Advanced Search   

Customer Service info@echemshop.com +1-302-292-8500

10523 Azido-dPEG 7-amine

Quick Overview

CAS: 1333154-77-0

Item Name: Azido-dPEG 7-amine

Item #: 10523

Mol. Wt.: 394.46;

single compound dPEG Spacer is 25 atoms and 28.8 A

10523 Azido-dPEG 7-amine

* Required Fields

$200.00

Details

CAS: 1333154-77-0
Item Name: Azido-dPEG 7-amine
Item #: 10523
Mol. Wt.: 394.46;
single compound dPEG Spacer is 25 atoms and 28.8 A
Product Features and Benefits: Unique AZIDO containing dPEG -pegylation modification reagent which is carbonyl/carboxyl reactive. The azide can potentially be reacted with an acetylene moiety (Click reaction) or an arylphospinederivative, as part of several Staudinger ligation options (see references), with the other attachment point being a carbonyl. It can also be used as a precursor to the amine (10278) and used as a mono-protected diamine dPEG pegylation spacer is extrememly hydrophilic and non-immunogenic/ non-antigenic dPEG 7 spacer will reduce or eliminate problems with aggregation and immunogenicity -- dPEG 7 spacer is to be one of several choices of spacer size, providing a range of size options for optimizing the properties of your particular application. Applications: Two very active areas of development using the azide functionality are a) Click chemistry, the particular example of the Cu(I)catalyzed reaction of the azide and a terminal acetylene; and b) to the Staudinger ligation using functionalizedaryl phosphines to couple the azide in a covalent fashion. The tremendous attraction to the azide functionality is its very low reactivity and high stability under most conditions, especially where other conjugating functionality have to be cautiously utilized due to their limited stability, or careful control of variable like pH is needed to insure high yielding reactions. However under very select conditions, the azide is very reactive and highly selective. As is the case in the current very economically competitive environment, many of the applications of these chemistries may be protected intellectual property. Protocols: For particular protocols, please look in the references cited or more detailed application references contained within.
References: Click Applications: a. Click Chemistry: Diverse Chemical Function form a Few Good Reactions, H. C. Kolb, M.G. Finn, and K. Barry Sharpless, Angew. Chem., Int. Eng. Ed., 40, 2004-2021 (2001); b. The growing impact of click chemistry on drug discovery, H. C. Kolb and K. Barry Sharpless, Drug Discovery Today, 8(24), 128-1137 (2003); c. Cu(I)-Catalyzed Alkyne-Azide Click Cycloadditions from a Mechanistic and Synthetic Perspective, V. C. Bock, H. Hiemstra and J. H. van Maarseveen, Eur. J. Org. Chem., 51-68 (2006); d. A3-Type Star Polymers via Click Chemistry, O. Altintas, B. Yankul, G Hizal and U. Tunca, J. Poly. Sci.: Part A, Polymer Chem., 44, 6458-6465 (2006); e. Preparation of alumina supported copper nanoparticles and their application in the synthis of 1, 2, 3-triazoles, M. L. Kantam, et al., J. Mol. Catal. A: Chem., 256, 273-277 (2006); f. A Rapid and Versatile Method to Label Receptor Ligands Using Click Chemistry: Validation with the Muscarinic M1 Antagonist Pirenzepine, Bioconjugate Chemistry, 17, 1618-1623 (2006). Staudinger ligations: a. The Staudinger Ligation-A Gift to Chemical Biology, M. Kohn and R. Breinbauer, Angew. Chem. Int. Ed., 43, 3106 (2004); b. Traceless Staudinger Ligation of Glycosyl Azides with Triaryl Phosphines: Stereoselective Synthesis of Glycosyl Amides, A. Bianchi and A. Bernardi, J. Org. Chem., 71, 4565-4577 (2006); c. Reaction Mechanism and Kinetics of the Traceless Staudinger Ligation, M. Soelner, B. L. Nilsson and R. T. Raines, J. Amer. Chem. Soc., 128 (27), 8820-8828 (2006). The first reference is an excellent and recent review in a very active area,. Search search engines for Staudinger ligation for many excellent and additional references.