Fluorescein-PEG5-acid

 CAS No.: 2183440-40-4  Cat No.: BP-500961  Purity: 98% 4.5  

Fluorescein-PEG5-acid is a fluorescein-based, carboxylic acid–functionalized polyethylene glycol linker designed for constructing PROTACs and other targeted degradation probes. Structurally, it combines a xanthene fluorophore with a short, flexible PEG chain, providing a hydrophilic spacer that can reduce steric interference between the ligand-binding modules and improve solubility in aqueous assay conditions. The terminal carboxylate enables covalent attachment to amine- or hydrazide-containing partners through standard amide or related coupling chemistries, while the PEG segment helps maintain productive geometry for ternary-complex formation by promoting mobility and minimizing unfavorable intramolecular contacts. In PROTAC research, this linker is valuable for tracking conjugate uptake, monitoring localization, and enabling fluorescence-based characterization of synthesis quality and degradation workflows, including binding/interaction studies where optical readouts are advantageous.

Fluorescein-PEG5-acid

Structure of 2183440-40-4

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Category
PROTAC Linker
Molecular Formula
C₃₄H₃₈N₂O₁₂S
Molecular Weight
698.74

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

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Purity
98%
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-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
1-((3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-5-yl)amino)-1-thioxo-5,8,11,14,17-pentaoxa-2-azaicosan-20-oic acid; 1-[({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-5-yl}carbamothioyl)amino]-3,6,9,12,15-pentaoxaoctadecan-18-oic acid
Excitation
494
Emission
517
InChI Key
CYVBKXKXVSETJX-UHFFFAOYSA-N
InChI
InChI=1S/C34H38N2O12S/c37-23-2-5-27-29(20-23)47-30-21-24(38)3-6-28(30)34(27)26-4-1-22(19-25(26)32(41)48-34)36-33(49)35-8-10-43-12-14-45-16-18-46-17-15-44-13-11-42-9-7-31(39)40/h1-6,19-21,37-38H,7-18H2,(H,39,40)(H2,35,36,49)
SMILES
C1=CC2=C(C=C1NC(=S)NCCOCCOCCOCCOCCOCCC(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O

Fluorescein-PEG5-acid is a PEG-based linker incorporating a fluorescein scaffold, designed to support targeted protein degradation workflows by enabling robust conjugation handles and improved physicochemical performance in PROTAC constructs. Its flexible poly(ethylene glycol) segment can help modulate linker reach and solubility, while the fluorescein motif provides an intrinsic optical reporter for monitoring synthesis and studying conjugate behavior. The points below describe its structure and practical reactivity considerations in PROTAC assembly.

Structure: The molecule contains a fluorescein core linked to a PEG chain terminating in a carboxylic acid. It features aromatic ring systems, ether linkages within the PEG segment, and an acid-functional group capable of forming stable amide derivatives. Overall, it combines hydrophilicity with a conjugation-ready handle.

Reactivity: The terminal carboxylic acid is suitable for standard PROTAC linker coupling strategies that form amide bonds with amine-bearing ligands or warheads. Typical approaches use carboxyl-activation chemistry (for example, carbodiimide-mediated coupling or activated ester formation) under mild conditions compatible with heteroaromatic fluorescein. Common solvents include polar aprotic media, and base is selected to promote nucleophilic acyl substitution without degrading the fluorophore.

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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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