105928-88-9
Chemical Structure
3-Azido-D-alanine
- CAS No.: 105928-88-9
- Formula:C3H6N4O2
- Molecular Weight:130.11
IUPAC Name: N-(4-(((2-amino-7H-purin-6-yl)oxy)methyl)benzyl)pent-4-ynamide
InChIKey: CIFCKCQAKQRJFC-UWTATZPHSA-N
SMILES: OC([C@H](N)CN=[N+]=[N-])=O
Biological Activity: 3-Azido-D-alanine is an orally active, selective metabolic tracer applicable for click chemistry labeling. 3-Azido-D-alanine can be selectively incorporated into bacterial cell wall peptidoglycans, introducing azido groups to enable copper-free click chemistry-based modification, labeling and single-cell tracing, while it cannot be metabolically incorporated by mammalian cells. 3-Azido-D-alanine can be used in studies related to bacterial infection, intracranial infection, otitis media, intestinal inflammation and tissue damage, as well as sepsis[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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3-Azido-D-alanine | 99.92% | 3-Azido-D-alanine is an orally active, selective metabolic tracer applicable for click chemistry labeling. 3-Azido-D-alanine can be selectively incorporated into bacterial cell wall peptidoglycans, introducing azido groups to enable copper-free click chemistry-based modification, labeling and single-cell tracing, while it cannot be metabolically incorporated by mammalian cells. 3-Azido-D-alanine can be used in studies related to bacterial infection, intracranial infection, otitis media, intestinal inflammation and tissue damage, as well as sepsis. | ||||||||||||||||||||
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- [1]. Zhang L, et al. Bacteria Wear ICG Clothes for Rapid Detection of Intracranial Infection in Patients After Neurosurgery and Photothermal Antibacterial Therapy Against Mutans. Frontiers in bioengineering and biotechnology. 2022;10:932915. [Content Brief]
- [2]. David Soto Rodriguez PE, et al. Azide click chemistry on magnetotactic bacteria: A versatile technique to attach a cargo. Mater Today Bio. 2023 Feb 23;19:100587.
- [3]. Wu Z, et al. Imaging of Gut Bacterial Macroscopic Changes in Simulated Microgravity-Exposed Rats via Metabolic Labeling. Analytical chemistry. 2024 Dec 10;96(49):19758-19767.
- [4]. Jing M, et al. The utilization of a magneto-fluorescence sequential labeling strategy for the visualization and tracking of intestinal translocation of oral microbiota. Materials today. Bio. 2026 Jun;38:103062.
- [5]. Zhao J, et al. Sensitive NIR Fluorescence Identification of Bacteria in Whole Blood with Bioorthogonal Nanoprobes for Early Sepsis Diagnosis. Analytical chemistry. 2023 Jan 17;95(2):955-965.
- [6]. Liu Z, et al. Hierarchical arming of probiotics for improved viability to synergistically alleviate ulcerative colitis. Biomaterials. 2026 Apr;327:123791.
Keywords
