DBCO-PEG4-Desthiobiotin

 CAS No.: 2032788-37-5  Cat No.: BP-500855 4.5  

DBCO-PEG4-Desthiobiotin is a bifunctional PROTAC-relevant linker that combines a dibenzocyclooctyne (DBCO) click handle with a terminal desthiobiotin recognition motif connected through a short, flexible polyethylene glycol (PEG) spacer. The PEG4 segment provides conformational mobility and reduces steric interference, while the desthiobiotin moiety enables reversible, high-affinity binding to streptavidin or avidin-family proteins, facilitating controlled recruitment of biotin-tagged components. In targeted protein degradation workflows, this linker can be used to conjugate or position PROTAC constructs, antibody fragments, or other targeting ligands onto streptavidin/avidin scaffolds, thereby improving effective local concentration and orientation for ternary complex formation. Its orthogonal DBCO chemistry supports efficient bioorthogonal conjugation to azide-bearing partners under mild conditions, making it valuable for assembling modular degradation reagents, optimizing linker length, and enabling systematic structure–function studies in targeted protein degradation research.

DBCO-PEG4-Desthiobiotin

Structure of 2032788-37-5

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PROTAC Linker
Molecular Formula
C₃₉H₅₃N₅O₈
Molecular Weight
719.87
Appearance
Liquid

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

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Liquid
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
N-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]-6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanamide
Synonyms
DBCO-PEG4-Desthiobiotin; 2032788-37-5; AKOS040743203; BP-22451; HY-140301; CS-0114730; N-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]-6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanamide
InChI Key
RLLRLVMWDMAIJT-BFGHFXMOSA-N
InChI
InChI=1S/C39H53N5O8/c1-30-34(43-39(48)42-30)12-3-2-4-14-36(45)41-20-22-50-24-26-52-28-27-51-25-23-49-21-18-37(46)40-19-17-38(47)44-29-33-11-6-5-9-31(33)15-16-32-10-7-8-13-35(32)44/h5-11,13,30,34H,2-4,12,14,17-29H2,1H3,(H,40,46)(H,41,45)(H2,42,43,48)/t30-,34+/m0/s1
SMILES
CC1C(NC(=O)N1)CCCCCC(=O)NCCOCCOCCOCCOCCC(=O)NCCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42

This DBCO-PEG4-desthiobiotin linker is designed for modular PROTAC construction by combining a strain-promoted azide–alkyne cycloaddition (SPAAC) handle with a desthiobiotin recognition element. Its PEG-based spacer improves solubility and spatial presentation, supporting efficient conjugation and controlled ternary-complex formation in targeted protein degradation workflows. The detailed structural and reactivity considerations for using this linker in PROTAC synthesis are provided below.

Structure: The molecule contains a DBCO cyclooctyne moiety connected through a polyethylene glycol spacer to a desthiobiotin-derived scaffold. It features an ether-rich PEG segment for conformational flexibility, along with amide and heterocyclic functional groups typical of biotin analogs. The overall architecture supports water-compatible conjugation and stable linker presentation.

Reactivity: The DBCO group undergoes SPAAC with azide-bearing partners under mild, catalyst-free conditions, typically in aqueous or mixed aqueous/organic solvents compatible with biomolecules. This reaction proceeds via strain-release to form a stable triazole linkage, enabling efficient attachment of the linker to azide-functional PROTAC components. For best performance, azide reagents should be freshly prepared or well-characterized, and reaction conditions should maintain solubility of both conjugates.

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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
g/mol
g

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