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Micacocidin B

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Category Antibiotics
Catalog number BBF-01934
CAS
Molecular Weight 627.34
Molecular Formula C27H37CuN3O4S3

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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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

Micacocidin B is an antibiotic produced by Pseudomonas sp.No.57. It exhibited an excellent activity against Mycoplasma species.

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IUPAC Name copper;(4S)-2-[(1R)-1-hydroxy-2-methyl-1-[(2R,4R)-3-methyl-2-[(4R)-2-(2-oxido-6-pentylphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazolidin-4-yl]propan-2-yl]-4-methyl-5H-1,3-thiazole-4-carboxylate
Canonical SMILES CCCCCC1=C(C(=CC=C1)[O-])C2=NC(CS2)C3N(C(CS3)C(C(C)(C)C4=NC(CS4)(C)C(=O)[O-])O)C.[Cu+2]
InChI InChI=1S/C27H39N3O4S3.Cu/c1-6-7-8-10-16-11-9-12-19(31)20(16)22-28-17(13-35-22)23-30(5)18(14-36-23)21(32)26(2,3)24-29-27(4,15-37-24)25(33)34;/h9,11-12,17-18,21,23,31-32H,6-8,10,13-15H2,1-5H3,(H,33,34);/q;+2/p-2/t17-,18+,21+,23-,27-;/m1./s1
InChI Key QTKLBISHOALPJW-LRLOAOIRSA-L
Appearance Green Crystal
Antibiotic Activity Spectrum mycoplasma
Melting Point 251-253°C
1. Micacocidin A, B and C, novel antimycoplasma agents from Pseudomonas sp. II. Structure elucidation
S Kobayashi, H Nakai, Y Ikenishi, W Y Sun, M Ozaki, Y Hayase, R Takeda J Antibiot (Tokyo). 1998 Mar;51(3):328-32. doi: 10.7164/antibiotics.51.328.
Metal-containing novel heterocyclic antibiotics, micacocidin A (1), B (2), and C (3) have been isolated from the culture filtrate of Pseudomonas sp. No. 57-250. The structure and absolute configuration of micacocidin A, an octahedral Zn2+ complex, was determined by X-ray crystallographic analysis. And then, the structures of the two congeners, micacocidin B (Cu2+ complex) and C (Fe3+ complex) were investigated by employing one dimensional and two dimensional homonuclear and heteronuclear NMR spectroscopies and mass spectrometry.
2. Micacocidin A, B and C, novel antimycoplasma agents from Pseudomonas sp. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
S Kobayashi, S Hidaka, Y Kawamura, M Ozaki, Y Hayase J Antibiot (Tokyo). 1998 Mar;51(3):323-7. doi: 10.7164/antibiotics.51.323.
A Gram-negative bacterium was found to produce a new zinc-containing antibiotics, micacocidin A and related compounds containing Cu or Fe, micacocidin B and C, respectively. These antibiotics were isolated by column chromatography on silica gel, and then separated by preparative TLC and HPLC. These new antibiotics exhibited an excellent activity against Mycoplasma species. The producing bacterium was characterized and ascribed to the genus Pseudomonas.

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