Biotin-PEG2-C6-azide

 CAS No.: 1011268-29-3  Cat No.: BP-500557 4.5  

Biotin-PEG2-C6-azide is a heterobifunctional PROTAC linker featuring a biotin affinity handle connected through a short polyethylene glycol spacer (PEG2) to a six-carbon aliphatic segment terminating in an azide group. The PEG spacer provides hydrophilicity and conformational flexibility, which can reduce steric interference and help preserve productive binding of the biotin moiety to streptavidin or biotin-binding proteins. The terminal azide enables efficient bioorthogonal conjugation via copper-catalyzed or strain-promoted azide–alkyne cycloaddition, allowing researchers to attach this linker to complementary alkyne-bearing warheads, ligands, or reporter tags. In targeted protein degradation workflows, this construct is valuable as an adaptable “capture-and-conjugate” module: biotin can be used to immobilize or enrich PROTAC-related species, while the azide provides a defined attachment point for assembling degraders, controls, and analytical probes.

Biotin-PEG2-C6-azide

Structure of 1011268-29-3

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PROTAC Linker
Molecular Formula
C₂₂H₃₉N₇O₅S
Molecular Weight
513.65

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

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IUPACName
N-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethyl]-6-azidohexanamide
InChI Key
NYAZUAAGKILBHO-WFXMLNOXSA-N
InChI
InChI=1S/C22H39N7O5S/c23-29-26-9-5-1-2-7-19(30)24-10-12-33-14-15-34-13-11-25-20(31)8-4-3-6-18-21-17(16-35-18)27-22(32)28-21/h17-18,21H,1-16H2,(H,24,30)(H,25,31)(H2,27,28,32)/t17-,18-,21-/m0/s1
SMILES
C1C2C(C(S1)CCCCC(=O)NCCOCCOCCNC(=O)CCCCCN=[N+]=[N-])NC(=O)N2

Biotin-PEG2-C6-azide is a PEG-based bifunctional linker designed for modular construction of targeted protein degradation (PROTAC) conjugates. Its biotin handle enables convenient affinity-based handling or capture, while the azide group provides a reliable chemical “click” site for attaching ligands under mild conditions. The flexible PEG segment supports productive spatial arrangement between binding elements, improving the likelihood of effective ternary complex formation. Detailed structural and synthetic considerations are provided below.

Structure: The linker comprises a biotin-derived moiety connected through an ethylene glycol (PEG) spacer to a hexyl chain terminating in an azide functional group. It contains ether linkages in the PEG region and a terminal organic azide, offering chemical stability under non-oxidizing conditions.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling efficient attachment of PROTAC warheads or targeting ligands. Typical preparations use polar aprotic solvents and controlled temperatures, with copper catalysts and ligands used for CuAAC or catalyst-free conditions for SPAAC. The reaction proceeds via azide activation and cycloaddition to form a stable triazole linkage, generally compatible with sensitive biomolecule conjugates.

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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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