Biotin-PEG4-TFP ester

Name: Biotin-PEG4-TFP ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-501980 4.5

Biotin-PEG4-TFP ester is a heterobifunctional PROTAC linker built from a biotin handle connected through a short polyethylene glycol spacer to a reactive tetrafluorophenyl (TFP) ester. The PEG4 chain provides aqueous solubility and spatial separation, reducing steric interference between the biotin moiety and the protein-binding or capture partner. The TFP ester is an activated carboxylate surrogate that reacts efficiently with primary amines on lysine residues or N-termini, enabling covalent conjugation to amine-bearing ligands, proteins, or antibody fragments used in targeted degradation platforms. In PROTAC workflows, this linker can be used to functionalize one component for immobilization, affinity enrichment, or controlled assembly of conjugates, while maintaining flexibility for productive ternary-complex formation. Its biotin functionality supports standardized pull-down and downstream analytical validation of degradation constructs, improving experimental throughput and reproducibility in targeted protein degradation research.

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Category

PROTAC Linker

Molecular Formula

C₂₇H₃₇F₄N₃O₈S

Molecular Weight

639.66

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

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Comprehensive PROTAC Platform
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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

(2,3,5,6-tetrafluorophenyl) 3-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate

InChI Key

XBGOXOZYGAXNFP-RLSLOFABSA-N

InChI

InChI=1S/C27H37F4N3O8S/c28-17-15-18(29)24(31)26(23(17)30)42-22(36)5-7-38-9-11-40-13-14-41-12-10-39-8-6-32-21(35)4-2-1-3-20-25-19(16-43-20)33-27(37)34-25/h15,19-20,25H,1-14,16H2,(H,32,35)(H2,33,34,37)/t19-,20-,25-/m0/s1

SMILES

C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCC(=O)OC3=C(C(=CC(=C3F)F)F)F)NC(=O)N2

Biotin-PEG4-TFP ester is a bifunctional linker designed to connect biotin-based targeting modules to amine-containing ligands through an activated ester handle. Its PEG spacer provides conformational flexibility and improved solubility, supporting efficient conjugation in PROTAC workflows. The TFP (tetrafluorophenyl) ester enables robust coupling under mild conditions, facilitating the preparation of biotin-tagged degraders and related targeted protein degradation constructs. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a biotin moiety linked to a polyethylene glycol spacer and a terminal TFP ester. It features ether linkages within the PEG chain, an activated aromatic ester, and multiple heteroatoms that support polarity, hydrogen bonding, and aqueous compatibility.

Reactivity: The TFP ester reacts with primary amines to form stable amide bonds, typically via nucleophilic acyl substitution. Conjugation is commonly performed under mildly basic conditions in polar organic or mixed aqueous/organic solvents to maintain amine nucleophilicity while limiting hydrolysis. No special catalysts are generally required; careful control of pH and reaction time helps preserve ester integrity for efficient PROTAC assembly.

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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