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

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

Name: N-(Azido-PEG3)-N-Fluorescein-PEG3-acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

CAS No.: 2100306-50-9

Cat No.: BP-500919

Purity: 98% 4.5

N-(Azido-PEG3)-N-Fluorescein-PEG3-acid is a bifunctional PEG-based linker conjugate that combines a terminal azide handle with a fluorescein reporter and a carboxylic acid, providing three key structural elements: an azide for bioorthogonal click chemistry, a short polyethylene glycol spacer that improves aqueous solubility and reduces nonspecific interactions, and a fluorescein moiety for optical tracking. In PROTAC and targeted protein degradation workflows, the azide enables efficient conjugation to complementary alkyne-bearing ligands or linkers via copper-free click reactions, allowing researchers to assemble degraders with controlled geometry while retaining the ability to monitor conjugation and cellular localization. The carboxylic acid further supports downstream coupling strategies and can be used to tune linker properties during construct optimization. This reagent is valuable for studying linker effects, validating assembly yields, and quantifying trafficking or degradation-related dynamics in experimental systems.

Structure of 2100306-50-9

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PROTAC Linker

Molecular Formula

C₃₈H₄₅N₅O₁₃S

Molecular Weight

811.85

* 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-(2-azidoethoxy)ethoxy]ethoxy]ethyl-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid

Synonyms

1-azido-12-((3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-5-yl)carbamothioyl)-3,6,9,15,18,21-hexaoxa-12-azatetracosan-24-oic acid; 3-[2-(2-{2-[12-azido-1-({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-5-yl}carbamothioyl)-4,7,10-trioxa-1-azadodecan-1-yl]ethoxy}ethoxy)ethoxy]propanoic acid; 4,7,10-Trioxa-13-azatetradecanoic acid, 13-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-14-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)amino]-14-thioxo-

InChI Key

VGMWZPOXYYJXCA-UHFFFAOYSA-N

InChI

InChI=1S/C38H45N5O13S/c39-42-40-8-12-50-16-20-54-22-18-52-14-10-43(9-13-51-17-21-53-19-15-49-11-7-35(46)47)37(57)41-26-1-4-30-29(23-26)36(48)56-38(30)31-5-2-27(44)24-33(31)55-34-25-28(45)3-6-32(34)38/h1-6,23-25,44-45H,7-22H2,(H,41,57)(H,46,47)

SMILES

C1=CC2=C(C=C1NC(=S)N(CCOCCOCCOCCC(=O)O)CCOCCOCCOCCN=[N+]=[N-])C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

This N-(Azido-PEG3)-N-Fluorescein-PEG3-acid linker is designed to support PROTAC assembly by combining a bioorthogonal azide handle with a hydrophilic PEG spacer and a fluorescein reporter for analytical tracking. Its flexible PEG architecture can help maintain productive ternary complex formation, while the terminal acid functionality supports stable conjugation strategies and solubility tuning. The detailed structural and synthetic considerations for using this linker in targeted protein degradation workflows are provided below.

Structure: The linker comprises a fluorescein fluorophore conjugated through PEG spacers, terminating in a carboxylic acid and bearing an azide functional group. It contains ether linkages within PEG, an aromatic fluorescein core, and an azide for click-type reactivity, with overall high polarity and water compatibility.

Reactivity: The azide group enables copper-catalyzed azide–alkyne cycloaddition or related bioorthogonal coupling to partner handles commonly used in PROTAC construction. Typical approaches use Cu(I) generated in situ, with appropriate ligands to stabilize the catalyst, in polar organic/aqueous solvent mixtures under conditions that preserve protein ligand integrity. The PEG and acid functionalities generally improve conjugation handling and downstream purification via charge and solubility effects.

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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