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CAS No.: 877864-04-5
Cat No.: BADC-01182
Purity: >98.0%
4.5 
THP-SS-alcohol serves as a cleavable ADC linker with a disulfide bridge enabling controlled drug release. Its alcohol functional group facilitates conjugation chemistry, supporting advanced antibody-drug conjugate synthesis for targeted cancer therapies.
Structure of 877864-04-5
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Popular Publications Citing BOC Sciences Products
THP-SS-alcohol is a versatile ADC linker intermediate designed for precise antibody-drug conjugate (ADC) construction and targeted bioconjugation. Featuring a tetrahydropyranyl (THP) protecting group, a cleavable disulfide (SS) bond, and a terminal alcohol, this linker enables controlled, site-specific conjugation with ADC cytotoxins and monoclonal antibodies. The disulfide bond allows selective intracellular cleavage in reducing environments, supporting payload release within tumor cells. In ADC linker design, THP-SS-alcohol combines chemical stability with modular conjugation potential, ensuring that the antibody retains its structural integrity and biological activity throughout the conjugation process.
In payload conjugation applications, THP-SS-alcohol is compatible with a wide variety of ADC cytotoxins, including microtubule inhibitors, DNA-damaging agents, and other potent therapeutic payloads. The THP group protects sensitive functional moieties during synthesis, while the disulfide bond enables intracellular release under reductive conditions. The alcohol functionality serves as a reactive handle for additional modifications or secondary conjugation strategies. Its flexible and hydrophilic structure reduces aggregation and enhances solubility, supporting the construction of homogeneous, stable ADCs with optimized pharmacokinetic profiles for research and industrial applications.
From an application perspective, THP-SS-alcohol is extensively applied in oncology-focused ADC research, targeted drug delivery studies, and protein bioconjugation experiments. Its combination of THP protection, disulfide cleavable bond, and alcohol functionality enables site-specific, efficient, and predictable conjugation while maintaining antibody structure. By integrating THP-SS-alcohol into ADC linker design, researchers can generate functionalized, stable linker-payload conjugates capable of precise tumor targeting and efficient intracellular payload delivery, tailored for the nuanced demands of modern ADC therapies.
| Catalog | Product Name | CAS | Inquiry |
|---|---|---|---|
| BADC-00998 | THP-SS-PEG1-Boc | 1807503-88-3 | |
| BADC-00999 | THP-SS-PEG1-Tos | 1807512-37-3 |
What is the primary function of the THP-SS-alcohol linker in ADC development?
The primary function of the THP-SS-alcohol linker is to provide a cleavable connection based on disulfide chemistry. The disulfide bond (SS) is stable in the extracellular environment but is susceptible to cleavage by reducing agents like glutathione (GSH) inside cells. The THP group is a masking group used for protecting the terminal hydroxyl group of the payload. The alcohol is for payload conjugation.
2/11/2020
Dear BOC Sciences, how does the disulfide bond in THP-SS-alcohol facilitate drug release?
The disulfide bond in THP-SS-alcohol is designed to be stable in the oxidizing environment of the bloodstream. However, once the ADC is internalized by the target cell, it enters the lysosome, where the intracellular concentration of reducing agents such as glutathione (GSH) is significantly higher. This high concentration of GSH reduces the disulfide bond, thereby releasing the payload with a free hydroxyl group.
1/8/2022
Could you advise what is the role of the THP group in the THP-SS-alcohol linker?
The THP (tetrahydropyran) group in THP-SS-alcohol serves as a protecting group. It is used to mask the alcohol functional group, preventing it from reacting with other chemicals during synthesis and storage. After conjugation and internalization, the THP group can be removed under specific conditions, unmasking the alcohol for subsequent reactions or to expose the drug's active site.
28/8/2018
Good afternoon! Is the THP-SS-alcohol linker suitable for all types of payloads?
The THP-SS-alcohol linker is primarily suitable for payloads that require a hydroxyl-containing linker for conjugation. The alcohol functional group allows for the formation of ester or carbamate bonds with the payload, providing a versatile attachment point. This linker design is particularly useful for payloads where a disulfide bond cleavage is an effective release mechanism.
1/10/2020
Dear BOC Sciences, which analytical methods and documentation are provided for THP-SS-alcohol?
THP-SS-alcohol is supplied with a certificate of analysis (CoA) including structural confirmation, identity verification, and handling instructions. Analytical techniques such as NMR, mass spectrometry, and HPLC are typically used to verify the disulfide linkage and hydroxyl functionality, ensuring reliability for conjugation applications.
21/11/2020
— Dr. Michael Brown, Protein Chemist (USA)
THP-SS-alcohol linker exhibited excellent disulfide stability and facilitated controlled payload release.
28/8/2018
— Prof. Isabelle Dupont, Biochemist (France)
The hydrophilicity of THP-SS-alcohol improved ADC solubility and minimized aggregation.
21/11/2020
— Dr. Thomas Keller, ADC Developer (Germany)
BOC Sciences’ THP-SS-alcohol delivered on schedule with reliable quality across multiple batches.
1/10/2020
— Ms. Rachel Evans, Research Scientist (UK)
Using THP-SS-alcohol, we obtained reproducible conjugation results and stable payload release.
2/11/2020
— Dr. Sofia Lindberg, Medicinal Chemist (Sweden)
Excellent technical documentation and support accompanied THP-SS-alcohol. Product quality was top-notch.
— Mr. Alex Johnson, Bioconjugation Analyst (Canada)
THP-SS-alcohol linker enhanced our high-throughput ADC screening workflow. Very satisfied.
1/8/2022
THP-SS-alcohol
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THP-SS-alcohol
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