Fluorescein-PEG3-NH-Boc

 CAS No.: 1807534-77-5  Cat No.: BP-501302  Purity: 96% 4.5  

Fluorescein-PEG3-NH-Boc is a fluorescein-functionalized, short polyethylene glycol linker bearing a protected amine. Structurally, it combines a highly fluorescent fluorescein chromophore with a three-unit PEG spacer that provides aqueous solubility and spatial flexibility, while the Boc group masks the amine to enable controlled post-coupling. In PROTAC and targeted degradation workflows, this reagent is valuable as a linker module for generating fluorescent conjugates that report on synthesis efficiency, purification, and cellular uptake or trafficking of the final degrader. The PEG spacer helps decouple the fluorophore from steric constraints imposed by the recruiting ligand and the target-binding moiety, improving labeling reliability and minimizing perturbation of binding. Researchers use fluorescein–PEG linkers to visualize and quantify degradation-relevant conjugate behavior, supporting optimization of linker length, attachment chemistry, and experimental readouts for mechanistic studies.

Fluorescein-PEG3-NH-Boc

Structure of 1807534-77-5

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Category
PROTAC Linker
Molecular Formula
C₃₄H₃₉N₃O₁₀S
Molecular Weight
681.75

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

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Purity
96%
Solubility
DMF, Acetone, Methanol
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamothioylamino]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
Fluorescein-PEG3-(N-Boc)-Amine
Excitation
494
Emission
517
InChI Key
SVPKKGHAKHLTNJ-UHFFFAOYSA-N
InChI
InChI=1S/C34H39N3O10S/c1-33(2,3)47-32(41)36-11-13-43-15-17-44-16-14-42-12-10-35-31(48)37-21-4-7-25-24(18-21)30(40)46-34(25)26-8-5-22(38)19-28(26)45-29-20-23(39)6-9-27(29)34/h4-9,18-20,38-39H,10-17H2,1-3H3,(H,36,41)(H2,35,37,48)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCNC(=S)NC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O

This Fluorescein-PEG3-NH-Boc linker is designed to support targeted protein degradation workflows by combining a fluorescent reporter with a PEG-based spacer and a protected amine handle. Its features enable convenient monitoring of conjugation and cellular localization while maintaining linker flexibility that can improve productive ternary-complex formation in PROTAC systems. The structure and reactivity considerations for constructing PROTAC conjugates are described in detail below.

Structure: The linker contains a fluorescein core linked to a PEG3 chain and terminates in a Boc-protected amine. It incorporates ether linkages within the PEG spacer, aromatic and xanthene-derived motifs from fluorescein, and a carbamate from the Boc group, providing a balance of hydrophilicity, flexibility, and conjugation-ready functionality.

Reactivity: The Boc group should be removed under standard acid-mediated deprotection conditions to generate the free amine for subsequent coupling. PROTAC assembly commonly employs amide or related bond-forming reactions between activated carboxyl groups and the liberated amine, using coupling reagents and compatible bases in polar organic solvents. The PEG spacer and fluorescein moiety typically tolerate mild conditions, but protection of reactive sites and careful pH control are recommended to preserve fluorescence and minimize side reactions.

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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
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