Name: Biotin-PEG2-NH-Mal
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Solubility

Soluble in Water

Appearance

White Lyophilized Powder

Storage

Store at -20°C

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-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethyl]pentanamide

Synonyms

EZ-Link Maleimide-PEG2-Biotin; Biotinyl-PEG2-maleimide; Maleimide-PEG2-Biotin; Biotin-PEG2-Mal; (+)-Biotin-PEG2-Maleimide; (+)-Biotin-PEG2-NH-Mal; N-(2-(2-(2-(3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Boiling Point

897.0±65.0°C (Predicted)

Density

1.271±0.06 g/cm3 (Predicted)

InChI Key

UDPCXVIKHFVPSZ-HOIFWPIMSA-N

InChI

InChI=1S/C23H35N5O7S/c29-18(4-2-1-3-17-22-16(15-36-17)26-23(33)27-22)24-8-11-34-13-14-35-12-9-25-19(30)7-10-28-20(31)5-6-21(28)32/h5-6,16-17,22H,1-4,7-15H2,(H,24,29)(H,25,30)(H2,26,27,33)/t16-,17-,22-/m0/s1

SMILES

C1C2C(C(S1)CCCCC(=O)NCCOCCOCCNC(=O)CCN3C(=O)C=CC3=O)NC(=O)N2

This biotin-functionalized PEG-based linker, Biotin-PEG2-NH-Mal, is designed to connect targeting ligands to PROTAC architectures while providing aqueous compatibility and conformational flexibility. The PEG spacer helps reduce steric constraints and can improve productive engagement of the recruited E3 ligase complex. The terminal maleimide enables chemoselective conjugation to thiol-containing partners, supporting modular PROTAC synthesis. The detailed structural and reactivity characteristics are provided below.

Structure: The linker comprises a biotin moiety tethered through a short polyethylene glycol spacer to a primary amine and a terminal maleimide. It contains amide and ether linkages, a maleimide double bond, and a thio-Michael acceptor functionality. The PEG segment imparts hydrophilicity and flexible chain dynamics.

Reactivity: The maleimide group undergoes thiol–maleimide conjugation via a Michael addition, typically under mildly basic aqueous conditions that preserve maleimide integrity and promote thiol nucleophilicity. Use thiol-containing ligands or intermediates (e.g., cysteine or reduced thiol reagents) and avoid strong reducing agents that can interfere with maleimide electrophilicity. Common conjugation solvents include buffered water or water-organic mixtures, with temperature and pH optimized to balance reaction rate and side reactions.

Stock concentration: *

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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