Tri-(PEG1-C2-acid)

 CAS No.: 1381861-95-5  Cat No.: BP-500215 4.5  

Tri-(PEG1-C2-acid) is a tri-functional PROTAC linker building block featuring three short oligo(ethylene glycol) (PEG1) arms terminated with carboxylic acid groups, providing a compact, hydrophilic, and water-compatible spacer architecture. The PEG1–C2 acid segments impart conformational flexibility and improve solubility, while the terminal carboxylates enable robust, chemoselective conjugation to complementary PROTAC components through amide or related coupling strategies. In targeted protein degradation designs, such linkers are used to tune the relative positioning and effective reach between the ligand that recruits an E3 ligase and the ligand that engages the target protein, thereby modulating ternary complex formation and degradation potency. As a modular scaffold, Tri-(PEG1-C2-acid) is valuable for systematic linker optimization, including multivalent or branched constructs where three attachment points can facilitate controlled geometry and reduce aggregation, supporting reproducible synthesis and downstream biochemical evaluation.

Tri-(PEG1-C2-acid)

Structure of 1381861-95-5

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PROTAC Linker
Molecular Formula
C₁₅H₂₇NO₉
Molecular Weight
365.38

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
3-[2-[bis[2-(2-carboxyethoxy)ethyl]amino]ethoxy]propanoic acid
InChI Key
QNHMUDRSUKYNFE-UHFFFAOYSA-N
InChI
InChI=1S/C15H27NO9/c17-13(18)1-7-23-10-4-16(5-11-24-8-2-14(19)20)6-12-25-9-3-15(21)22/h1-12H2,(H,17,18)(H,19,20)(H,21,22)
SMILES
C(COCCN(CCOCCC(=O)O)CCOCCC(=O)O)C(=O)O
1. Transradial PCI and Same Day Discharge
Ali Elfandi, Jordan G Safirstein Curr Treat Options Cardiovasc Med. 2018 Feb 24;20(2):10.doi: 10.1007/s11936-018-0605-3.
Purpose of review:The evolution of cardiac catheterization has led to the development of well-refined, more effective, and safer devices that allow cardiovascular interventionalists to deliver high-quality percutaneous interventions (PCI). Transradial PCI (TRI) has gained more popularity in the USA over the past 10 years, and as experience and volume of TRI grow, studies adopting same day radial PCI protocols have emerged and are showing promising results. We sought to review the current literature on TRI and same day discharge (SDD).Recent findings:This literature review was performed to evaluate the studies that were published over the last 17 years regarding TRI and SDD. A literature search using PubMed, Cochran database, Google Scholar, and Embase was performed for studies evaluating TRI and SDD from January 1, 2000, to August 1, 2017. Observational studies, randomized clinical trials, meta-analyses, and consensus statements were included in our review. We used the following terms in our search: "same day," "same day discharge," "outpatient," and "ambulatory radial PCI." Articles with data pertinent to the subject matter were included. We did not limit our searches to specific journals. The available literature supports SDD for selected radial PCI patients. The advancement in PCI devices and pharmacology has enhanced the safety of post-PCI disposition leading to the evolution from traditional overnight stays to the development of same day discharge programs. We conclude that outpatient TRI for appropriately selected patients will be the standard of care in the future. This will lead to increased patient satisfaction, improved hospital throughput, and reduced hospital costs, without increased procedural complications.
2. Tri(boryl)alkanes and Tri(boryl)alkenes: The Versatile Reagents
Oriol Salvadó, Elena Fernández Molecules. 2020 Apr 10;25(7):1758.doi: 10.3390/molecules25071758.
The interest of organoboron chemistry in organic synthesis is growing, together with the development of new and versatile polyborated reagents. Here, the preparation of 1,1,1-tri(boryl)alkanes, 1,2,3-tri(boryl)alkanes, 1,1,2-tri(boryl)alkanes, as well as 1,1,2-tri(boryl)alkenes as suitable and accessible polyborated systems is demonstrated as being easily applied in the construction of new carbon-carbon and carbon-heteroatom bonds. Synthetic procedures and limitations have been collected to demonstrate the powerful strategies to construct selective molecules, taking advantages of the easy transformation of carbon-boron bond in multiple functionalities, under the total control of chemo- and stereoselectivity.
3. Dimerization and Cycloaddition Reactions of Transient Tri-tert-butylphosphacyclobutadiene Generated by Lewis Acid Induced Isomerization of Tri-tert-butylphosphatetrahedrane
Martin-Louis Y Riu, André K Eckhardt, Christopher C Cummins J Am Chem Soc. 2021 Aug 25;143(33):13005-13009.doi: 10.1021/jacs.1c06840.Epub 2021 Aug 11.
Tri-tert-butylphosphatetrahedrane (1) is shown here to act as a synthon of isomeric tri-tert-butylphosphacyclobutadiene in the presence of a Lewis acid or transition-metal complex. When it is combined with a substoichiometric amount of triphenylborane, compound 1 forms a ladderane-type dimer of tri-tert-butylphosphacyclobutadiene in 72% isolated yield. Trapping of a generated intermediate was achieved by repeating the experiment in the presence of excess styrene (20 equiv) or ethylene (1 atm), and the corresponding [4 + 2] cycloadducts of tri-tert-butylphosphacyclobutadiene were isolated in 88% and 74% yields, respectively. The platinum complex (Ph3P)2Pt(C2H4) also reacts with 1 to form an orange η2 complex of tri-tert-butylphosphacyclobutadiene in 80% isolated yield. Additionally, we report a novel method for generating a phosphinidenoid species via fluoride-induced trimethylsilyl fluoride elimination, leading to an improved preparative procedure for 1 (182 mg, 33% isolated yield).

Tri-(PEG1-C2-acid) is a PEG-based, carboxylic-acid functional linker designed to support targeted protein degradation workflows by enabling modular conjugation between a ligand for an E3 ligase and a ligand for the target protein. Its hydrophilic, flexible architecture can help maintain solubility and provide an appropriate spatial relationship for productive ternary complex formation. The points below describe the molecule’s structure and practical reactivity considerations in PROTAC assembly.

Structure: Tri-functional polyethylene glycol motifs bearing carboxylic-acid groups provide a flexible, water-compatible linker framework. The structure contains ether linkages typical of PEG segments and terminal carboxyl functionalities suitable for amide or ester-forming coupling chemistry, supporting controlled linker length and conformational adaptability.

Reactivity: The carboxylic-acid groups are suitable for standard PROTAC linker construction via activation followed by nucleophilic substitution, most commonly amide bond formation with amine-bearing partners. Typical approaches use carbodiimide coupling systems with additives to suppress side reactions, often in polar aprotic solvents under mild, buffered conditions. Careful control of pH and stoichiometry helps preserve functional group integrity during conjugation.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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