Bromo-PEG6-bromide

 CAS No.: 72713-23-6  Cat No.: BP-501606  Purity: >95% 4.5  

Bromo-PEG6-bromide is a bifunctional, bromide-terminated polyethylene glycol linker designed for modular conjugation in PROTAC and targeted protein degradation constructs. Structurally, it consists of a PEG chain of moderate length bearing bromine atoms at both termini, providing a flexible, water-compatible spacer that can reduce steric interference between the ligand-binding module and the recruiting element. In PROTAC assembly, this linker functions as a reactive handle for installing the linker onto electrophile/nucleophile-bearing partners (for example, via substitution reactions to generate ether or carbon–heteroatom connections), thereby positioning the two pharmacophores at an adjustable distance and maintaining an appropriate relative orientation for formation of the ternary complex. Its PEG-based, hydrophilic character often improves solubility and can help tune degradation potency by modulating effective reach and linker dynamics. This makes Bromo-PEG6-bromide a practical reagent for systematic linker optimization in targeted degradation research.

Bromo-PEG6-bromide

Structure of 72713-23-6

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Category
PROTAC Linker
Molecular Formula
C14H28Br2O6
Molecular Weight
452.18
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Liquid
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
1,2-bis[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethane
Synonyms
Br-PEG6-Br; Br-PEG6-bromide; Br-PEG6-CH2CH2Br; Bis(bromo)-PEG6; 1,20-dibromo-3,6,9,12,15,18-hexaoxaicosane
InChI Key
ODSLOCVIDIOUPB-UHFFFAOYSA-N
InChI
InChI=1S/C14H28Br2O6/c15-1-3-17-5-7-19-9-11-21-13-14-22-12-10-20-8-6-18-4-2-16/h1-14H2
SMILES
C(COCCOCCOCCBr)OCCOCCOCCBr

Bromo-PEG6-bromide is a PEG-based bifunctional linker designed for constructing PROTACs through reliable alkylation chemistry. Its flexible poly(ethylene glycol) scaffold can enhance solubility and provide an adaptable spacer between ligand-binding motifs, supporting efficient formation of the ternary complex. The bromide termini serve as practical electrophiles for conjugation, and the linker is commonly used in targeted protein degradation workflows where detailed, modular synthesis is required. The structure and reactivity considerations are provided in detail below.

Structure: The molecule comprises a linear poly(ethylene glycol) chain terminated with bromomethyl groups, featuring ether linkages along the PEG backbone and carbon–bromine bonds at the termini. This architecture yields a flexible, hydrophilic spacer with ether oxygen-rich coordination potential and suitable polarity for PROTAC assembly.

Reactivity: Bromo-PEG6-bromide is typically employed in nucleophilic substitution reactions, where the bromomethyl groups act as electrophiles toward amines, thiols, or other nucleophiles under controlled base conditions. Common approaches use polar aprotic solvents and mild heating to promote SN2-type displacement while minimizing side reactions. No special catalysts are generally required; reaction efficiency depends on nucleophile strength, solvent choice, and exclusion of moisture to limit hydrolysis.

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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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