Azido-PEG4-alpha-D-mannose

 CAS No.: 1632372-86-1  Cat No.: BP-501593 4.5  

Azido-PEG4-alpha-D-mannose is a functionalized polyethylene glycol linker bearing a terminal azide group and an α-D-mannose moiety, providing a flexible, water-compatible tether for bioconjugation. The PEG4 segment confers conformational mobility and reduces steric hindrance, while the azide enables efficient copper-free or copper-catalyzed azide–alkyne cycloaddition (“click”) to attach the sugar-bearing handle to complementary PROTAC or targeting modules. In targeted protein degradation workflows, mannose can serve as a carbohydrate recognition element to promote selective engagement with mannose-binding lectins or related receptor systems, thereby improving the effective localization of the degrader construct. The azide handle also allows modular assembly under mild conditions, facilitating rapid synthesis of conjugates with defined stoichiometry. This product is therefore valuable for researchers developing PROTAC-linked glycoconjugates and other targeted degradation reagents that require robust, chemoselective coupling and aqueous compatibility.

Azido-PEG4-alpha-D-mannose

Structure of 1632372-86-1

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PROTAC Linker
Molecular Formula
C₁₄H₂₇N₃O₉
Molecular Weight
381.38

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
(2S,3S,4S,5S,6R)-2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
InChI Key
AJCOHNWPGBTGTQ-DGTMBMJNSA-N
InChI
InChI=1S/C14H27N3O9/c15-17-16-1-2-22-3-4-23-5-6-24-7-8-25-14-13(21)12(20)11(19)10(9-18)26-14/h10-14,18-21H,1-9H2/t10-,11-,12+,13+,14+/m1/s1
SMILES
C(COCCOCCOCCOC1C(C(C(C(O1)CO)O)O)O)N=[N+]=[N-]

Azido-PEG4-alpha-D-mannose is a PEG-based, sugar-functional linker designed to support targeted protein degradation workflows by enabling efficient conjugation handles for assembling PROTACs. Its flexible ether-rich scaffold promotes productive orientations between binding and recruiting elements, while the azide group provides a versatile site for bioorthogonal coupling. The subsequent points describe the molecule’s structure and the practical reactivity considerations for PROTAC construction.

Structure: The linker comprises a polyethylene glycol chain terminating in an azide and an alpha-D-mannose moiety. It contains ether linkages within the PEG segment and an azido functional group, with multiple hydroxyl groups on the sugar that support hydrogen bonding and enhance hydrophilicity.

Reactivity: The azide functionality is well suited for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling modular attachment to alkyne-bearing PROTAC fragments under conditions commonly used for bioconjugation. Reaction design typically considers aqueous-compatible solvents, controlled copper exposure when applicable, and preservation of sensitive peptide or ligand groups during coupling.

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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 ╳
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