Ald-Ph-PEG12-TFP ester

 Cat No.: BP-501833 4.5  

Ald-Ph-PEG12-TFP ester is a heterobifunctional PEG-based linker that combines an aldehyde handle with a terminal tetrafluorophenyl (TFP) activated ester for amide-bond formation. Structurally, it features a phenyl spacer attached to a PEG chain of intermediate length, with an aldehyde at one end enabling chemoselective conjugation to hydrazide/amine-bearing partners via reductive amination, and a TFP ester at the other end that reacts efficiently with primary amines to form stable amide linkages. In PROTAC and targeted degradation workflows, such linkers are used to connect a ligand-bearing moiety to a second functional component while preserving solubility and providing controlled spatial separation, which can strongly influence ternary complex formation and degradation potency. This product is valuable for constructing modular conjugates, enabling systematic linker optimization, and facilitating reproducible synthesis of degradation-targeting bioconjugates under standard amide-coupling conditions.

Ald-Ph-PEG12-TFP ester

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PROTAC Linker
Molecular Formula
C₄₁H₅₉F₄NO₁₆
Molecular Weight
897.90

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

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Popular Publications Citing BOC Sciences Products
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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-[2-[2-[2-[2-[2-[2-[2-[2-[(4-formylbenzoyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
VSRWMAATCHEJKU-UHFFFAOYSA-N
InChI
InChI=1S/C41H59F4NO16/c42-35-31-36(43)39(45)40(38(35)44)62-37(48)5-7-50-9-11-52-13-15-54-17-19-56-21-23-58-25-27-60-29-30-61-28-26-59-24-22-57-20-18-55-16-14-53-12-10-51-8-6-46-41(49)34-3-1-33(32-47)2-4-34/h1-4,31-32H,5-30H2,(H,46,49)
SMILES
C1=CC(=CC=C1C=O)C(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC2=C(C(=CC(=C2F)F)F)F
1. Biocatalysis for the production of carbohydrate esters
Shu Wei Chang, Jei Fu Shaw N Biotechnol. 2009 Oct 31;26(3-4):109-16.doi: 10.1016/j.nbt.2009.07.003.Epub 2009 Jul 21.
Carbohydrate fatty acid esters are nonionic biosurfactants, which can be synthesized from the esterification of mono- or oligosaccharides by enzymatic catalysis. These esters are increasingly used as important commodity chemicals, such as low calorific sweeteners and biosurfactants in food, pharmaceutical and cosmetic industries. Recently, some of the ester derivatives have shown their therapeutic potential with antitumor activity, plant growth inhibition and antibiotic activities, which became one of the 'hot' subjects for various biological processes. However, this potential has not been fully explored because the production of oligoesters (e.g. di-, tri- and tetra-) of sugars is a difficult problem in organic chemistry because of the abundance of hydroxyl groups in sugar molecules and the similar reactivity of most of them. Solvent engineering can be employed to improve the yields of sugar esters by using biocatalytic reactions. Protein engineering is useful in improving the catalytic efficiency, thermostability and pH stability of biocatalysts for enzymatic synthesis of sugar ester. The use of recombinant DNA technology to produce large quantities of enzymes in a heterologous host will lower the overall production cost. The cloning of key enzyme genes for the carbohydrate esters biosynthesis pathway and overexpressing these genes using strong promoters in either plants or microorganisms through metabolic engineering will be also discussed in this review.

Ald-Ph-PEG12-TFP ester is a bifunctional PEG-based linker designed for constructing PROTACs through conjugation to ligands and subsequent formation of ternary-protein degradation complexes. Its PEG spacer supports solubility and conformational flexibility, while the TFP ester enables efficient acyl-transfer reactions with nucleophilic groups on targeting ligands. The aldehyde functionality further supports orthogonal coupling strategies, enabling streamlined synthesis workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises an aldehyde-bearing aromatic segment connected to a polyethylene glycol chain terminated with a TFP (tetrafluorophenyl) ester. It contains ether linkages within the PEG, an aldehyde carbonyl, and an activated aromatic ester that is prone to nucleophilic acyl substitution. Overall, it is designed to enhance aqueous compatibility and spacing.

Reactivity: The TFP ester is well suited for amide-bond formation with primary amines or other suitable nucleophiles under mild, base-assisted conditions typical for activated ester chemistry. The aldehyde can participate in carbonyl-based coupling routes (for example, formation of imines or related aldehyde–amine conjugations) when compatible with the chosen chemistry. Use anhydrous or low-water organic solvents with controlled pH, and consider standard coupling additives used for TFP ester activation.

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L

* 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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