Biotin-PEG3-Mal

 CAS No.: 1431618-70-0  Cat No.: BP-501393  Purity: >97% 4.5  

Biotin-PEG3-Mal is a heterobifunctional PROTAC linker consisting of a biotin moiety connected through a short, flexible polyethylene glycol spacer to a maleimide functional group. The PEG3 segment provides aqueous solubility and conformational flexibility, while the maleimide enables chemoselective conjugation to thiol-containing partners (for example, cysteine residues or thiol-terminated ligands) via a stable thioether linkage. In targeted protein degradation workflows, this linker can be used to attach a degraders’ targeting or E3-recruiting component to thiol-functionalized molecules, or to incorporate biotin handles for affinity capture and downstream analytical enrichment. Its short PEG chain helps maintain effective proximity between conjugated modules, supporting efficient formation of the final construct and facilitating purification, pull-down assays, and mechanistic studies in PROTAC and related targeted degradation research.

Biotin-PEG3-Mal

Structure of 1431618-70-0

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PROTAC Linker
Molecular Formula
C₂₅H₃₉N₅O₈S
Molecular Weight
569.67
Appearance
White Solid

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

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Purity
>97%
Appearance
White Solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
Synonyms
(+)-Biotin-PEG3-NH-Mal; (+)-Biotin-PEG3-Maleimide; (+)-Biotin-PEG3-Mal
Boiling Point
905.9±65.0 °C at 760 mmHg
Density
1.3±0.1 g/cm3
InChI Key
OSIQQRWDJZNBFW-JXQFQVJHSA-N
InChI
InChI=1S/C25H39N5O8S/c31-20(4-2-1-3-19-24-18(17-39-19)28-25(35)29-24)26-8-11-36-13-15-38-16-14-37-12-9-27-21(32)7-10-30-22(33)5-6-23(30)34/h5-6,18-19,24H,1-4,7-17H2,(H,26,31)(H,27,32)(H2,28,29,35)/t18-,19-,24-/m0/s1
SMILES
C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCNC(=O)CCN3C(=O)C=CC3=O)NC(=O)N2

This biotin-PEG3-maleimide linker is designed for modular PROTAC construction and conjugation workflows that benefit from strong biotin-mediated handling and a flexible polyethylene glycol spacer. The maleimide functionality enables efficient coupling to thiol-bearing ligands, while the PEG segment supports solubility and reduces steric constraints during ternary complex formation. Detailed structural and reactivity considerations for experimental assembly are provided below.

Structure: The linker combines a biotin headgroup with a short polyethylene glycol chain and a terminal maleimide electrophile. It contains heteroatom-rich ether linkages, an imide ring, and a thio-Michael acceptor double bond. The PEG segment imparts hydrophilicity and conformational flexibility, improving aqueous compatibility.

Reactivity: The maleimide group reacts with sulfhydryl-containing partners via a thiol–maleimide (thio-Michael) addition, typically under mildly basic to neutral aqueous conditions. Use fresh thiols or thiol-containing biomolecules, and avoid strong nucleophiles and reducing agents that can compete with maleimide. The reaction is generally performed in buffered aqueous solvent, where pH and thiol availability govern coupling efficiency and selectivity.

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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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