Amine-PEG4-Desthiobiotin

 CAS No.: 2306109-91-9  Cat No.: BP-500904 4.5  

Amine-PEG4-Desthiobiotin is a heterobifunctional PEG-based linker that combines a terminal primary amine with a desthiobiotin moiety for affinity-based conjugation in targeted protein degradation workflows. The PEG4 chain provides a flexible, hydrophilic spacer that improves accessibility of the biotin-like ligand and reduces steric interference when the linker is attached to a PROTAC scaffold or other targeting elements. Desthiobiotin binds streptavidin or avidin with lower affinity than biotin, enabling reversible capture and elution during experimental workflows such as assembling ternary complexes, immobilizing PROTAC intermediates, or facilitating purification and pull-down assays. In PROTAC design, this linker can be used to position a degradation-relevant conjugate for controlled recruitment to streptavidin-tagged components, thereby supporting modular synthesis and characterization of degradation constructs. Its spacer and affinity handle make it a practical tool for rigorous biochemical evaluation of linker effects on binding, complex formation, and degradation efficiency.

Amine-PEG4-Desthiobiotin

Structure of 2306109-91-9

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PROTAC Linker
Molecular Formula
C₂₀H₄₀N₄O₆
Molecular Weight
432.55

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

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IUPACName
N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl]-6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanamide
InChI Key
DQZZCBCJTNOZDL-ZWKOTPCHSA-N
InChI
InChI=1S/C20H40N4O6/c1-17-18(24-20(26)23-17)5-3-2-4-6-19(25)22-8-10-28-12-14-30-16-15-29-13-11-27-9-7-21/h17-18H,2-16,21H2,1H3,(H,22,25)(H2,23,24,26)/t17-,18+/m0/s1
SMILES
CC1C(NC(=O)N1)CCCCCC(=O)NCCOCCOCCOCCOCCN

Amine-PEG4-Desthiobiotin is a PEG-based desthiobiotin linker designed to support targeted protein degradation workflows by enabling robust conjugation of affinity handles and PROTAC assembly. Its flexible poly(ethylene glycol) segment helps tune solubility and spatial presentation, while the desthiobiotin motif provides reversible, biotin-receptor affinity useful for capture and localization strategies. The detailed structure and reactivity considerations are provided below to guide experimental design and linker handling in PROTAC-related chemistry.

Structure: The linker comprises a terminal primary amine connected through a short poly(ethylene glycol) chain to a desthiobiotin-derived binding moiety. It contains ether linkages within the PEG segment, amide/urea-relevant heteroatom functionality typical of biotin analogs, and multiple heteroatoms that support hydrogen bonding and aqueous compatibility.

Reactivity: The terminal amine enables standard PROTAC linker coupling via amide-bond formation with activated carboxylic acids (for example, using carbodiimide/activator systems) or via nucleophilic substitution on appropriately functionalized electrophiles. PEG-linked amines typically react under mild base conditions in polar aprotic solvents, while maintaining compatibility with common bioconjugation chemistries. Desthiobiotin functionality is generally stable under these coupling conditions but should be handled to preserve receptor-binding capacity.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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