BrCH2CONH-PEG5-N3

 CAS No.: 1415800-37-1  Cat No.: BP-501240  Purity: ≥95% 4.5  

BrCH2CONH-PEG5-N3 is a bifunctional, heterobifunctional PEG-based linker featuring an azide (N3) for bioorthogonal conjugation and a bromoacetamide-derived handle (BrCH2CONH–) that can react with nucleophiles such as thiols or amines to form stable linkages. Structurally, it consists of a PEG chain of moderate length that provides aqueous solubility, conformational flexibility, and reduced steric interference between the two reactive ends. In PROTAC design, such linkers are used to connect an E3-ligase-recruiting ligand to a target-binding moiety while maintaining sufficient spatial separation for productive ternary complex formation. The PEG segment helps preserve binding kinetics by buffering rigid steric constraints, whereas the azide enables efficient attachment to complementary alkyne-bearing partners via copper-free click chemistry. This product is valuable for constructing modular targeted protein degradation probes, enabling systematic optimization of linker length and attachment chemistry to improve degradation potency and selectivity in experimental workflows.

BrCH2CONH-PEG5-N3

Structure of 1415800-37-1

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Category
PROTAC Linker
Molecular Formula
C14H27BrN4O6
Molecular Weight
427.29
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 DCM, DMF, 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
N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-2-bromoacetamide
Synonyms
Bromoacetamido-PEG5-azide; Bromoacetamido-PEG5-N3; Bromo-Amido-PEG5-Azide; N-(17-azido-3,6,9,12,15-pentaoxaheptadecyl)-2-bromoacetamide; Acetamide, N-(17-azido-3,6,9,12,15-pentaoxaheptadec-1-yl)-2-bromo-
InChI Key
VSMFHNNLUORRKS-UHFFFAOYSA-N
InChI
InChI=1S/C14H27BrN4O6/c15-13-14(20)17-1-3-21-5-7-23-9-11-25-12-10-24-8-6-22-4-2-18-19-16/h1-13H2,(H,17,20)
SMILES
C(COCCOCCOCCOCCOCCN=[N+]=[N-])NC(=O)CBr

This PEG-based PROTAC linker, BrCH2CONH-PEG5-N3, is designed to connect a targeting ligand to an E3-recruiting module while maintaining favorable solubility and conformational flexibility typical of polyethylene glycol spacers. Its functional handles enable efficient conjugation strategies used in targeted protein degradation workflows, supporting the synthesis of well-defined PROTAC architectures. The following sections describe its structure and practical reactivity considerations in detail.

Structure: The linker contains an alpha-bromoacetamide motif and a terminal azide on a polyethylene glycol chain. It features ether linkages within the PEG segment, an amide linkage adjacent to the bromomethyl electrophile, and an azide functional group suitable for orthogonal coupling.

Reactivity: The alpha-bromoacetamide portion is particularly suitable for SN2 alkylation with thiols, including cysteine thiols, to form stable C–S linkages under appropriate conditions. The terminal azide enables azide–alkyne cycloaddition for modular PROTAC assembly, typically using copper(I) catalysis or copper-free variants depending on substrate sensitivity. Appropriate anhydrous solvents and controlled temperatures are commonly used to preserve functional group integrity and minimize side reactions.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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