinc-1 levels from 48 to 168h, demonstrating notable and sustained anti-inflammatory effects[7].

References:
[1] WANG K, CUI B, WANG Y, et al. Microbial production of ectoine: a review[J]. ACS Synthetic Biology, 2025, 14(2): 332-342.
[2] NG H S, WAN P K, KONDO A, et al. Production and recovery of ectoine: A review of current state and future prospects[J]. Processes, 2023, 11(2): 339.
[3] KAUTH M, TRUSOVA O V. Topical ectoine application in children and adults to treat inflammatory diseases associated with an impaired skin barrier: a systematic review[J]. Dermatology and Therapy, 2022, 12(2): 295-313.
[4] BUJAK T, ZAGÓRSKA-DZIOK M, NIZIOŁ-ŁUKASZEWSKA Z. Complexes of ectoine with the anionic surfactants as active ingredients of cleansing cosmetics with reduced irritating potential[J]. Molecules, 2020, 25(6): 1433.
[5] GRAF R, ANZALI S, BUENGER J, et al. The multifunctional role of ectoine as a natural cell protectant[J]. Clinics in Dermatology, 2008, 26(4): 326-333.
[6] KANAPATHIPILLAI M, LENTZEN G, SIERKS M, et al. Ectoine and hydroxyectoine inhibit aggregation and neurotoxicity of Alzheimer’s β-amyloid[J]. FEBS Letters, 2005, 579(21): 4775-4780.
[7] SYDLIK U, PEUSCHEL H, PAUNEL-GÖRGÜLÜ A, et al. Recovery of neutrophil apoptosis by ectoine: a new strategy against lung inflammation[J]. European Respiratory Journal, 2013, 41(2): 433-442.
[8] CHEN X, LIN N, LI J M, et al. Ectoine, from a natural bacteria protectant to a new treatment of dry eye disease[J]. Pharmaceutics, 2024, 16(2): 236.

Protocol of Ectoine

Cell experiment [1]:

Cell lines

Human erythrocytes

Preparation Method

Human erythrocytes (2 × 108cells/mL) are treated for 1h with 0%, 0.1%, 0.5%, 1%, and 5% ectoine. Then cells are stressed for 10min with 0% to 0.04% SDS solution, and the number of cells in lysis is determined spectroscopically via the content of free hemoglobin.

Reaction Conditions

0%, 0.1%, 0.5%, 1%, and 5%; 1h

Applications

Etoine protects the cells from damage caused by SDS treatment. The erythrocytes pretreated with ectoine are shown to be more resistant to membrane damage by SDS than those of untreated cells. No stabilizing effect was observed in cells without ectoine, in which maximum erythrocyte damage occurred (0% increase of membrane stability). The higher the ectoine concentration, the greater the protective effect against membrane damage.

Animal experiment [2]:

Animal models

Dry eye model (C57BL/6 mice)

Preparation Method

An experimental dry eye model was induced via desiccating stress (DS) in female C57BL/6 mice (DS mice). The DS mice were treated with topical administration via instillation of 5µL/eye of ectoine in PBS at different concentrations (0.5, 1.0 and 2.0%), 4 times daily during exposure to desiccation for 5 days. On day 5, clinical signs of dry eye and corneal damage were assessed via a stereo microscopy and Oregon Green dextran fluorescein staining.

Dosage form

0.5, 1.0, 2.0%; 5µL/eye; 4 times daily; topical administration via instillation

Applications

Topical administration of 0.5, 1.0, and 2.0% of ectoine in DS mice improved corneal smoothness in a concentration-dependent manner, and ectoine at 1.0 and 2.0% significantly restored the corneal smoothness to near or completely normal condition, with a corneal smoothness score of 1.80 ± 0.92 and 1.20 ± 1.03, respectively.

References:
[1] GRAF R, ANZALI S, BUENGER J, et al. The multifunctional role of ectoine as a natural cell protectant[J]. Clinics in Dermatology, 2008, 26(4): 326-333.
[2] CHEN X, LIN N, LI J M, et al. Ectoine, from a natural bacteria protectant to a new treatment of dry eye disease[J]. Pharmaceutics, 2024, 16(2): 236.

Chemical Properties of Ectoine

Cas No. 96702-03-3 SDF
Überlieferungen Ectoin, NSC 614616, Pyrostatin B
Canonical SMILES O=C([C@H]1NC(C)=NCC1)O
Formula C6H10N2O2 M.Wt 142.16
Löslichkeit Water : 250 mg/mL (1758.58 mM) Storage 4°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
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 Ectoine

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 7.0343 mL 35.1716 mL 70.3433 mL
5 mM 1.4069 mL 7.0343 mL 14.0687 mL
10 mM 703.4 μL 3.5172 mL 7.0343 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 3 reference(s) in Google Scholar.)

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