Tos-PEG7-COOtBu

 CAS No.: 406213-75-0  Cat No.: BP-500399  Purity: ≥95% 4.5  

Tos-PEG7-COOtBu is a PEG-based PROTAC linker featuring a tosyl-activated terminus (Tos) for controlled conjugation and a terminal protected carboxylate (COOtBu) that can be deprotected or functionalized to introduce a reactive handle for coupling to ligands. The structure provides a flexible, hydrophilic poly(ethylene glycol) chain of intermediate length, which helps project attached binding motifs away from steric hindrance and can improve solubility and effective local concentration in ternary-complex formation. In PROTAC design, such linkers are used to connect an E3 ligase-recruiting moiety to a target-binding ligand while maintaining appropriate relative orientation and distance for productive ubiquitination. The PEG spacer also reduces nonspecific hydrophobic interactions and can enhance compatibility with aqueous experimental conditions. This product is valuable for researchers developing targeted protein degradation constructs, enabling modular synthesis of linker-ligand conjugates and facilitating systematic optimization of linker length and reactivity.

Tos-PEG7-COOtBu

Structure of 406213-75-0

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Category
PROTAC Linker
Molecular Formula
C26H44O11S
Molecular Weight
564.69

* For research and manufacturing use only. Not for human or clinical use.

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Purity
≥95%
Solubility
Soluble in DMSO
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
tert-butyl 1-(tosyloxy)-3,6,9,12,15,18-hexaoxahenicosan-21-oate; Tos-peg7-t-butyl ester; Tos-PEG7-t-Butyl ester; Tos-PEG7-Boc
Boiling Point
621.1±55.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
HMGVIAOGIVRIFP-UHFFFAOYSA-N
InChI
InChI=1S/C26H44O11S/c1-23-5-7-24(8-6-23)38(28,29)36-22-21-35-20-19-34-18-17-33-16-15-32-14-13-31-12-11-30-10-9-25(27)37-26(2,3)4/h5-8H,9-22H2,1-4H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCC(=O)OC(C)(C)C

Tos-PEG7-COOtBu is a PEG-based PROTAC linker building block designed to connect targeting ligands and enable efficient formation of ternary complexes through controlled spatial separation and improved solubility. Its ether-rich polymer segment supports aqueous compatibility, while the protected carboxyl functionality provides a reliable handle for subsequent conjugation steps. This product is commonly used in targeted protein degradation workflows, where linker architecture strongly influences degrader geometry, flexibility, and overall performance. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a tosyl-activated PEG chain featuring multiple ether linkages that impart conformational flexibility. A terminal protected carboxyl group is present as a tert-butyl ester, which stabilizes the acid functionality during synthetic assembly. Aromatic sulfonate character supports leaving-group behavior in downstream transformations.

Reactivity: Tosyl activation enables nucleophilic substitution reactions under standard organic synthesis conditions, typically using appropriate nucleophiles such as amines or carboxylates to form new C–N or C–O bonds. The tert-butyl ester is compatible with many coupling steps and can be deprotected using acid-mediated conditions to reveal the free carboxylic acid for amide bond formation. Common solvents include polar aprotic media, and coupling can proceed via established carboxyl activation strategies.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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