Fortimicin A

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Fortimicin A
Category Antibiotics
Catalog number BBF-01847
CAS 55779-06-1
Molecular Weight 405.49
Molecular Formula C17H35N5O6
Purity 95%

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Description

Produced by the strain of Micromonospora olivoasterospora, it has broad antibacterial spectrum and strong antibacterial activity, and is also effective to aminoglycoside antibiotic resistant bacteria producing 3'-phosphotransferase, 2''-nucleoside transferase, 6' and 2'-acetyltransferase.

Specification

Related CAS 72275-67-3 (sulfate[1:2] salt)
Synonyms Astromicin; Astromicina; Astromicine; Astromicinum; Antibiotic KW-1070; 4-Amino-1-((aminoacetyl)methylamino)-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-beta-L-lyxo-heptopyranosyl)-6-O-methyl-L-chiro-inositol
IUPAC Name 2-amino-N-[(1S,2R,3R,4S,5S,6R)-4-amino-3-[(2R,3R,6S)-3-amino-6-[(1S)-1-aminoethyl]oxan-2-yl]oxy-2,5-dihydroxy-6-methoxycyclohexyl]-N-methylacetamide
Canonical SMILES CC(C1CCC(C(O1)OC2C(C(C(C(C2O)N(C)C(=O)CN)OC)O)N)N)N
InChI InChI=1S/C17H35N5O6/c1-7(19)9-5-4-8(20)17(27-9)28-15-11(21)13(24)16(26-3)12(14(15)25)22(2)10(23)6-18/h7-9,11-17,24-25H,4-6,18-21H2,1-3H3/t7-,8+,9-,11-,12-,13-,14+,15+,16+,17+/m0/s1
InChI Key BIDUPMYXGFNAEJ-APGVDKLISA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; fungi
Boiling Point 621.1°C at 760 mmHg
Melting Point >200°C
Density 1.31 g/cm3
Solubility Soluble in Water, Low alcohols

Reference Reading

1.Characterization of fortimicin aminoglycoside profiles produced from Micromonospora olivasterospora DSM 43868 by high-performance liquid chromatography-electrospray ionization-ion trap-mass spectrometry.
Huong NL1, Hoang NH1, Hong SY2, Sohng JK1, Yoon YJ3, Park JW4. Anal Bioanal Chem. 2016 Feb;408(6):1667-78. doi: 10.1007/s00216-015-9281-2. Epub 2016 Jan 11.
In this study, an efficient high-performance liquid chromatography (HPLC)-electrospray ionization (ESI)-ion trap-tandem mass spectrometry (MS/MS) was developed for the identification of the biosynthetic congeners involved in the aminocyclitol aminoglycosidic fortimicin pathway from Micromonospora olivasterospora fermentation. The usage of both acid extraction (pH ∼2.5) followed by an cationic-exchanging SPE cleanup and pentafluoropropionic acid mediated ion-pairing chromatography with ESI-ion trap-MS/MS detection was determined to be sufficiently practical to profile the fortimicin (FOR) congeners produced in a culture broth. The limit of the quantification for the fortimicin A (FOR-A) standard spiked in the culture broth was ∼1.6 ng mL(-1). The average recovery rate was 93.6 %, and the intra- and inter-day precisions were <5 % with accuracy in the range from 87.1 to 94.2 %. Moreover, the epimeric mixtures including FOR-KH, FOR-KR, and FOR-B were separately resolved through a macrocyclic glycopeptide (teicoplanin)-bonded chiral column.

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