BIM (FAM)
Cancer Research Peptide
This FAM-labeled Bim apoptotic peptide is derived from the BH3 domain of the pro-apoptotic Bcl-2 family member BIM. As a hydrocarbon-stapled α-helical peptide, it is designed to mimic the native BH3 helix and disrupt anti-apoptotic Bcl-2 family protein interactions. By binding to Bcl-2, Bcl-xL, and related anti-apoptotic proteins, this peptide promotes mitochondrial apoptotic signaling and caspase activation. The hydrocarbon staple enhances α-helicity, proteolytic stability, and cellular permeability compared to the linear BH3 sequence. The N-terminal FAM label (Ex/Em = 495/520 nm) is attached via an Ahx spacer (6-aminohexanoic acid, CAS: 60-32-2). This flexible linker reduces steric interference between the fluorophore and the peptide backbone, ensuring optimal binding and accurate cellular imaging.
Disease Target
Primarily used in cancer research targeting malignancies characterized by dysregulated apoptosis, including leukemias, lymphomas, and solid tumors with overexpression of anti-apoptotic Bcl-2 family proteins. By mimicking the BH3 domain of BIM, this peptide reactivates apoptotic signaling in apoptosis-resistant cancer cells.
Stapling Strategy
BIM (FAM) is synthesized using Fmoc‑(S)‑2‑(4‑pentenyl)alanine (Fmoc‑(S5)‑OH, CAS: 288617‑73‑2), incorporated at i,i+4 positions within the BH3 sequence during solid‑phase peptide synthesis (SPPS). A ruthenium‑catalyzed ring‑closing olefin metathesis reaction generates the (CH₂)₄ hydrocarbon staple, stabilizing the α‑helical conformation and enhancing cellular permeability and proteolytic stability. The N‑terminal FAM label (Ex/Em = 495/520 nm) is introduced via an Ahx spacer, using 6‑aminohexanoic acid (Ahx, CAS: 60‑32‑2) as a flexible linker to separate the fluorophore from the peptide backbone, thereby minimizing steric interference and preserving the peptide’s binding and structural properties. This design enables fluorescence‑based cellular uptake and localization studies.
Technical specification
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Sequency : | FAM-Ahx-EIWIAQELR(S5)IGD(S5)FNAYYA |
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MW : | 2921.26 g/mol |
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Purity : | > 95% |
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Counter-Ion : | TFA Salts |
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Delivery format : | Lyophilized |
Price
| Product | Size | Price € |
Price $ |
| SB332-1mg | 1 mg | 791 | 921 |
| SB332-5mg | 5 mg | 965 | 1130 |
| SB332-10mg | 10 mg | 1249 | 1471 |
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An unlabeled version of this peptide is available for applications not requiring fluorescence. Tap the button below to view the non-conjugated product.
Custom Stapled Peptide Services
If your target is not listed, we offer custom stapled peptide design and synthesis. Whether you require sequence optimization, specific modifications, or larger production quantities, our team can support your project. Submit your project details and we will provide a personalized proposal.