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FR-900148

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Category Antibiotics
Catalog number BBF-03562
CAS 73706-57-7
Molecular Weight 278.69
Molecular Formula C10H15ClN2O5

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is originally isolated from Streptomyces xanthocidicus 301. FR-900148 can inhibit gram-positive and gram-negative bacteria, but has no effect on pseudomonas aeruginosa.

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IUPAC Name (Z)-4-[(2-amino-3-methylbutanoyl)amino]-3-chloropent-2-enedioic acid
Canonical SMILES CC(C)C(C(=O)NC(C(=CC(=O)O)Cl)C(=O)O)N
InChI InChI=1S/C10H15ClN2O5/c1-4(2)7(12)9(16)13-8(10(17)18)5(11)3-6(14)15/h3-4,7-8H,12H2,1-2H3,(H,13,16)(H,14,15)(H,17,18)/b5-3-
InChI Key LIRMHXHUVGJKBB-HYXAFXHYSA-N
Appearance White Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Melting Point 143-147°C
1. FR-900148, a new antibiotic. I. Taxonomy, fermentation, isolation and characterization
Y Kuroda, M Okuhara, T Goto, M Yamashita, E Iguchi, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Mar;33(3):259-66. doi: 10.7164/antibiotics.33.259.
A strain of Streptomyces, isolated from a soil sample and identified as Streptomyces xanthocidicus, has been found to produce FR-900148, a new antibiotic containing chlorine in its molecule. The antibiotic inhibits both Gram-positive and negative bacteria. However, it is not effective against wild type of Pseudomonas aerguinosa. Its antibacterial action is considered to result from cell wall synthesis inhibition since it causes spheroplast formation from susceptible cells.
2. FR-900148, a new antibiotic. II. Structure determination of FR-900148
Y Kuroda, M Okuhara, T Goto, M Okamoto, M Yamashita, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Mar;33(3):267-71. doi: 10.7164/antibiotics.33.267.
The structure of FR-900148, a new antibiotic produced by a strain of Streptomyces xanthocidicus, has been established as 1-N-valyl-3-chloro-2,5-dihydro-5-oxo-1H-pyrrole-2-carboxylic acid on the basis of spectroscopic and chemical evidence.
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