N,N'-bis-(azide-PEG3)-chlorocyclohexenyl Cy7

 CAS No.: 2107273-84-5  Cat No.: BP-501547  Purity: 98% 4.5  

N,N′-bis-(azide-PEG3)-chlorocyclohexenyl Cy7 is a bifunctional, PEG3-based azide linker conjugated to a chlorocyclohexenyl scaffold bearing a near-infrared (Cy7) fluorophore. Structurally, it combines two terminal azide groups on short, hydrophilic PEG chains with a reactive chlorocyclohexenyl handle that enables selective conjugation chemistry, while the Cy7 moiety provides sensitive optical readout for tracking synthesis and cellular localization. In PROTAC and targeted protein degradation workflows, such linkers are valuable for assembling multicomponent constructs, for example by orthogonally coupling the azide termini to complementary alkyne- or cyclooctyne-functional partners through copper-free click reactions, thereby controlling spatial separation and improving solubility and ternary-complex formation. The chlorocyclohexenyl element further supports modular attachment strategies, and the Cy7 label facilitates fluorescence-based monitoring of linker integrity, uptake, and degradation-associated trafficking, enabling more efficient optimization of targeted degradation designs.

N,N'-bis-(azide-PEG3)-chlorocyclohexenyl Cy7

Structure of 2107273-84-5

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Category
PROTAC Linker
Molecular Formula
C₄₆H₆₂Cl₂N₈O₆
Molecular Weight
893.94

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

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Purity
98%
Solubility
DMSO, DMF, DCM, low solubility in water
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-azidoethoxy)ethoxy]ethoxy]ethyl]-2-[(2Z)-2-[3-[(E)-2-[1-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-3,3-dimethylindol-1-ium-2-yl]ethenyl]-2-chlorocyclohex-2-en-1-ylidene]ethylidene]-3,3-dimethylindole;chloride
Excitation
750
Emission
773
InChI Key
AGTYTVSFKGQCDO-UHFFFAOYSA-M
InChI
InChI=1S/C46H62ClN8O6.ClH/c1-45(2)38-12-5-7-14-40(38)54(22-26-58-30-34-60-32-28-56-24-20-50-52-48)42(45)18-16-36-10-9-11-37(44(36)47)17-19-43-46(3,4)39-13-6-8-15-41(39)55(43)23-27-59-31-35-61-33-29-57-25-21-51-53-49;/h5-8,12-19H,9-11,20-35H2,1-4H3;1H/q+1;/p-1
SMILES
CC1(C2=CC=CC=C2[N+](=C1C=CC3=C(C(=CC=C4C(C5=CC=CC=C5N4CCOCCOCCOCCN=[N+]=[N-])(C)C)CCC3)Cl)CCOCCOCCOCCN=[N+]=[N-])C.[Cl-]

This N,N'-bis-(azide-PEG3)-chlorocyclohexenyl Cy7 linker is designed to support modular PROTAC assembly by combining a photo-/click-compatible azide handle with a PEG-based spacer and a reactive chlorocyclohexenyl motif for efficient conjugation. Its PEG3 segments enhance solubility and reduce steric constraints around the attachment points, while the azide functionality enables orthogonal bioconjugation strategies commonly used in targeted protein degradation workflows. The details below describe its structure and practical reactivity considerations for linker-to-ligand construction.

Structure: The molecule contains two azide-bearing PEG3 arms attached to a chlorocyclohexenyl core, together with a Cy7 chromophore for optical tracking. It features ether linkages within the PEG chains, an alkene-containing cyclohexenyl scaffold, and an aryl chloride electrophile suitable for substitution.

Reactivity: PROTAC construction using this linker typically relies on azide-based orthogonal conjugation, most commonly copper-catalyzed azide–alkyne cycloaddition with a complementary alkyne partner, or azide-compatible strain-promoted cycloaddition where copper-free conditions are preferred. The chlorocyclohexenyl electrophile can participate in nucleophilic substitution or coupling to install ligands, depending on the nucleophile and leaving-group activation. Suitable conditions generally use polar aprotic solvents with controlled temperature, and CuAAC requires an appropriate copper catalyst system and ligand to manage reactivity while preserving sensitive functional groups.

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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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