79583-98-5
Chemical Structure
5-Azidopentanoic acid
Synonym(s): 5-Azidovaleric acid
- CAS No.: 79583-98-5
- Formula:C5H9N3O2
- Molecular Weight:143.14
IUPAC Name: 5-azidopentanoic acid
InChIKey: SBZDIRMBQJDCLB-UHFFFAOYSA-N
SMILES: [N-]=[N+]=NCCCCC(O)=O
Biological Activity: 5-Azidopentanoic acid (5-Azidovaleric acid) is a crosslinker/cyclization reagent as well as an azido-containing carboxylic acid. 5-Azidopentanoic acid participates in CuI-catalyzed azide-alkyne cycloaddition reactions; when used to cap the N-terminus of resin-bound peptides containing propargylglycine residues, it enables head-to-tail cyclodimerization of peptides. 5-Azidopentanoic acid introduces azido functional groups into chitosan via amidation for strain-promoted azide-alkyne cycloaddition click reactions. 5-Azidopentanoic acid acts as an aliphatic bifunctional ligand and capping agent for CdSe tetrapods; its bromo group can be converted to an azido group, which then undergoes catalyst-free alkyne-azide cycloaddition click reactions with ethynyl-terminated poly (3-hexylthiophene)[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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5-Azidopentanoic acid | 99.77% | 5-Azidopentanoic acid (5-Azidovaleric acid) is a crosslinker/cyclization reagent as well as an azido-containing carboxylic acid. 5-Azidopentanoic acid participates in CuI-catalyzed azide-alkyne cycloaddition reactions; when used to cap the N-terminus of resin-bound peptides containing propargylglycine residues, it enables head-to-tail cyclodimerization of peptides. 5-Azidopentanoic acid introduces azido functional groups into chitosan via amidation for strain-promoted azide-alkyne cycloaddition click reactions. 5-Azidopentanoic acid acts as an aliphatic bifunctional ligand and capping agent for CdSe tetrapods; its bromo group can be converted to an azido group, which then undergoes catalyst-free alkyne-azide cycloaddition click reactions with ethynyl-terminated poly (3-hexylthiophene). | ||||||||||||||||||||
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References
- [1]. Punna S, et al. Head-to-tail peptide cyclodimerization by copper-catalyzed azide-alkyne cycloaddition. Angew Chem Int Ed Engl. 2005 Apr 8;44(15):2215-20. [Content Brief]
- [2]. Gabold B, et al. Transferrin-modified chitosan nanoparticles for targeted nose-to-brain delivery of proteins. Drug delivery and translational research. 2023 Mar;13(3):822-838. [Content Brief]
- [3]. Jung J, et al. Semiconducting organic-inorganic nanocomposites by intimately tethering conjugated polymers to inorganic tetrapods. Nanoscale. 2016 Apr 28;8(16):8887-98. [Content Brief]
- [4]. Cho H, et al. In situ albumin-binding and esterase-specifically cleaved BRD4-degrading PROTAC for targeted cancer therapy. Biomaterials. 2023 Apr;295:122038. [Content Brief]
