N-(Azido-PEG2)-N-Fluorescein-PEG3-acid

 CAS No.: 2086689-04-3  Cat No.: BP-501275  Purity: 98% 4.5  

N-(Azido-PEG2)-N-Fluorescein-PEG3-acid is a heterobifunctional PEG-based linker that combines an azide handle with a fluorescein reporter and a terminal carboxylic acid. Structurally, it consists of an azide-functionalized short PEG segment linked to fluorescein through additional PEG spacing, providing a flexible, water-soluble scaffold with a reactive azide for bioorthogonal conjugation. In PROTAC and targeted degradation workflows, the azide enables efficient “click” chemistry to attach the linker to handles such as alkyne-bearing ligands or polymeric carriers, while the fluorescein moiety supports fluorescence-based tracking of conjugation efficiency, cellular uptake, and intracellular localization. The terminal acid can be used for further derivatization or for controlled coupling strategies when designing multi-component degraders. This reagent is valuable for constructing and characterizing degradation probes, optimizing linker architecture, and monitoring assembly of ternary-complex–forming constructs in experimental studies.

N-(Azido-PEG2)-N-Fluorescein-PEG3-acid

Structure of 2086689-04-3

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Category
PROTAC Linker
Molecular Formula
C₃₆H₄₁N₅O₁₂S
Molecular Weight
767.80

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

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Purity
98%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethyl-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
1-azido-9-((3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-5-yl)carbamothioyl)-3,6,12,15,18-pentaoxa-9-azahenicosan-21-oic acid; 3-(2-{2-[2-({2-[2-(2-azidoethoxy)ethoxy]ethyl}({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-5-yl}carbamothioyl)amino)ethoxy]ethoxy}ethoxy)propanoic acid
InChI Key
PMJYXCRDKLEIKK-UHFFFAOYSA-N
InChI
InChI=1S/C36H41N5O12S/c37-40-38-8-12-48-16-17-49-13-9-41(10-14-50-18-20-51-19-15-47-11-7-33(44)45)35(54)39-24-1-4-28-27(21-24)34(46)53-36(28)29-5-2-25(42)22-31(29)52-32-23-26(43)3-6-30(32)36/h1-6,21-23,42-43H,7-20H2,(H,39,54)(H,44,45)
SMILES
C1=CC2=C(C=C1NC(=S)N(CCOCCOCCN=[N+]=[N-])CCOCCOCCOCCC(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

N-(Azido-PEG2)-N-Fluorescein-PEG3-acid is a multifunctional PEG-based linker reagent designed for constructing PROTACs and related targeted protein degradation probes. Its azide handle enables efficient bioorthogonal conjugation, while the PEG spacers provide aqueous solubility and conformational flexibility to support productive ternary complex formation. The fluorescein functionality facilitates tracking and analytical characterization of conjugates. The detailed Structure and Reactivity parameters are provided below.

Structure: This compound combines an azide-bearing PEG segment with a fluorescein-linked PEG-acid framework. It contains ether linkages characteristic of PEG chains, an aromatic fluorescein scaffold, and an azide functional group for click-type coupling. The presence of a carboxylic acid supports controlled charge and solubility in aqueous media.

Reactivity: The azide moiety is suitable for copper-free or copper-catalyzed azide–alkyne cycloaddition, enabling modular attachment to alkyne-functional ligands under mild, biocompatible conditions. In PROTAC assembly, the PEG spacers help minimize steric interference and preserve linker mobility. Typical approaches use polar organic solvents or aqueous buffers compatible with azide stability, with catalyst choice and ligand design optimized to limit side reactions and maintain fluorescence for downstream analysis.

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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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