BrCH2CONH-PEG8-COOtBu

 CAS No.: 2055041-16-0  Cat No.: BP-501366  Purity: ≥95% 4.5  

BrCH2CONH-PEG8-COOtBu is a bromoacetamide-terminated polyethylene glycol linker bearing a carboxylic acid protected as a tert-butyl ester. Structurally, it combines a PEG chain of moderate length with two distinct reactive handles: a bromoacetamide electrophile suitable for SN2 reaction with thiols or other nucleophiles and a tert-butyl ester that can be deprotected to enable coupling to protein-binding ligands or other PROTAC modules. In PROTAC architectures, such bifunctional linkers are used to spatially and conformationally tune the distance between the target-recruiting ligand and the E3 ligase–binding moiety, thereby improving productive ternary complex formation and degradation efficiency. The PEG segment enhances aqueous solubility and reduces steric constraints, while the orthogonal reactivity supports stepwise synthesis and purification. This linker is therefore valuable for constructing well-defined conjugates for targeted protein degradation studies, enabling systematic optimization of linker length and attachment chemistry.

BrCH2CONH-PEG8-COOtBu

Structure of 2055041-16-0

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Category
PROTAC Linker
Molecular Formula
C25H48BrNO11
Molecular Weight
618.56
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, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Bromoacetamido-PEG8-C2-Boc; Bromoacetamido-PEG8-t-butyl ester; tert-butyl 1-bromo-2-oxo-6,9,12,15,18,21,24,27-octaoxa-3-azatriacontan-30-oate; 4,7,10,13,16,19,22,25-Octaoxa-28-azatriacontanoic acid, 30-bromo-29-oxo-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 1-bromo-2-oxo-6,9,12,15,18,21,24,27-octaoxa-3-azatriacontan-30-oate; 6,9,12,15,18,21,24,27-Octaoxa-3-azatriacontan-30-oic acid, 1-bromo-2-oxo-, 1,1-dimethylethyl ester
Boiling Point
657.2±55.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
BPWCFBGOCYWQSQ-UHFFFAOYSA-N
InChI
InChI=1S/C25H48BrNO11/c1-25(2,3)38-24(29)4-6-30-8-10-32-12-14-34-16-18-36-20-21-37-19-17-35-15-13-33-11-9-31-7-5-27-23(28)22-26/h4-22H2,1-3H3,(H,27,28)
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CBr

This PROTAC linker, BrCH2CONH-PEG8-COOtBu, is designed to provide a flexible polyethylene glycol spacer that can enhance productive ternary-complex formation in targeted protein degradation workflows. Its functional handles enable robust conjugation to ligands while maintaining solubility and conformational adaptability. The following sections describe the linker’s structure-related features and practical reactivity considerations for constructing PROTACs in a research setting.

Structure: The linker contains a bromomethyl amide segment connected to a PEG chain, terminating in a protected carboxylate ester. It features an amide linkage, ether-rich PEG backbone, and an activated alkyl bromide for substitution, with polar, hydrogen-bonding-capable functionality that supports aqueous compatibility.

Reactivity: The bromomethyl group is suitable for nucleophilic substitution with ligand-derived nucleophiles (for example, amines or thiols) under base-mediated conditions, typically in polar aprotic or mixed solvents. The amide and PEG ether motifs generally remain stable. The terminal tert-butyl ester can be deprotected under standard acidolysis conditions to reveal a carboxylate for subsequent coupling, enabling modular PROTAC assembly strategies.

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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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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