N-(m-PEG4)-N'-(DBCO-PEG4)-Cy5

 CAS No.: 2107273-76-5  Cat No.: BP-500519  Purity: 98% 4.5  

N-(m-PEG4)-N'-(DBCO-PEG4)-Cy5 is a PEGylated Cy5 fluorescent SPAAC reagent. Structurally, it contains a Cy5 core bearing one methoxy-PEG4 arm and one PEG4-containing arm terminated with DBCO, with chloride as the counterion. The DBCO group undergoes copper-free strain-promoted azide–alkyne cycloaddition with azide-bearing partners, while the methoxy-PEG4 arm is a nonreactive solubilizing substituent rather than a second amine or amide coupling handle. In PROTAC and related targeted protein degradation research, the reagent enables catalyst-free fluorescent labeling of targeted-degradation ligands or mechanistic probes through a single defined DBCO site. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

N-(m-PEG4)-N'-(DBCO-PEG4)-Cy5

Structure of 2107273-76-5

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Category
PROTAC Linker
Molecular Formula
C₆₃H₇₉ClN₄O₁₀
Molecular Weight
1087.78

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

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Purity
98%
Solubility
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
N-[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]-3-[2-[2-[2-[2-[2-[(2E,4E)-5-[1-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethyl]-3,3-dimethylindol-1-ium-2-yl]penta-2,4-dienylidene]-3,3-dimethylindol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]propanamide;chloride
Excitation
649
Emission
667
InChI Key
RDGUSQKZQVKRJY-UHFFFAOYSA-N
InChI
InChI=1S/C63H78N4O10.ClH/c1-62(2)53-20-12-15-23-56(53)65(32-35-72-40-43-76-46-45-74-38-37-70-5)58(62)25-7-6-8-26-59-63(3,4)54-21-13-16-24-57(54)66(59)33-36-73-41-44-77-48-47-75-42-39-71-34-30-60(68)64-31-29-61(69)67-49-52-19-10-9-17-50(52)27-28-51-18-11-14-22-55(51)67;/h6-26H,29-49H2,1-5H3;1H
SMILES
CC1(C2=CC=CC=C2[N+](=C1C=CC=CC=C3C(C4=CC=CC=C4N3CCOCCOCCOCCOCCC(=O)NCCC(=O)N5CC6=CC=CC=C6C#CC7=CC=CC=C75)(C)C)CCOCCOCCOCCOC)C.[Cl-]

N-(m-PEG4)-N'-(DBCO-PEG4)-Cy5, is designed to connect targeting and recruitment modules while providing a flexible, water-compatible polyethylene glycol scaffold. Its conjugation-ready functional groups and optical Cy5 handle support efficient assembly and downstream analytical tracking of PROTAC constructs. The subsequent sections describe the structural features and practical reactivity considerations for reliable linker incorporation into targeted protein degradation workflows.

Structure: The molecule contains two PEG-based ether-rich segments that confer conformational flexibility and hydrophilicity, linking a near-infrared Cy5 fluorophore to a DBCO cyclooctyne moiety. It features stable amide linkages, an alkyne-functional DBCO group, and ether linkages characteristic of PEG spacers.

Reactivity: For PROTAC construction, the DBCO cyclooctyne enables strain-promoted azide–alkyne cycloaddition with azide-bearing partners under catalyst-free conditions. Typical workflows use polar organic or aqueous buffer systems compatible with PEGylated conjugates, with careful control of pH and light exposure for the fluorophore. The reaction proceeds via a rapid cycloaddition mechanism, minimizing metal-related side reactions and simplifying purification.

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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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