Malioxamycin
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| Category | Antibiotics |
| Catalog number | BBF-02659 |
| CAS | 73020-27-6 |
| Molecular Weight | 248.23 |
| Molecular Formula | C9H16N2O6 |
| Purity | ≥95% |
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Description
It is produced by the strain of Str. lydicus No. 15748. It is an antibiotic that inhibits Gram-negative bacteria by inhibiting peptidoglycan synthesis in bacterial cell walls and promoting the formation of spheroplasts.
Specification
| Synonyms | (R-(R*,S*))-(((2-Amino-3-methyl-1-oxobutyl)amino)oxy)butanedioic acid; Butanedioic acid, (((2-amino-3-methyl-1-oxobutyl)amino)oxy)-, (R-(R*,S*))-; (R)-[[[(S)-2-Amino-3-methyl-1-oxobutyl]amino]oxy]butanedioic acid |
| IUPAC Name | (2R)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]oxybutanedioic acid |
| Canonical SMILES | CC(C)C(C(=O)NOC(CC(=O)O)C(=O)O)N |
| InChI | InChI=1S/C9H16N2O6/c1-4(2)7(10)8(14)11-17-5(9(15)16)3-6(12)13/h4-5,7H,3,10H2,1-2H3,(H,11,14)(H,12,13)(H,15,16)/t5-,7+/m1/s1 |
| InChI Key | KXQRAPMNPUXYGT-VDTYLAMSSA-N |
Properties
| Appearance | Colorless Acicular Crystal |
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Melting Point | 158-160°C |
| Density | 1.353 g/cm3 |
| Solubility | Soluble in Water |
Reference Reading
1. Malioxamycin, a new antibiotic with spheroplast-forming activity. II. Structural elucidation and total synthesis
M Arai, M Inukai, M Takeuchi, S Takahashi J Antibiot (Tokyo) . 1980 Nov;33(11):1220-3. doi: 10.7164/antibiotics.33.1220.
Malioxamycin (1) is a new antibiotic produced by Streptomyces lydicus No. 15748. The structure of malioxamycin has been determined by nmr and mass spectra to possess a hydroxamic acid bond between L-valine and D-malic acid. This structure was confirmed by total synthesis of the antibiotic with (R)-aminooxysuccinic acid and the active ester of L-valine.
2. Malioxamycin, a new antibiotic with spheroplast-forming activity. I. Producing organism, fermentation, isolation and characterization
M Arai, R Enokita, M Takeuchi, S Takahashi, S Iwado, M Inukai J Antibiot (Tokyo) . 1980 Nov;33(11):1213-9. doi: 10.7164/antibiotics.33.1213.
Strain No. 15748, identifies as Streptomyces lydicus, produces a new antibiotic malioxamycin. Malioxamycin is a water-soluble, amphoteric antibiotic with low molecular weight, having a valine and a malic acid moieties in its structure. It gave a positive ninhydrin and ferric chloride reactions. Malioxamycin inhibited the growth of some Gram-negative bacteria by acting on peptidoglycan synthesis in the cell wall and produced spheroplasts from those sensitive bacteria.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
