Bromoacetamido-PEG5-DOTA

 CAS No.: 2353410-19-0  Cat No.: BP-500549 4.5  

Bromoacetamido-PEG5-DOTA is a bifunctional PEG-based linker that combines a bromoacetamide electrophile with a DOTA macrocycle for metal coordination. Structurally, it features a poly(ethylene glycol) chain of moderate length that provides aqueous solubility and conformational flexibility, terminating in a bromoacetamide group capable of reacting with nucleophilic side chains such as cysteine thiols to form stable thioether conjugates. The DOTA moiety offers a well-established chelating platform for complexation with lanthanide or radiometal ions, enabling construction of imaging or analytical probes and facilitating controlled positioning of the conjugate in multicomponent systems. In PROTAC and targeted degradation research, this linker is valuable for site-specific attachment of protein-binding ligands or targeting vectors while simultaneously providing a defined handle for incorporating metal-mediated functionality, tracking, or assay readouts. Its PEG spacer helps reduce steric interference and can improve conjugate stability during linker-to-ligand coupling and downstream biological testing.

Bromoacetamido-PEG5-DOTA

Structure of 2353410-19-0

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PROTAC Linker
Molecular Formula
C₃₀H₅₅BrN₆O₁₃
Molecular Weight
787.69

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

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IUPACName
2-[4-[2-[2-[2-[2-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
InChI Key
XWMVMZLIYSCGHG-UHFFFAOYSA-N
InChI
InChI=1S/C30H55BrN6O13/c31-21-26(38)32-1-11-46-13-15-48-17-19-50-20-18-49-16-14-47-12-2-33-27(39)22-34-3-5-35(23-28(40)41)7-9-37(25-30(44)45)10-8-36(6-4-34)24-29(42)43/h1-25H2,(H,32,38)(H,33,39)(H,40,41)(H,42,43)(H,44,45)
SMILES
C1CN(CCN(CCN(CCN1CC(=O)NCCOCCOCCOCCOCCOCCNC(=O)CBr)CC(=O)O)CC(=O)O)CC(=O)O

Bromoacetamido-PEG5-DOTA is a PEG-based bifunctional PROTAC linker that combines a DOTA chelator motif with a bromoacetamide electrophile, enabling modular assembly of targeted protein degraders. Its ether-rich PEG segment promotes solubility and conformational flexibility, while the DOTA group supports stable coordination chemistry for downstream conjugation strategies. The bromoacetamide handle provides a practical site for nucleophile-driven coupling to ligands or warheads, facilitating efficient PROTAC construction. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG oligomer segment providing multiple ether linkages, a DOTA-derived macrocyclic chelator framework, and a bromoacetamide electrophilic moiety. It features amide and ether functional groups that contribute to polarity, water compatibility, and stable scaffold integrity under typical bioconjugation conditions.

Reactivity: The bromoacetamide group is designed for nucleophilic substitution by thiols or amines, forming stable thioether or amide linkages through an SN2-type pathway. Coupling is commonly performed under mildly basic aqueous or mixed solvent conditions to balance nucleophile reactivity and electrophile stability. No metal catalysts are required for the substitution step; however, chelator coordination behavior should be considered during buffer selection and downstream steps.

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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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