Bromo-PEG6-alcohol

 CAS No.: 136399-05-8  Cat No.: BP-500477  Purity: ≥95% 4.5  

Bromo-PEG6-alcohol is a functionalized polyethylene glycol (PEG) linker bearing a terminal bromide and a primary alcohol, enabling versatile conjugation chemistry in PROTAC and related targeted protein degradation constructs. The PEG6 chain provides a flexible, hydrophilic spacer that can reduce steric interference between the ligand-binding modules, improve effective reach, and help maintain productive geometry for ternary complex formation. In PROTAC design, the bromide handle can be used for nucleophilic substitution or other electrophile-driven coupling strategies to install the linker onto a ligand or reactive intermediate, while the terminal alcohol enables complementary derivatization (for example, conversion to activated carbonates/esters or further functional group interconversions) to connect to the second binding moiety. This linker is valuable for researchers optimizing linker length, polarity, and attachment chemistry to tune degradation potency, selectivity, and cellular performance in targeted protein degradation studies.

Bromo-PEG6-alcohol

Structure of 136399-05-8

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Category
PROTAC Linker
Molecular Formula
C12H25BrO6
Molecular Weight
345.23
Appearance
Liquid

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

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Purity
≥95%
Solubility
Soluble in DCM, Water
Appearance
Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
Br-PEG6-OH; 17-Bromo-3,6,9,12,15-pentaoxaheptadecane-1-ol; 3,6,9,12,15-Pentaoxaheptadecan-1-ol, 17-bromo-; 17-bromo-3,6,9,12,15-pentaoxa-1-heptadecanol
Boiling Point
404.9±40.0 °C at 760 mmHg
Density
1.282±0.1 g/cm3
InChI Key
RBUBPNRAVNYTDU-UHFFFAOYSA-N
InChI
InChI=1S/C12H25BrO6/c13-1-3-15-5-7-17-9-11-19-12-10-18-8-6-16-4-2-14/h14H,1-12H2
SMILES
C(COCCOCCOCCOCCOCCBr)O

Bromo-PEG6-alcohol is a PEG-based, bromo-functional linker designed for assembling PROTACs through reliable carbon–heteroatom coupling handles. Its flexible poly(ethylene glycol) segment supports favorable linker solvation and conformational adaptability, which can improve effective positioning of the target-binding and E3-recruiting ligands. The bromide functionality enables straightforward derivatization strategies commonly used in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a poly(ethylene glycol) chain terminated with a primary alcohol and a bromo substituent, providing an ether-rich, flexible scaffold. It contains C–O ether bonds along the PEG backbone, a terminal C–O bond at the alcohol, and a carbon–bromine bond that serves as a synthetic handle. Overall, it is polar and hydrophilic.

Reactivity: The bromo group is suitable for nucleophilic substitution or related cross-coupling-compatible transformations, enabling attachment of PROTAC warheads or ligand fragments under standard organic synthesis conditions. Derivatization typically proceeds via halide activation followed by nucleophile addition, with base-mediated formation of the nucleophile from alcohol or amine partners where appropriate. Solvents such as polar aprotic media are commonly used, and catalysts may be selected based on the intended coupling mode.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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