N-(Azido-PEG3)-N-Fluorescein-PEG4-acid

 CAS No.: 2100306-72-5  Cat No.: BP-501414 4.5  

N-(Azido-PEG3)-N-Fluorescein-PEG4-acid is a multifunctional PEG-based linker bearing a terminal azide handle, a fluorescein reporter, and a carboxylic acid for conjugation and characterization. Structurally, it combines a short PEG3 segment that positions the azide for bioorthogonal coupling with complementary alkyne-containing partners (e.g., via copper-free click chemistry), and a longer PEG4 segment that improves solubility and spatial separation between the fluorophore and the reactive group. In PROTAC and targeted degradation workflows, this type of linker is valuable for modular assembly and for tracking molecular conjugates: the azide enables efficient attachment to the warhead or E3-ligand-bearing component, while the fluorescein moiety allows sensitive visualization of labeling efficiency, cellular uptake, and degradation-probe distribution. The carboxylic acid further supports downstream functionalization or controlled attachment chemistry, making the reagent useful for optimizing linker length, minimizing steric interference, and validating conjugate behavior in experimental studies.

N-(Azido-PEG3)-N-Fluorescein-PEG4-acid

Structure of 2100306-72-5

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PROTAC Linker
Molecular Formula
C₄₀H₄₉N₅O₁₄S
Molecular Weight
855.91

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

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IUPACName
3-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
FBQKQKSBWTUJSU-UHFFFAOYSA-N
InChI
InChI=1S/C40H49N5O14S/c41-44-42-8-12-52-16-20-56-21-17-53-13-9-45(10-14-54-18-22-57-24-23-55-19-15-51-11-7-37(48)49)39(60)43-28-1-4-32-31(25-28)38(50)59-40(32)33-5-2-29(46)26-35(33)58-36-27-30(47)3-6-34(36)40/h1-6,25-27,46-47H,7-24H2,(H,43,60)(H,48,49)
SMILES
C1=CC2=C(C=C1NC(=S)N(CCOCCOCCOCCN=[N+]=[N-])CCOCCOCCOCCOCCC(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

N-(Azido-PEG3)-N-Fluorescein-PEG4-acid is a multifunctional PROTAC linker reagent combining an azide handle for bioorthogonal conjugation, polyethylene glycol spacers that enhance solubility and reduce nonspecific interactions, and a fluorescein-derived reporting motif for visualization of conjugation and trafficking. These features make it particularly useful in targeted protein degradation workflows, where precise assembly of ligand–linker–ligand constructs is critical. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains an azide-functionalized PEG segment linked to a fluorescein-derived acid, with additional PEG spacing that provides flexible, hydrophilic character. It includes ether linkages typical of PEG chains, an aryl xanthene core associated with fluorescein, and an acid functionality enabling salt formation and controlled solubility.

Reactivity: The azide group is suitable for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling efficient attachment to complementary alkyne-bearing PROTAC fragments. Assembly is commonly performed under aqueous or mixed aqueous conditions using standard click chemistry principles, with Cu(I) generated in situ for the copper route or catalyst-free conditions for the strain-promoted route. Protecting-group compatibility and pH-dependent stability of the fluorescein acid should be evaluated during synthesis and purification.

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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 ╳
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