Fluorescein-thiourea-PEG4-azide

 CAS No.: 1454662-54-4  Cat No.: BP-500544  Purity: 95% 4.5  

Fluorescein-thiourea-PEG4-azide is a multifunctional PROTAC linker building block that combines a fluorescein fluorophore with a thiourea-based connection motif and a four-unit polyethylene glycol (PEG) spacer terminating in an azide handle. Structurally, the thiourea linkage provides a stable conjugation element, while the PEG segment confers hydrophilicity and conformational flexibility that can reduce steric interference between the two PROTAC-relevant domains. In targeted protein degradation workflows, the azide group enables bioorthogonal “click” conjugation to complementary alkyne-bearing partners, allowing researchers to attach fluorescent or affinity-modulating modules without disrupting the core binding pharmacophores. The fluorescein functionality is particularly valuable for monitoring synthesis efficiency, tracking cellular uptake or localization, and quantifying conjugate formation in degradation assays. This reagent therefore supports rigorous experimental design and characterization of linker-dependent effects on PROTAC performance, including assembly, stability, and intracellular behavior.

Fluorescein-thiourea-PEG4-azide

Structure of 1454662-54-4

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Category
PROTAC Linker
Molecular Formula
C₃₁H₃₃N₅O₉S
Molecular Weight
651.69

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

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Purity
95%
Solubility
Water, DMSO, DMF, DCM
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethyl]-3-(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)thiourea
Synonyms
Fluorescein-PEG4-azide
Excitation
494
Emission
517
InChI Key
UJBMQXVHSKEUJW-UHFFFAOYSA-N
InChI
InChI=1S/C31H33N5O9S/c32-36-34-8-10-41-12-14-43-16-15-42-13-11-40-9-7-33-30(46)35-20-1-4-24-23(17-20)29(39)45-31(24)25-5-2-21(37)18-27(25)44-28-19-22(38)3-6-26(28)31/h1-6,17-19,37-38H,7-16H2,(H2,33,35,46)
SMILES
C1=CC2=C(C=C1NC(=S)NCCOCCOCCOCCOCCN=[N+]=[N-])C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

Fluorescein-thiourea-PEG4-azide is a versatile PROTAC linker component that integrates a fluorescent fluorescein handle with a thiourea-based connectivity motif and a PEG-based spacer terminating in an azide for bioorthogonal conjugation. Its combination enables efficient assembly of targeted protein degraders while supporting downstream visualization and tracking of linker incorporation. The structural and synthetic considerations that govern its use in PROTAC construction are described in detail below.

Structure: The linker contains a fluorescein fluorophore, a thiourea linkage, and a poly(ethylene glycol) spacer that enhances solubility and conformational flexibility. It features an azide functional group suitable for click-type coupling, along with aromatic and heteroatom-rich domains that support strong electronic and hydrogen-bonding interactions.

Reactivity: The azide terminus is designed for copper-catalyzed azide–alkyne cycloaddition or related azide-compatible conjugation strategies commonly used in PROTAC assembly. Linker incorporation typically proceeds via formation of a stable triazole linkage under mild aqueous or mixed-solvent conditions, with appropriate base and ligand/catalyst systems to control reaction rate and minimize fluorophore quenching. Thiourea functionality can participate in hydrogen-bonding during synthesis and may influence coupling efficiency and final solubility.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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