PB-5266 B

PB-5266 B

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PB-5266 B
Category Antibiotics
Catalog number BBF-03331
CAS 108065-95-8
Molecular Weight 453.38
Molecular Formula C13H19N5O11S

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Description

PB-5266 B is a monobactam antibiotic isolated from the culture filtrate of Cytophaga johnsonae PB-5266. It exhibited weak antibacterial activity against a sensitive mutant of Escherichia coli to beta-lactam antibiotics.

Specification

Synonyms Antibiotic PB-5266B
IUPAC Name (3R)-3-[[(E)-4-amino-2-[[(2R)-2-[[(2S)-2,3-dihydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-4-oxobut-2-enoyl]amino]-2-oxoazetidine-1-sulfonic acid
Canonical SMILES C1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=CC(=O)N)NC(=O)C(CO)NC(=O)C(CO)O
InChI InChI=1S/C13H19N5O11S/c14-9(22)1-5(10(23)16-6-2-18(13(6)26)30(27,28)29)15-11(24)7(3-19)17-12(25)8(21)4-20/h1,6-8,19-21H,2-4H2,(H2,14,22)(H,15,24)(H,16,23)(H,17,25)(H,27,28,29)/b5-1+/t6-,7-,8+/m1/s1
InChI Key WTKJMGUBCARKJM-RHXHYQRSSA-N

Reference Reading

1. PB-5266 A, B and C, new monobactams. I. Taxonomy, fermentation and isolation
T Kato, H Hinoo, J Shoji, K Matsumoto, T Tanimoto, T Hattori, K Hirooka, E Kondo J Antibiot (Tokyo). 1987 Feb;40(2):135-8. doi: 10.7164/antibiotics.40.135.
New monobactams, PB-5266 A, B and C were isolated from the culture filtrate of Cytophaga johnsonae PB-5266 by various types of column chromatography and preparative reverse phase HPLC. PB-5266 A, B and C exhibited weak antibacterial activity against a sensitive mutant of Escherichia coli to beta-lactam antibiotics.
2. PB-5266 A, B and C, new monobactams. II. Physico-chemical properties and chemical structures
T Kato, H Hinoo, Y Terui, J Nishikawa, Y Nakagawa, Y Ikenishi, J Shoji J Antibiot (Tokyo). 1987 Feb;40(2):139-44. doi: 10.7164/antibiotics.40.139.
The chemical structures of three new monobactams, PB-5266 A, B and C, were elucidated by their physico-chemical properties and spectrometric studies. In contrast to previously described monobactams, they all possess a dehydroasparagine residue.

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