FR 32863

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Category Antibiotics
Catalog number BBF-03549
CAS 66508-88-1
Molecular Weight 181.08
Molecular Formula C4H8NO5P

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Description

FR 32863 is produced by the strain of Streptomyces lavendulae 8006. FR 32863 has anti-gram-positive and anti-gram-negative activities.

Specification

Synonyms Antibiotic FR 32863; Antibiotic FR 900136; BRN 2092108; FR-32863; (E)-(3-(Formylhydroxyamino)-1-propenyl)phosphonic acid
IUPAC Name [(E)-3-[formyl(hydroxy)amino]prop-1-enyl]phosphonic acid
Canonical SMILES C(C=CP(=O)(O)O)N(C=O)O
InChI InChI=1S/C4H8NO5P/c6-4-5(7)2-1-3-11(8,9)10/h1,3-4,7H,2H2,(H2,8,9,10)/b3-1+
InChI Key YTTBDWKRMPYBDN-HNQUOIGGSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 484.6°C at 760 mmHg
Density 1.655 g/cm3

Reference Reading

1. Studies on new phosphonic acid antibiotics. IV. Structure determination of FR-33289, FR-31564 and FR-32863
Y Kuroda, M Okuhara, T Goto, M Okamoto, H Terano, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Jan;33(1):29-35. doi: 10.7164/antibiotics.33.29.
The structure of novel phosphonic acid antibiotics FR-33289, FR-31564, and FR-32863, produced by strains of Streptomyces, have been established as I, II, and III, respectively, on the basis of spectroscopic and chemical evidences.
2. Studies on new phosphonic acid antibiotics. III. Isolation and characterization of FR-31564, FR-32863 and FR-33289
M Okuhara, Y Kuroda, T Goto, M Okamoto, H Terano, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Jan;33(1):24-8. doi: 10.7164/antibiotics.33.24.
Three phosphonic acid antibiotics were found to be produced in the fermentation broths of Streptomyces. FR-31564 and FR-32863 were produced by Streptomyces lavendulae. FR-33289 was produced by a strain of Streptomyces, identified as Streptomyces rubellomurinus subsp. indigoferus. They are distinct from, but resemble FR-900098 which was reported in our preceding paper, in their chemical and biological characteristics.
3. Studies on new phosphonic acid antibiotics. II. Taxonomic studies on producing organisms of the phosphonic acid and related compounds
E Iguchi, M Okuhara, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Jan;33(1):19-23.
A new species of Streptomyces which produces a new cell wall-inhibitory antibiotic, FR-900098 containing phosphonic acid in its molecule, is named and described. The species name proposed, Streptomyces rubellomurinus, refers to the aerial mass color. Streptomyces rubellomurinus subsp. indigoferus also produces FR-900098 and the related compound FR-33289. FR-900098 related compounds, FR-32863 and FR-31564 are produced by Streptomyces lavendulae.

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