Azido-PEG5-amine

 CAS No.: 516493-93-9  Cat No.: BP-500258  Purity: ≥95% 4.5  

Azido-PEG5-amine is a heterobifunctional polyethylene glycol linker bearing a terminal azide group and a primary amine at opposite ends. Structurally, it comprises a flexible PEG chain of moderate length that provides aqueous solubility, reduces nonspecific protein binding, and spaces conjugated moieties to enable productive ternary-complex formation in PROTAC systems. The azide handle is designed for bioorthogonal conjugation via copper-catalyzed or strain-promoted azide–alkyne cycloaddition, allowing attachment to an alkyne-functional warhead or targeting ligand, while the terminal amine can be used for amide coupling, reductive amination, or other nucleophilic derivatizations to install complementary reactive groups. In targeted protein degradation research, this linker facilitates modular synthesis of PROTACs by enabling orthogonal, stepwise assembly of binder and E3-recruiting elements, helping researchers tune linker length and flexibility to optimize degradation potency and selectivity while maintaining synthetic versatility.

Azido-PEG5-amine

Structure of 516493-93-9

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Category
PROTAC Linker
Molecular Formula
C12H26N4O5
Molecular Weight
306.36
Appearance
Colorless or Light Yellowish Liquid

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

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Popular Publications Citing BOC Sciences Products
Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Colorless or Light Yellowish Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
Synonyms
O-(2-Aminoethyl)-O'-(2-azidoethyl)tetraethylene Glycol; 17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-amine; N3-PEG5-CH2CH2NH2; N3-PEG5-NH2; 1-Amino-17-azido-3,6,9,12,15-pentaoxaheptadecane; 17-Azido-3,6,9,12,15-pentaoxaheptadecanamine
Density
1.10 g/mL
InChI Key
SVPBRIZYFJFLOL-UHFFFAOYSA-N
InChI
InChI=1S/C12H26N4O5/c13-1-3-17-5-7-19-9-11-21-12-10-20-8-6-18-4-2-15-16-14/h1-13H2
SMILES
C(COCCOCCOCCOCCOCCN=[N+]=[N-])N
1.Etiological agents causing leptospirosis in Sri Lanka: A review.
Naotunna C1, Agampodi SB2, Agampodi TC1. Asian Pac J Trop Med. 2016 Apr;9(4):390-394. doi: 10.1016/j.apjtm.2016.03.009. Epub 2016 Mar 9.
OBJECTIVE: To systematically review the etiological agent causing human leptospirosis in Sri Lanka.
2.The Cerebrospinal Fluid Distribution of Postoperatively Administred Dexketoprofen and Etoricoxib and Their Effect on Pain and Inflammatory Markers in Patients Undergoing Hip Arthroplasty.
Piirainen A1,2, Kokki M3,4, Hautajärvi H5, Lehtonen M6, Miettinen H7, Pulkki K8, Ranta VP6, Kokki H1,2. Clin Drug Investig. 2016 Apr 16. [Epub ahead of print]
BACKGROUND AND OBJECTIVE: Based on earlier literature, etoricoxib may have a delayed analgesic effect in postoperative setting when analgesic efficacy of nonselective nonsteroidal anti-inflammatory drug dexketoprofen is rapid. This may be caused by slow penetration of etoricoxib into the central nervous system (CNS). Therefore we decided to determine the plasma and cerebrospinal fluid (CSF) pharmacokinetics and pharmacodynamics of dexketoprofen and etoricoxib in patients with hip arthroplasty.
3.Cytoreduction with hyperthermic intraperitoneal chemotherapy: an appraisal of outcomes and cost at a newly established peritoneal malignancy program.
Hinkle NM1, MacDonald J2, Sharpe JP1, Dickson P1, Deneve J1, Munene G3. Am J Surg. 2016 Mar 21. pii: S0002-9610(16)30118-0. doi: 10.1016/j.amjsurg.2016.01.022. [Epub ahead of print]
BACKGROUND: Outcome measures after cytoreductive surgery with hyperthermic intraperitoneal chemotherapy (CRS/HIPEC) for peritoneal carcinomatosis in established centers are well defined. However, results from newly emerging US centers have not been reported.
4.The Role of TRAF4 and B3GAT1 Gene Expression in the Food Hypersensitivity and Insect Venom Allergy in Mastocytosis.
Górska A1, Gruchała-Niedoszytko M2, Niedoszytko M1, Maciejewska A3, Chełmińska M1, Skrzypski M4, Wasąg B5, Kaczkan M6, Lange M7, Nedoszytko B7, Pawłowski R3, Małgorzewicz S6, Jassem E1. Arch Immunol Ther Exp (Warsz). 2016 Apr 16. [Epub ahead of print]
Mastocytosis is an uncommon disease classified as a myeloproliferative neoplasm, however, its symptoms are broad and place patients at crossroads between dermatology, hematology and allergology. Patients with mastocytosis often suffer from symptoms resulting from the activation and release of mediators from the mast cells, such as generalized itching, redness, headache, abdominal cramps, diarrhea, bone pain or arthritis, hypotension and shock. The possible severe, fatal or near fatal reactions caused by food hypersensitivity are reasons for the research focused on marker identification. The aim of the study was to analyse the gene expression differences in mastocytosis patients with and without food and drug hypersensitivity and insect venom allergy (IVA). A total of 57 Caucasian patients with mastocytosis were studied [median age 41.8; range 18-77 years; 15 (26.3 %) males and 42 (73.7 %) females]. Quantitative RT-PCRs of 11 genes plus ribosomal 18S RNA were run.

Azido-PEG5-amine is a polyethylene glycol (PEG)-based bifunctional linker designed for modular PROTAC synthesis, combining an azide handle for bioorthogonal conjugation with a terminal amine for coupling to warhead or E3 ligase ligands. Its PEG spacer improves solubility and can help tune linker flexibility and effective reach between binding motifs. The detailed structural and reactivity considerations for constructing PROTACs with this linker are provided below.

Structure: The linker contains an azide functional group and a primary amine separated by a PEG ether chain, providing a flexible, hydrophilic scaffold. It features ether linkages within the PEG backbone and terminal heteroatom-bearing functionalities suitable for orthogonal derivatization. Overall, it is typically handled as a stable, polar intermediate.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition or related azide-based click conjugation strategies, enabling efficient attachment to alkyne-functional partners under standard click conditions. The terminal amine can participate in amide bond formation via activated carboxylic acids or coupling reagents, or in reductive amination where appropriate. Use commonly compatible polar solvents and mild bases; avoid strongly reducing or highly nucleophilic conditions that could compromise azide integrity.

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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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