Desthiobiotin-PEG4-propargyl

 CAS No.: 1951424-89-7  Cat No.: BP-501098 4.5  

Desthiobiotin-PEG4-propargyl is a heterobifunctional PROTAC linker that combines a desthiobiotin-derived biotin-receptor binding handle with a four-unit polyethylene glycol (PEG) spacer and a terminal propargyl (alkyne) group for orthogonal conjugation. Structurally, the PEG segment provides aqueous solubility and conformational flexibility, helping the biotin moiety engage streptavidin or related biotin-binding proteins while maintaining productive geometry for downstream coupling. In targeted protein degradation workflows, this linker is used to connect a biotin/streptavidin-based targeting module to a second functional component through click chemistry or other alkyne-compatible conjugation strategies, enabling modular assembly of degraders or related proximity-inducing constructs. Its value lies in robust, high-affinity biotin-receptor engagement and the practical, chemoselective attachment enabled by the propargyl group, facilitating reproducible synthesis and systematic structure–activity studies in targeted degradation research.

Desthiobiotin-PEG4-propargyl

Structure of 1951424-89-7

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PROTAC Linker
Molecular Formula
C₂₁H₃₇N₃O₆
Molecular Weight
427.53
Appearance
Liquid

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

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IUPACName
6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]-N-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]hexanamide
Synonyms
6-(5-Methyl-2-oxoimidazolidin-4-yl)-N-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]hexanamide
InChI Key
CQSNBVBVAYQBHF-RBUKOAKNSA-N
InChI
InChI=1S/C21H37N3O6/c1-3-10-27-12-14-29-16-17-30-15-13-28-11-9-22-20(25)8-6-4-5-7-19-18(2)23-21(26)24-19/h1,18-19H,4-17H2,2H3,(H,22,25)(H2,23,24,26)/t18-,19+/m0/s1
SMILES
CC1C(NC(=O)N1)CCCCCC(=O)NCCOCCOCCOCCOCC#C

Desthiobiotin-PEG4-propargyl is a biotin-derived, PEG-based PROTAC linker designed to connect a desthiobiotin recognition element to a terminal alkyne handle for orthogonal conjugation. Its flexible polyethylene glycol spacer can improve solubility and presentation of the binding motif, supporting efficient recruitment of target proteins in targeted degradation workflows. The structure and reactivity relevant to PROTAC assembly are described in detail below.

Structure: The molecule combines a desthiobiotin scaffold with a polyethylene glycol spacer terminating in a propargyl (terminal alkyne) group. It contains amide and ether linkages characteristic of PEG linkers, providing conformational flexibility and enhanced hydrophilicity suitable for conjugation and linker-mediated spatial control.

Reactivity: The terminal alkyne enables copper-catalyzed azide–alkyne cycloaddition for modular PROTAC construction, typically using Cu(I) generated in situ from copper salts with a suitable reducing system and an appropriate ligand. Copper-free SPAAC is not applicable to this unstrained terminal propargyl group. Reactions are commonly performed in polar organic or mixed solvent systems under inert or controlled atmosphere to maintain alkyne integrity and achieve efficient coupling.

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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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