N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester

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N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester

N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester | 2112732-03-1

Catalog Number R14-0082
Category Azides
Molecular Formula C₂₆H₅₀N₄O₁₀
Molecular Weight 578.70
Catalog Number Size Price Quantity
R14-0082 -- $--

Product Introduction

N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester is a polyethylene glycol (PEG)-based PROTAC linker. N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester can be used in the synthesis of a series of PROTACs.

Chemical Information

Synonyms tert-butyl 3-(2-{2-[2-(16-azido-2,2-dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-5-yl)ethoxy]ethoxy}ethoxy)propanoate
Purity 98%
IUPAC Name tert-butyl 3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES CC(C)(C)OC(=O)CCOCCOCCOCCN(CCOCCOCCOCCN=[N+]=[N-])C(=O)OC(C)(C)C
InChI InChI=1S/C26H50N4O10/c1-25(2,3)39-23(31)7-11-33-15-19-37-21-17-35-13-9-30(24(32)40-26(4,5)6)10-14-36-18-22-38-20-16-34-12-8-28-29-27/h7-22H2,1-6H3
InChI Key IZIWQDDVTKZAPK-UHFFFAOYSA-N
  • Product Specification
  • Application
Storage Please store the product under the recommended conditions in the Certificate of Analysis.

N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester, a highly versatile compound with wide-ranging applications in bioconjugation and pharmaceutical research, plays a pivotal role in cutting-edge scientific endeavors. Here are four key applications:

Bioconjugation: Integral to bioconjugation reactions, N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester serves as a linchpin for linking biomolecules with unparalleled precision. Harnessing the power of the azide group for click chemistry interactions with alkyne-functionalized molecules, researchers forge stable covalent bonds, paving the way for the creation of intricate bioconjugates essential for both diagnostic and therapeutic innovations.

Drug Delivery Systems: Positioned at the forefront of drug delivery advancements, this compound empowers the engineering of sophisticated drug delivery systems. By integrating N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester into drug formulations or carriers, scientists gain exquisite control over pharmacokinetics and biodistribution. The process of PEGylation not only bolsters solubility but also mitigates immunogenic responses, augmenting the effectiveness of drug delivery mechanisms.

Surface Modification: Navigating the realm of medical devices and nanomaterials, N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester emerges as a cornerstone in surface modification endeavors. Its distinctive functional groups offer a gateway to attaching bioactive molecules onto surfaces, amplifying biocompatibility and functionality. This transformative application lies at the core of propelling forward next-generation biomaterials and implantable devices with unmatched precision and efficacy.

Protein Labeling: In the sphere of protein labeling techniques, this compound stands as a beacon of innovation, facilitating in-depth exploration of protein interactions and dynamics. Through the intricate dance of click chemistry, N-(Azido-PEG3)-N-Boc-PEG3-t-butyl ester forms covalent bonds with specific protein sites, enabling meticulous tracking and analysis. These labeled proteins undergo rigorous scrutiny using diverse biochemical and biophysical methods, shedding light on their behavior in diverse environments.

Computed Properties

XLogP3 1.9
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 12
Rotatable Bond Count 28
Exact Mass 578.35269380 g/mol
Monoisotopic Mass 578.35269380 g/mol
Topological Polar Surface Area 126Ų
Heavy Atom Count 40
Formal Charge 0
Complexity 707
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes
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