Propargyl-PEG4-beta-D-glucose

 CAS No.: 1397682-63-1  Cat No.: BP-500744  Purity: 98% 4.5  

Propargyl-PEG4-beta-D-glucose is a PEG-based, glucose-functionalized linker bearing a terminal propargyl group, providing a flexible, hydrophilic tether that connects a carbohydrate recognition element to an alkyne handle for bioorthogonal conjugation. Structurally, it consists of a β-D-glucose moiety glycosidically linked to a short polyethylene glycol chain terminated with a propargyl (alkyne) functionality, enabling efficient attachment to azide-bearing partners via copper-catalyzed or strain-promoted azide–alkyne cycloaddition. In PROTAC and targeted degradation workflows, this type of linker is valuable for tuning the spatial arrangement and solubility of multicomponent constructs, including conjugates that incorporate carbohydrate-binding interactions or that require a defined attachment point for assembling ligands, warheads, or carrier modules. Researchers use such PEG–sugar linkers to improve aqueous handling, reduce nonspecific aggregation, and facilitate modular synthesis of degradation agents for mechanistic studies and optimization of ternary-complex formation.

Propargyl-PEG4-beta-D-glucose

Structure of 1397682-63-1

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Category
PROTAC Linker
Molecular Formula
C₁₇H₃₀O₁₀
Molecular Weight
394.41

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

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Purity
98%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]oxane-3,4,5-triol
Synonyms
Propargyl-PEG5-beta-D-glucose;Propargyl-PEG5-beta-D-galactose
InChI Key
QZJHREOKMZFHTH-NQNKBUKLSA-N
InChI
InChI=1S/C17H30O10/c1-2-3-22-4-5-23-6-7-24-8-9-25-10-11-26-17-16(21)15(20)14(19)13(12-18)27-17/h1,13-21H,3-12H2/t13-,14-,15+,16-,17-/m1/s1
SMILES
C#CCOCCOCCOCCOCCOC1C(C(C(C(O1)CO)O)O)O

Propargyl-PEG4-beta-D-glucose is a PEG-based, carbohydrate-functional linker designed to support efficient conjugation in PROTAC architectures. Its ether-rich polyethylene glycol segment promotes solubility and conformational flexibility, while the beta-D-glucose motif provides a defined handle for targeted biomolecular recognition or controlled attachment. The terminal propargyl functionality enables reliable click-type coupling strategies commonly used to assemble PROTACs.

Structure: This linker contains a polyethylene glycol chain featuring multiple ether linkages, terminated by a propargyl group and a beta-D-glucose unit. The presence of an alkyne enables orthogonal functionalization, while the glycosidic framework and hydroxyl-rich carbohydrate contribute polarity and hydrogen-bonding capacity.

Reactivity: The propargyl group is well suited for copper-catalyzed azide–alkyne cycloaddition, enabling modular PROTAC assembly via formation of a stable triazole linkage. Typical conditions use a Cu(I) source generated in situ, with polar aprotic solvents and mild temperatures to preserve sensitive functional groups. Reaction efficiency depends on maintaining appropriate ligand/copper balance and ensuring solubility of both partners.

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L

* 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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