Diketone-PEG4-Biotin

 CAS No.: 2353409-85-3  Cat No.: BP-500260 4.5  

Diketone-PEG4-Biotin is a PEG-based PROTAC linker featuring a diketone motif and a biotin handle connected through a four-unit polyethylene glycol spacer. Structurally, the diketone functionality provides a versatile coordination/reactivity element that can be used to tune linker chemistry, while the hydrophilic PEG chain improves solubility, reduces nonspecific hydrophobic interactions, and helps maintain productive geometry between the targeting ligand and the recruited E3 ligase or other functional moieties. In PROTAC design, such linkers act as molecular “spacers” that control distance and relative orientation, thereby facilitating formation of a ternary complex and supporting efficient ubiquitination-dependent degradation. The biotin group offers a practical affinity tag for modular assembly and purification workflows, including streptavidin-based capture or characterization of conjugates. Overall, this linker is valuable for researchers seeking robust, water-compatible PROTAC constructs with experimentally convenient handling and tunable linker chemistry for systematic structure–activity studies.

Diketone-PEG4-Biotin

Structure of 2353409-85-3

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PROTAC Linker
Molecular Formula
C₃₃H₅₀N₄O₉S
Molecular Weight
678.84

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

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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-[4-(3,5-dioxohexyl)anilino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
InChI Key
CJUCDLZQRUQWCG-OLWNVYNHSA-N
InChI
InChI=1S/C33H50N4O9S/c1-24(38)22-27(39)11-8-25-6-9-26(10-7-25)35-31(41)12-14-43-16-18-45-20-21-46-19-17-44-15-13-34-30(40)5-3-2-4-29-32-28(23-47-29)36-33(42)37-32/h6-7,9-10,28-29,32H,2-5,8,11-23H2,1H3,(H,34,40)(H,35,41)(H2,36,37,42)/t28-,29-,32-/m0/s1
SMILES
CC(=O)CC(=O)CCC1=CC=C(C=C1)NC(=O)CCOCCOCCOCCOCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3

Diketone-PEG4-Biotin is a PEG-based PROTAC linker designed to connect a biotin recognition element to a degraders’ warhead framework through a diketone-bearing linkage. Its flexible ethylene glycol spacer supports productive ternary-complex formation, while the biotin handle enables affinity-guided targeting or modular conjugation strategies. The diketone motif provides a chemically addressable connection point for assembling degraders under standard organic synthesis workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a PEG spacer terminating in a biotin-derived moiety and incorporates a diketone functional group. It contains ether linkages within the polyethylene glycol segment, carbonyl groups characteristic of diketones, and amide/heteroatom-rich features associated with biotin. Overall, it is polar, conformationally flexible, and suitable for aqueous-compatible conjugation chemistry.

Reactivity: Diketone-containing linkers are typically used in PROTAC assembly via carbonyl-reactive transformations such as nucleophilic acyl substitution or condensation-type coupling, depending on the partner functional group. Practical syntheses often employ mild base or acid catalysis, with solvents selected to balance solubility of PEG–biotin conjugates and the coupling partner. Reaction progress is commonly monitored by chromatographic methods, and final products are purified using standard preparative chromatography or precipitation strategies.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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