26605-16-3
Chemical Structure
Nocardamine
Synonym(s): Desferrioxamine E; Nocardamin
- CAS No.: 26605-16-3
- Formula:C27H48N6O9
- Molecular Weight:600.70
IUPAC Name: 1,12,23-trihydroxy-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexaone
InChIKey: NHKCCADZVLTPPO-UHFFFAOYSA-N
SMILES: O=C(CCC(NCCCCCN(O)C(CCC(NCCCCCN(O)C(CC1)=O)=O)=O)=O)N(O)CCCCCNC1=O
Biological Activity: Nocardamine (Desferrioxamine E; Nocardamin) is a cyclic trihydroxamate siderophore with iron ion chelation, antioxidant, antibacterial and other activities. Nocardamine is synthesized by Pseudomonas stutzeri under iron-deficient conditions, and excessive iron ions significantly inhibit its biosynthesis process. Nocardamine increases the level of phosphorylated ERK protein, promotes nuclear translocation of β-catenin, and restores the downregulated expression of SIRT1 protein. Nocardamine alleviates cellular oxidative stress, reduces ROS content, and simultaneously repairs the ability to form mineralized nodules and the expression of osteogenic markers. Nocardamine induces FoxA gene transcription and protein expression to assist Pseudomonas aeruginosa in iron ion uptake; it also selectively inhibits the proliferation of mycobacteria. Nocardamine induces spindle-shaped morphological changes in BM-N4 insect cells, and sufficient iron ions inhibit this cellular morphological change. Nocardamine is suitable for research related to bacterial infections[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Nocardamine | 99.06% | Nocardamine (Desferrioxamine E; Nocardamin) is a cyclic trihydroxamate siderophore with iron ion chelation, antioxidant, antibacterial and other activities. Nocardamine is synthesized by Pseudomonas stutzeri under iron-deficient conditions, and excessive iron ions significantly inhibit its biosynthesis process. Nocardamine increases the level of phosphorylated ERK protein, promotes nuclear translocation of β-catenin, and restores the downregulated expression of SIRT1 protein. Nocardamine alleviates cellular oxidative stress, reduces ROS content, and simultaneously repairs the ability to form mineralized nodules and the expression of osteogenic markers. Nocardamine induces FoxA gene transcription and protein expression to assist Pseudomonas aeruginosa in iron ion uptake; it also selectively inhibits the proliferation of mycobacteria. Nocardamine induces spindle-shaped morphological changes in BM-N4 insect cells, and sufficient iron ions inhibit this cellular morphological change. Nocardamine is suitable for research related to bacterial infections. | ||||||||||||||||||||
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References
- [1]. He HP, et al. Nocardamine mitigates cellular dysfunction induced by oxidative stress in periodontal ligament stem cells. Stem cell research & therapy. 2024 Aug 07;15(1):247. [Content Brief]
- [2]. Normant V, et al. Nocardamine-Dependent Iron Uptake in Pseudomonas aeruginosa: Exclusive Involvement of the FoxA Outer Membrane Transporter. ACS Chemical Biology, 2020, 15(10): 2741-2751.
- [3]. Meyer J-M. The Siderochromes of Non-fluorescent Pseudomonads: Production of Nocardamine by Pseudomonas stutzeri. Microbiology, 1980, 118(1): 125.
- [4]. Matsubara K, et al. Morphological Changes in Insect BM-N4 Cells Induced by Nocardamine. Bioscience, biotechnology, and biochemistry. 1998;62(10):2049-51. [Content Brief]
- [5]. Weeraphan T, et al. nov., a Novel Actinobacterium Isolated from Peat Swamp Forest Soil That Produces Ansamycin Derivatives and Nocardamines. Antibiotics (Basel). 2023 Sep 20;12(9):1467.