Biotin-PEG6-NHS ester

 CAS No.: 2055045-04-8  Cat No.: BP-501401  Purity: >97% 4.5  

Biotin-PEG6-NHS ester is a heterobifunctional PEG-based linker that combines a biotin affinity handle with an N-hydroxysuccinimide (NHS) ester for covalent coupling to primary amines. Structurally, it features a flexible polyethylene glycol chain of six ethylene glycol units that spaces the biotin moiety from the reactive NHS group, improving accessibility and reducing steric interference during conjugation. In PROTAC and targeted degradation workflows, this linker is valuable for attaching biotin-tagged probes or affinity capture elements to amine-containing ligands, such as lysine-bearing targeting ligands or linker-modified scaffolds, enabling subsequent purification, enrichment, and analytical tracking of assembled degraders. The PEG spacer helps maintain productive geometry for ternary-complex formation by minimizing unfavorable steric effects near the conjugation site. Overall, it supports robust experimental characterization of PROTAC constructs and facilitates workflow steps including immobilized pull-down and downstream detection.

Biotin-PEG6-NHS ester

Structure of 2055045-04-8

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Category
PROTAC Linker
Molecular Formula
C₂₉H₄₈N₄O₁₂S
Molecular Weight
676.78
Appearance
White Waxy

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

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Purity
>97%
Appearance
White Waxy
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
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[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]ethoxy]ethoxy]propanoate
Synonyms
(+)-Biotin-PEG6-NHS Ester
InChI Key
QWDVPTVNWZPKBQ-LXWOLXCRSA-N
InChI
InChI=1S/C29H48N4O12S/c34-24(4-2-1-3-23-28-22(21-46-23)31-29(38)32-28)30-8-10-40-12-14-42-16-18-44-20-19-43-17-15-41-13-11-39-9-7-27(37)45-33-25(35)5-6-26(33)36/h22-23,28H,1-21H2,(H,30,34)(H2,31,32,38)/t22-,23-,28-/m0/s1
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3

Biotin-PEG6-NHS ester is a PEG-based, biotin-functionalized linker designed to support targeted protein degradation workflows in PROTAC construction. Its NHS ester enables efficient conjugation to nucleophilic amines, while the PEG spacer improves solubility and can help reduce steric constraints between binding modules. This product is particularly useful for assembling biotin-tagged or affinity-enabled PROTAC intermediates, supporting downstream purification and characterization. Detailed structural and reactivity considerations are provided below.

Structure: Biotin is connected through a flexible polyethylene glycol spacer bearing a terminal N-hydroxysuccinimide ester. The linker contains ether linkages within the PEG chain and an activated carboxylate functionality. This combination yields a hydrophilic, conformationally flexible scaffold suitable for conjugation chemistry.

Reactivity: The NHS ester undergoes nucleophilic acyl substitution with primary amines to form stable amide bonds, typically under mildly basic aqueous or mixed solvent conditions that preserve NHS reactivity. Common approaches use amine-containing ligands or protein-reactive handles, with careful control of pH to limit hydrolysis. No special catalysts are generally required; efficient coupling relies on appropriate solvent choice and rapid reaction setup.

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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 ╳
g/mol
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