Fmoc-(R)-2-(7-octenyl)Ala-OH
Based on 1 Customer Validation
Fmoc-(R)-2-(7-octenyl) Ala-OH is an unnatural Fmoc-protected amino acid and modification module. Fmoc-(R)-2-(7-octenyl) Ala-OH serves as a key building block for all-hydrocarbon cross-linking modification of antimicrobial peptides, and facilitates the generation of stapled peptide derivatives. When introduced into specific sites of the parent peptide, Fmoc-(R)-2-(7-octenyl) Ala-OH effectively increases the α-helix content of the peptide chain, thereby significantly enhancing its antimicrobial activity and proteolytic stability. Fmoc-(R)-2-(7-octenyl) Ala-OH is widely used in research on bacterial infections and the development of related antimicrobial agents. Stapled peptide is a specially chemically modified polypeptide. It locks the peptide chain into a stable α-helical structure by introducing a "staple"-like chemical bridge (usually an all-carbon backbone) at specific positions of the peptide chain.
For research use only. We do not sell to patients.
- Purity: 99.43%
- CAS No.: 945212-26-0
- Formula: C26H31NO4
- Molecular Weight:421.53
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Storage:
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Fmoc-(R)-2-(7-octenyl)Ala-OH (25 μM; up to 12 h) has a degradation half-life of 0.57 h in α-chymotrypsin at 37°C and is completely degraded after 12 h of incubation when incorporated into A4K14-citropin 1.1-Sp6[1].
Fmoc-(R)-2-(7-octenyl)Ala-OH (0.39-50 μM; 96 h) inhibits the viability of C4-2B, A549, U87, and MCF-7 cells with IC50 values of 35.84 μM, 30.19 μM, 34.49 μM, and 23.78 μM, respectively, when incorporated into A4K14-citropin 1.1-Sp6[1].
Fmoc-(R)-2-(7-octenyl)Ala-OH (Fmoc-R8-OH) (18-20 h) incorporated into stapled Figainin 2 derivatives exhibit antimicrobial activity with MIC values of 9.3-18.7 μg/mL against Acinetobacter baumannii, and 37.5 μg/mL against Pseudomonas aeruginosa, Staphylococcus aureus, and Escherichia coli[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human prostate cancer C4-2B cells, human lung cancer A549 cells, human glioma U87 cells, human breast cancer MCF-7 cells
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Concentration:0.39-50 μM (A4K14-citropin 1.1-Sp6, containing Fmoc-(R)-2-(7-octenyl) Ala-OH)
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Incubation Time:96 h
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Result:Inhibited viability of C4-2B cells with an IC50 of 35.84 μM.
Inhibited viability of A549 cells with an IC50 of 30.19 μM.
Inhibited viability of U87 cells with an IC50 of 34.49 μM.
Inhibited viability of MCF-7 cells with an IC50 of 23.78 μM.
Chemical Information
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CAS No. 945212-26-0
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Appearance Solid-Liquid Mixture
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Molecular Weight 421.53
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Formula C26H31NO4
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Color Off-white to yellow
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Solvent & Solubility
DMSO : 200 mg/mL (474.46 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (273 KB)
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SDS (458 KB)
- English - EN (458 KB)
- Français - FR (458 KB)
- Deutsch - DE (458 KB)
- Norwegian - NO (458 KB)
- Español - ES (458 KB)
- Swedish - SV (458 KB)
- Italian - IT (458 KB)
- Korean - KR (458 KB)
- Portuguese - PT (458 KB)
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Handling Instructions (2659 KB)
References
[1]. Wang N, et al. Design, Synthesis, and Antitumor Activities Study of Stapled A4K14-Citropin 1.1 Peptides. Front Chem. 2020;8:616147. Published 2020 Dec 10. [Content Brief]
[2]. Xue J, et al. All-hydrocarbon stapling enables improvement of antimicrobial activity and proteolytic stability of peptide Figainin 2. J Pept Sci. 2024;30(6):e3566. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.3723 mL | 11.8616 mL | 23.7231 mL | 59.3078 mL |
| 5 mM | 0.4745 mL | 2.3723 mL | 4.7446 mL | 11.8616 mL | |
| 10 mM | 0.2372 mL | 1.1862 mL | 2.3723 mL | 5.9308 mL | |
| 15 mM | 0.1582 mL | 0.7908 mL | 1.5815 mL | 3.9539 mL | |
| 20 mM | 0.1186 mL | 0.5931 mL | 1.1862 mL | 2.9654 mL | |
| 25 mM | 0.0949 mL | 0.4745 mL | 0.9489 mL | 2.3723 mL | |
| 30 mM | 0.0791 mL | 0.3954 mL | 0.7908 mL | 1.9769 mL | |
| 40 mM | 0.0593 mL | 0.2965 mL | 0.5931 mL | 1.4827 mL | |
| 50 mM | 0.0474 mL | 0.2372 mL | 0.4745 mL | 1.1862 mL | |
| 60 mM | 0.0395 mL | 0.1977 mL | 0.3954 mL | 0.9885 mL | |
| 80 mM | 0.0297 mL | 0.1483 mL | 0.2965 mL | 0.7413 mL | |
| 100 mM | 0.0237 mL | 0.1186 mL | 0.2372 mL | 0.5931 mL |
Fmoc-(R)-2-(7-octenyl)Ala-OH Related Classifications
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