t-Boc-Aminooxy-PEG1-azide

 CAS No.: 2100306-67-8  Cat No.: BP-501009  Purity: ≥95% 4.5  

t-Boc-Aminooxy-PEG1-azide is a bifunctional PEG-based linker bearing an N-Boc-protected aminooxy group and a terminal azide for orthogonal conjugation. The aminooxy functionality enables chemoselective formation of oxime or related oxime-derived linkages with carbonyl-containing partners under mild conditions, while the azide group provides a reliable handle for copper-free or copper-catalyzed azide–alkyne cycloaddition (“click”) to attach to complementary PROTAC modules such as warheads or E3 ligase ligands. Structurally, the PEG1 segment offers a short hydrophilic spacer that can improve solubility and reduce steric congestion at the junction between two binding domains. In targeted protein degradation research, this linker is useful for building modular PROTACs where controlled attachment chemistry and minimal linker length are required to preserve binding affinity and maintain productive ternary complex formation.

t-Boc-Aminooxy-PEG1-azide

Structure of 2100306-67-8

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Category
PROTAC Linker
Molecular Formula
C9H18N4O4
Molecular Weight
246.27
Appearance
Solid Powder

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Solid Powder
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-(2-azidoethoxy)ethoxy]carbamate
Synonyms
Boc-Aminooxy-PEG1-azide; tert-butyl (2-(2-azidoethoxy)ethoxy)carbamate; 2-Methyl-2-propanyl [2-(2-azidoethoxy)ethoxy]carbamate; Carbamic acid, N-[2-(2-azidoethoxy)ethoxy]-, 1,1-dimethylethyl ester
InChI Key
YVONOAOFYIVAJF-UHFFFAOYSA-N
InChI
InChI=1S/C9H18N4O4/c1-9(2,3)17-8(14)12-16-7-6-15-5-4-11-13-10/h4-7H2,1-3H3,(H,12,14)
SMILES
CC(C)(C)OC(=O)NOCCOCCN=[N+]=[N-]

t-Boc-Aminooxy-PEG1-azide is a PEG-based bifunctional linker designed for modular PROTAC synthesis, combining an azide handle for bioorthogonal conjugation with an aminooxy functionality for stable oxime formation. The t-Boc protecting group enables controlled stepwise assembly, improving synthetic flexibility and minimizing side reactions during linker installation. This molecule is well suited for researchers constructing PROTACs that require reliable attachment strategies between ligand scaffolds and subsequent conjugation steps;

Structure: The linker contains a short polyethylene glycol segment that imparts conformational flexibility and improved solubility. It features an azide substituent for click-type coupling and an aminooxy group capable of forming oxime linkages. The t-Boc group provides temporary protection of the aminooxy functionality.

Reactivity: PROTAC assembly using this linker commonly relies on azide-compatible conjugation chemistries, such as copper-catalyzed or strain-promoted azide–alkyne cycloaddition, depending on partner functionality. The aminooxy group is typically unmasked by deprotection under standard acid-labile conditions, then reacted with carbonyl-containing partners to form oxime bonds. Mild, anhydrous organic solvents and inert atmosphere are often used to preserve reactive intermediates and limit hydrolysis.

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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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