N-methyl-N'-methyl-O-(m-PEG4)-O'-(propargyl-PEG4)-Cy5

 CAS No.: 2107273-50-5  Cat No.: BP-501520  Purity: 96% 4.5  

N-methyl-N’-methyl-O-(m-PEG4)-O’-(propargyl-PEG4)-Cy5 is a bifunctional, PEGylated Cy5 linker bearing two distinct reactive handles: an N-methylated, ether-linked PEG segment and a propargyl-PEG terminus suitable for bioorthogonal conjugation. Structurally, it consists of a cyanine dye core (Cy5) tethered through m-PEG4 spacers to provide aqueous solubility and controlled hydrophilicity, while the propargyl group enables efficient coupling to azide-bearing partners via copper-catalyzed azide–alkyne cycloaddition (CuAAC). In PROTAC and targeted degradation workflows, such linkers are valuable for generating fluorescently traceable conjugates, allowing researchers to monitor synthesis, quantify cellular uptake, and track intracellular localization of degradation constructs without disrupting the recognition elements. The PEG spacers help reduce nonspecific interactions and steric hindrance, supporting reliable assembly and characterization of dye-labeled PROTACs or related ternary-complex probes for mechanistic studies.

N-methyl-N'-methyl-O-(m-PEG4)-O'-(propargyl-PEG4)-Cy5

Structure of 2107273-50-5

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Category
PROTAC Linker
Molecular Formula
C₄₇H₆₇ClN₂O₁₀
Molecular Weight
855.50

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

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Purity
96%
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
(2Z)-2-[(2E,4E)-5-[5-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]-1,3,3-trimethylindol-1-ium-2-yl]penta-2,4-dienylidene]-1,3,3-trimethyl-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]indole;chloride
Excitation
649
Emission
699
InChI Key
XQTUJSZRBUKFNO-UHFFFAOYSA-M
InChI
InChI=1S/C47H67N2O10.ClH/c1-9-19-51-22-23-53-26-27-55-29-31-57-33-35-59-39-16-18-43-41(37-39)47(4,5)45(49(43)7)14-12-10-11-13-44-46(2,3)40-36-38(15-17-42(40)48(44)6)58-34-32-56-30-28-54-25-24-52-21-20-50-8;/h1,10-18,36-37H,19-35H2,2-8H3;1H/q+1;/p-1
SMILES
CC1(C2=C(C=CC(=C2)OCCOCCOCCOCCOC)[N+](=C1C=CC=CC=C3C(C4=C(N3C)C=CC(=C4)OCCOCCOCCOCCOCC#C)(C)C)C)C.[Cl-]

This linker can be used in PROTAC synthesis and related conjugation workflows while providing PEG-based solubility and conformational flexibility. Its functional groups support orthogonal conjugation strategies, facilitating modular assembly of degraders for mechanistic studies and optimization of cellular degradation workflows. The detailed structural and reactivity considerations are provided below to guide experimental design and linker handling.

Structure: The linker comprises a Cy5-containing scaffold bearing PEG4-based ether spacers and N-methylated cyanine nitrogen substituents, along with terminal propargyl functionality. It features ether linkages, carbon–nitrogen bonds, and an alkyne for click-type coupling, with high polarity and water-compatible behavior typical of PEG segments.

Reactivity: The propargyl terminus enables copper-catalyzed azide–alkyne cycloaddition for robust, chemoselective conjugation to azide-functional partners under standard click conditions. Assembly is typically performed in polar organic/aqueous mixtures using Cu(I) sources and stabilizing ligands to control alkyne activation. PEG-rich ether linkers generally tolerate mild conditions, supporting stepwise PROTAC construction while minimizing side reactions that can occur with less selective electrophiles.

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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 ╳
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