Destomycin A

Destomycin A

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Destomycin A
Category Antibiotics
Catalog number BBF-01835
CAS 14918-35-5
Molecular Weight 527.52
Molecular Formula C20H37N3O13
Purity 98%

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Description

Destomycin A is produced by the strain of Streptomyces rimofaciens. It has anti-gram positive bacterium, negative bacterium and fungus activity, adding Destomycin A in a pig feed, it has drive ascaris action.

Specification

Synonyms Destonate 20; NSC 96877; 2,3-O-(6-(1-Amino-2-hydroxyethyl)-3,4,5-trihydroxytetrahydropyran-2-yliden)-(3-amino-5-methylamino-3,4,5-tridesoxy-mesoinosit-1-yl)-beta-D-talopyranosid
IUPAC Name (3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1S,2R,3S,5R,6S)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
Canonical SMILES CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
InChI InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8+,9+,10-,11-,12+,13-,14+,15-,16-,17-,18+,19-,20?/m0/s1
InChI Key GRRNUXAQVGOGFE-SVNOMHMPSA-N

Properties

Appearance White Amorphous Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; fungi; parasites
Boiling Point 897.6ºC at 760mmHg
Melting Point 211-213°C
Density 1.67g/cm3

Reference Reading

1.Characterization of Saccharomyces cerevisiae mutants supersensitive to aminoglycoside antibiotics.
Ernst JF, Chan RK. J Bacteriol. 1985 Jul;163(1):8-14.
We describe mutants of Saccharomyces cerevisiae that are more sensitive than the wild type to the aminoglycoside antibiotics G418, hygromycin B, destomycin A, and gentamicin X2. In addition, the mutants are sensitive to apramycin, kanamycin B, lividomycin A, neamine, neomycin, paromomycin, and tobramycin--antibiotics which do not inhibit wild-type strains. Mapping studies suggest that supersensitivity is caused by mutations in at least three genes, denoted AGS1, AGS2, and AGS3 (for aminoglycoside antibiotic sensitivity). Mutations in all three genes are required for highest antibiotic sensitivity; ags1 ags2 double mutants have intermediate antibiotic sensitivity. AGS1 was mapped 8 centimorgans distal from LEU2 on chromosome III. Analyses of yeast strains transformed with vectors carrying antibiotic resistance genes revealed that G418, gentamicin X2, kanamycin B, lividomycin A, neamine, and paromomycin are inactivated by the Tn903 phosphotransferase and that destomycin A is inactivated by the hygromycin B phosphotransferase.
2.[Simultaneous determination of aminoglycoside antibiotics in milk by liquid chromatography with tandem mass spectrometry].
Kajita H1, Akutsu C, Hatakeyama E, Komukai T. Shokuhin Eiseigaku Zasshi. 2008 Jun;49(3):189-95.
A multiresidue method was developed for determination of nine aminoglycoside antibiotics (streptomycin, dihydrostreptomycin, spectinomycin, neomycin, kanamycin, gentamicin, destomycin A, apramycin, and tobramycin) in milk by LC/MS/MS. The drugs were extracted with 0.01 mol/L potassium dihydrogen phosphate containing 2% trichloroacetic acid, and the extracted solution was cleaned on cation-exchange cartridge columns (Oasis WCX and Oasis MCX). LC separation was performed on a TSK-gel VMpak25 column (50 mmx2.0 mm i.d.) using gradient elution with 0.1% formic acid and acetonitrile containing 0.1% formic acid as the mobile phase. Recoveries of the drugs spiked at 0.01 or 0.1 microg/g in milk ranged from 66.1 to 110.8%, with a coefficient of variation of less than 17.1%. Limits of quantification of the drugs in milk were 0.001 approximately 0.01 microg/g. This method was used for analysis of milk from a lactating cow treated for clinical mastitis with two intramammary infusions of kanamycin (KM).
3.Activating effect of destomycin A on adenylate cyclase from several animal tissues.
Suzuki A, Ishida K. FEBS Lett. 1982 Aug 2;144(2):326-8.
4.The structure of destomycin A.
Kondo SI, Akita E, Koike M. J Antibiot (Tokyo). 1966 May;19(3):139-40.

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