N-(Azido-PEG3)-NH-PEG3-acid

 CAS No.: 2183440-72-2  Cat No.: BP-501351  Purity: 98% 4.5  

N-(Azido-PEG3)-NH-PEG3-acid is a heterobifunctional polyethylene glycol (PEG) linker bearing a terminal azide group and a carboxylic acid, with an internal secondary amine connecting the two PEG segments. Structurally, it comprises two short PEG3 segments connected through a secondary amine, yielding a flexible, hydrophilic spacer that can reduce steric interference between PROTAC modules. In targeted protein degradation workflows, the azide handle enables bioorthogonal conjugation via azide–alkyne cycloaddition (CuAAC or strain-promoted variants), allowing researchers to connect the linker to an alkyne-functional ligand or warhead-bearing component. The carboxylic acid facilitates further coupling chemistry (e.g., amide formation) to introduce the linker into synthetic PROTAC architectures. This product is valuable for modular PROTAC design because it supports controlled spatial separation and efficient assembly of conjugates, improving the practical synthesis and optimization of degradation constructs.

N-(Azido-PEG3)-NH-PEG3-acid

Structure of 2183440-72-2

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Category
PROTAC Linker
Molecular Formula
C₁₇H₃₄N₄O₈
Molecular Weight
422.47

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

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Purity
98%
Solubility
Water, DMSO, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylamino]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
N-(Azido-PEG3)-NH-PEG3-acid HCl salt
InChI Key
CDPBBXHRNSHWQA-UHFFFAOYSA-N
InChI
InChI=1S/C17H34N4O8/c18-21-20-4-8-27-12-16-29-15-11-26-7-3-19-2-6-25-10-14-28-13-9-24-5-1-17(22)23/h19H,1-16H2,(H,22,23)
SMILES
C(COCCOCCOCCNCCOCCOCCOCCN=[N+]=[N-])C(=O)O
1. NH4+-N/NO3--N ratio controlling nitrogen transformation accompanied with NO2--N accumulation in the oxic-anoxic transition zone
Xiaoyan Liu, Yaoguo Wu, Ran Sun, Sihai Hu, Zixia Qiao, Sichang Wang, Xiaohui Mi Environ Res. 2020 Oct;189:109962.doi: 10.1016/j.envres.2020.109962.Epub 2020 Jul 23.
Although nitrogen (N) transformations have been widely studied under oxic or anoxic condition, few studies have been carried out to analyze the transformation accompanied with NO2--N accumulation. Particularly, the control of mixed N species in N-transformation remains unclear in an oxic-anoxic transition zone (OATZ), a unique and ubiquitous redox environment. To bridge the gap, in this study, OATZ microcosms were simulated by surface water and sediments of a shallow lake. The N-transformation processes and rates at different NH4+-N/NO3--N ratios, and NO2--N accumulations in these processes were evaluated. N-transformation process exhibited a turning point. Simultaneous nitrification and denitrification occurred in its early stage (first 10 days, dissolved oxygen (DO) ≥ 2 mg/L) and then denitrification dominated (after 10 days, DO < 2 mg/L), which were not greatly affected by the NH4+-N/NO3--N ratio, on the contrary, the transformation rates of NH4+-N and NO3--N were distinctly affected. The NH4+-N transformation rates were positively correlated with the NH4+-N/NO3--N ratio. The highest NO3--N transformation rate was observed at an NH4+-N/NO3--N ratio of 1:1 with organic carbon/NO3--N of 3.09. The NO2--N accumulation, which increased with the decrease in NH4+-N/NO3--N ratio, was also controlled by organic carbon concentration and type. The peak concentration of NO2--N accumulation occurred only when the NO3--N transformation rate was particularly low. Thus, NO2--N accumulation may be reduced by adjusting the control parameters related to N and organic carbon sources, which enhances the theoretical insights for N-polluted aquatic ecosystem bioremediation.

This N-(Azido-PEG3)-NH-PEG3-acid linker is designed for modular PROTAC assembly, combining azide-enabled bioorthogonal conjugation with polyethylene glycol (PEG) spacer segments that improve solubility and conformational flexibility. Its bifunctional architecture supports reliable attachment of targeting ligands and enables downstream coupling strategies commonly used in targeted protein degradation workflows. The points below describe its structure and practical reactivity considerations in detail.

Structure: The linker contains an azide functional group and two PEG3-derived ether-rich segments connected through amide and terminal carboxylic acid functionality. It features stable C–N and C–O bonds typical of PEG chains, with an azide moiety suitable for click-type transformations and a carboxylic acid for acyl coupling chemistry.

Reactivity: The azide group is compatible with copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne reactions, enabling efficient conjugation to alkyne-bearing PROTAC fragments under standard bioorthogonal conditions. The terminal carboxylic acid can be activated for amide-bond formation using common coupling reagents and bases, proceeding via acyl activation followed by nucleophilic substitution. Solvent choice typically favors compatibility with PEG solubility and the selected activation/click protocol.

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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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