Fluorescein-thiourea-PEG6-acid

 CAS No.: 2055014-69-0  Cat No.: BP-501516  Purity: 96% 4.5  

Fluorescein-thiourea-PEG6-acid is a multifunctional PROTAC linker featuring a fluorescein reporter conjugated through a thiourea linkage to a six-unit polyethylene glycol (PEG) spacer terminated with a carboxylic acid. Structurally, the thiourea provides a chemically defined connection point suitable for coupling to electrophilic or nucleophilic partners during PROTAC assembly, while the PEG segment confers hydrophilicity and conformational flexibility that can improve solubility and reduce steric constraints between the targeting ligand and the E3-recruiting moiety. In targeted protein degradation workflows, such linkers are valuable because the fluorescein tag enables direct monitoring of conjugation efficiency and tracking of labeled constructs in biochemical assays, supporting optimization of linker length and attachment chemistry. The carboxylic acid handle further facilitates downstream functionalization (e.g., amide coupling), making the reagent a practical tool for constructing and characterizing fluorescent PROTACs and related degraders.

Fluorescein-thiourea-PEG6-acid

Structure of 2055014-69-0

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Category
PROTAC Linker
Molecular Formula
C₃₆H₄₂N₂O₁₃S
Molecular Weight
742.79

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

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Purity
96%
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
3-[2-[2-[2-[2-[2-[2-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fluorescein-PEG6-Acid
Excitation
494
Emission
517
InChI Key
CATRUXJMOGOVAG-UHFFFAOYSA-N
InChI
InChI=1S/C36H42N2O13S/c39-25-2-5-29-31(22-25)50-32-23-26(40)3-6-30(32)36(29)28-4-1-24(21-27(28)34(43)51-36)38-35(52)37-8-10-45-12-14-47-16-18-49-20-19-48-17-15-46-13-11-44-9-7-33(41)42/h1-6,21-23,39-40H,7-20H2,(H,41,42)(H2,37,38,52)
SMILES
C1=CC2=C(C=C1NC(=S)NCCOCCOCCOCCOCCOCCOCCC(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

This PROTAC linker, Fluorescein-thiourea-PEG6-acid, is designed to provide a flexible polyethylene glycol spacer while incorporating a thiourea motif and a fluorescein-derived reporting handle. Its combination supports modular assembly of targeted protein degraders and enables orthogonal characterization of conjugates during linker installation and final PROTAC formation. The subsequent points describe its structure and practical reactivity considerations for experimental workflows.

Structure: The linker contains a PEG-based flexible chain, a thiourea linkage, and a carboxylic acid functional group, together with a fluorescein-derived aromatic system. It features heteroatom-rich motifs (oxygen and sulfur) that promote solubility and conformational mobility, with stable covalent C–N and C–S connectivity.

Reactivity: The carboxylic acid enables standard PROTAC-compatible coupling strategies such as amide bond formation via activated carboxyl intermediates (e.g., carboxylates converted to activated esters or acid halides under controlled conditions). The thiourea functionality can participate in nucleophilic substitution or conjugation steps depending on the electrophile used, while PEG flexibility typically supports efficient conjugation without requiring specialized catalysts beyond common peptide-coupling reagents and inert solvents.

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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 ╳
g/mol
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