BrCH2CONH-PEG3-acid

 CAS No.: 1807534-79-7  Cat No.: BP-501032  Purity: ≥95% 4.5  

BrCH2CONH-PEG3-acid is a bromoacetamide–terminated polyethylene glycol linker bearing a terminal carboxylic acid, providing a hydrophilic, flexible spacer between a PROTAC warhead and an E3-ligase–recruiting ligand. Structurally, it contains a bromoacetamide electrophile for chemoselective conjugation and a short PEG chain that improves solubility and helps reduce steric constraints during ternary complex formation. In PROTAC designs, the bromoacetamide moiety can be used to install the linker onto nucleophilic residues or complementary functional groups on partner molecules, enabling controlled assembly of bifunctional degraders. The carboxylic acid handle further supports amide coupling or other standard bioconjugation strategies to generate final constructs. This linker is valuable for researchers optimizing linker length and polarity, as PEG-based spacers often enhance aqueous compatibility and can modulate degradation efficiency by tuning effective intramolecular reach and interaction geometry.

BrCH2CONH-PEG3-acid

Structure of 1807534-79-7

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Category
PROTAC Linker
Molecular Formula
C11H20BrNO6
Molecular Weight
342.19
Appearance
Pale Yellow or Colorless Oily Matter

* 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 Matter
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
3-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Bromoacetamido-PEG3-C2-acid; Bromoacetamido-PEG3-CH2CH2COOH; Bromoacetamido-PEG3-acid; 1-bromo-2-oxo-6,9,12-trioxa-3-azapentadecan-15-oic acid; Propanoic acid, 3-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]-; 6,9,12-Trioxa-3-azapentadecan-15-oic acid, 1-bromo-2-oxo-; 3-(2-{2-[2-(2-bromoacetamido)ethoxy]ethoxy}ethoxy)propanoic acid
Boiling Point
524.3±50.0°C at 760 mmHg
Density
1.4±0.1 g/cm3
InChI Key
NZRUJYJTSFKZEG-UHFFFAOYSA-N
InChI
InChI=1S/C11H20BrNO6/c12-9-10(14)13-2-4-18-6-8-19-7-5-17-3-1-11(15)16/h1-9H2,(H,13,14)(H,15,16)
SMILES
C(COCCOCCOCCNC(=O)CBr)C(=O)O

This PROTAC linker, BrCH2CONH-PEG3-acid, is designed to provide a hydrophilic polyethylene glycol spacer that supports controlled spatial presentation of two ligating elements in targeted protein degradation workflows. Its ether-rich backbone can improve solubility and reduce aggregation, while the acid functionality enables robust conjugation strategies commonly used in PROTAC assembly. The sections below describe its structural features and practical reactivity considerations for experimental construction of PROTACs.

Structure: The linker contains a PEG-based polyether chain terminating in a carboxylic acid, with a bromomethyl amide motif at the other end. It features ether linkages, an amide bond, and an alpha-bromoacetamide electrophile suitable for nucleophilic substitution. The combination yields a flexible, polar, water-compatible scaffold.

Reactivity: The carboxylic acid can be activated for amide or ester formation using standard coupling chemistries under anhydrous conditions, enabling attachment to amine- or hydroxyl-bearing warheads. The alpha-bromoacetamide end is particularly suitable for SN2 alkylation with thiols, including cysteine thiols, to install the second functional handle. Commonly, base-assisted coupling and polar, aprotic solvents are used to promote efficient PROTAC synthesis while preserving sensitive ligands.

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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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