Bromoacetamido-PEG2-acid

 CAS No.: 1415800-44-0  Cat No.: BP-500346  Purity: ≥95% 4.5  

Bromoacetamido-PEG2-acid is a heterobifunctional polyethylene glycol linker featuring a bromoacetamide electrophile and a terminal carboxylic acid, connected through a short PEG spacer (PEG2). The bromoacetamide moiety is designed to react with nucleophilic side chains, most commonly cysteine thiols, via chemoselective alkylation to form a stable thioether linkage, enabling site-specific conjugation of PROTAC components or other targeting ligands. The PEG2 segment provides aqueous solubility and conformational flexibility, which can help reduce steric interference and improve productive ternary complex formation when the linker connects an E3 ligase binder to a target-binding ligand. In targeted protein degradation research, this linker is valuable for constructing degraders where controlled distance and flexible presentation of functional groups are critical for maintaining binding affinity and degradation potency.

Bromoacetamido-PEG2-acid

Structure of 1415800-44-0

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Category
PROTAC Linker
Molecular Formula
C9H16BrNO5
Molecular Weight
298.13
Appearance
Pale Yellow 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 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
3-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]propanoic acid
Synonyms
BrCH2CONH-PEG2-acid; Bromoacetamido-PEG2-C2-acid; 3-(2-(2-(2-Bromoacetamido)ethoxy)ethoxy)propanoic acid; Bromoacetamido-PEG2-CH2CH2COOH; Propanoic acid, 3-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]-
Boiling Point
491.4±45.0 °C at 760 mmHg
Density
1.5±0.1 g/cm3
InChI Key
PIANHFIJCGRNCU-UHFFFAOYSA-N
InChI
InChI=1S/C9H16BrNO5/c10-7-8(12)11-2-4-16-6-5-15-3-1-9(13)14/h1-7H2,(H,11,12)(H,13,14)
SMILES
C(COCCOCCNC(=O)CBr)C(=O)O

Bromoacetamido-PEG2-acid is a PEG-based electrophilic linker designed for efficient conjugation in targeted protein degradation workflows. Its bromoacetamide functionality enables selective formation of stable linkages with nucleophilic residues commonly used in PROTAC synthesis, while the PEG spacer supports favorable solubility and conformational flexibility. This product is well suited for constructing degraders where controlled attachment chemistry and practical handling are required; detailed structural and reactivity considerations are provided below.

Structure: The linker contains a bromoacetamide electrophile connected to a short polyethylene glycol segment and a terminal carboxylic acid. It features an amide bond, an ether-rich PEG backbone, and a reactive alkyl bromide embedded in the bromoacetamide moiety, supporting aqueous compatibility and chemical stability.

Reactivity: Bromoacetamide groups typically react via nucleophilic substitution, where thiols (and, under appropriate conditions, other nucleophiles such as amines) displace bromide to form stable thioether or related adducts. PROTAC assembly is commonly performed under mild, controlled pH and temperature in polar aprotic or mixed aqueous/organic solvents, often without specialized catalysts, using base or buffering systems to promote nucleophile availability while minimizing side reactions.

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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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