NH-bis(C1-PEG1-Boc)

 CAS No.: 2171072-53-8  Cat No.: BP-500695 4.5  

NH-bis(C1-PEG1-Boc) is a branched PEG linker featuring a central primary amine flanked by two Boc-protected carboxylate arms, each connected through short PEG spacers. This compact, symmetric architecture provides a versatile building block for PROTAC assembly, where the primary amine can be selectively acylated with carboxylic acid-containing ligands, such as target protein warheads or E3 ubiquitin ligase-recruiting moieties, via standard amide coupling chemistry. The two Boc-protected carboxylate groups, upon sequential or simultaneous deprotection under mild acidic conditions, yield free carboxylic acids that serve as additional conjugation sites for amine-bearing ligands. The branched topology enables the construction of multivalent or heterobifunctional PROTACs from a single linker node, allowing researchers to modulate the spatial orientation and effective local concentration of each ligand within the ternary complex. The short PEG arms maintain a compact molecular profile while providing sufficient flexibility to accommodate the conformational requirements of productive E3 ligase-target protein engagement. Researchers employ this linker to investigate how branched, compact architectures influence degradation efficiency, selectivity, and the physicochemical properties of resulting PROTAC molecules.

NH-bis(C1-PEG1-Boc)

Structure of 2171072-53-8

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PROTAC Linker
Molecular Formula
C₁₇H₃₃NO₆
Molecular Weight
347.45

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-amino-3-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]propoxy]propanoate
InChI Key
CILKOSHNGXUCTA-UHFFFAOYSA-N
InChI
InChI=1S/C17H33NO6/c1-16(2,3)23-14(19)7-9-21-11-13(18)12-22-10-8-15(20)24-17(4,5)6/h13H,7-12,18H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCC(COCCC(=O)OC(C)(C)C)N
1. Effects of bioleaching pretreatment on nitrous oxide emission related functional genes in sludge composting process
Yiqi Wu, Ke Wang, Chao He, Zhe Wang, Nanqi Ren, Yu Tian Bioresour Technol. 2018 Oct;266:181-188.doi: 10.1016/j.biortech.2018.06.049.Epub 2018 Jun 19.
The effect of bioleaching pretreatment on N2O generation in sludge composting process was firstly investigated in this study. The relationships among physicochemical factors, N2O and NH3 emission and related functional genes were analyzed in 60 days composting of bioleaching dewatering sludge (BDS) and filter press dewatering sludge (FDS), respectively. The results showed the cumulative amounts of NH3 and N2O emission from the BDS composting system were reduced by 83.52% and 54.76% after bioleaching pretreatment, respectively. The lower moisture and pH, and the higher ORP and the concentrations of NH4+-N, NO3--N and NO2--N were observed in BDS during the composting compared to FDS. Furthermore, bioleaching pretreatment improved the relative abundance of hao but reduced amoA, nirK and norB in the BDS during the composting. The low pH level and the reduction of nirK and norB in BDS were the main reasons mitigating NH3 and N2O emissions, respectively.
2. NF-κB Signaling-Mediated Activation of WNK-SPAK-NKCC1 Cascade in Worsened Stroke Outcomes of Ang II-Hypertensive Mice
Mohammad Iqbal H Bhuiyan, Cullen B Young, Israt Jahan, Md Nabiul Hasan, Sydney Fischer, Nur Farah Meor Azlan, Mingjun Liu, Ansuman Chattopadhyay, Huachen Huang, Kristopher T Kahle, Jinwei Zhang, Samuel M Poloyac, Bradley J Molyneaux, Adam C Straub0, Xianming Deng, Delphine Gomez0, Dandan Sun Stroke. 2022 May;53(5):1720-1734.doi: 10.1161/STROKEAHA.121.038351.Epub 2022 Mar 11.
Background:Worsened stroke outcomes with hypertension comorbidity are insensitive to blood pressure-lowering therapies. In an experimental stroke model with comorbid hypertension, we investigated causal roles of ang II (angiotensin II)-mediated stimulation of the brain WNK (with no lysine [K] kinases)-SPAK (STE20/SPS1-related proline/alanine-rich kinase)-NKCC1 (Na-K-Cl cotransporter) complex in worsened outcomes.
3. Genetic Testing in Natural History Studies: A Review of the Regulatory and Legal Landscape
Andrew Bevan, Delphine Saragoussi, Laura Sayegh, Moira Ringo, Fiona Kearney Public Health Genomics. 2021;24(3-4):75-88.doi: 10.1159/000514208.Epub 2021 Mar 23.
Background:Natural history (NH) studies, using observational methods, are common in rare and orphan diseases (80% of which have a genetic component). There is profound interest in identifying genetic mutations driving these diseases in these studies to support the formulation of targeted precision medicines. The global regulatory classification of NH studies with novel molecular biomarker collection has not been clearly delineated, presenting researchers with the challenge of determining how these studies are classified and regulated across multiple geographies. Objective:The aim of this investigation was to conduct a review of regulations related to NH studies and genetic testing to elucidate regulatory pathways to inform clinical researchers in the field.

This compact branched linker carries a free primary amine and protected carboxyl termini, supporting early amine conjugation followed by acid unveiling. Its symmetric ether-containing arms can create a defined branch point for compact PROTAC or multivalent degrader exploration. Structural and reaction details follow.

Structure: A primary amine is attached to a substituted carbon that connects ether-linked tert-butyl propanoate arms. The molecule contains ester carbonyls, ether bonds, a nucleophilic amino group, and a tetrahedral branch center; its rotatable single bonds confer flexibility around a compact core.

Reactivity: The primary amine can undergo amide formation with an activated carboxylic acid or acyl chloride, or carbamate formation with a chloroformate, using a tertiary base in an anhydrous polar solvent. Acidic cleavage then converts the tert-butyl esters to carboxylic acids for further coupling. Protecting the amine before ester deprotection may simplify selectivity when multiple acylations are planned.

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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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