Spectinomycin Sulfate

Spectinomycin Sulfate

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Spectinomycin Sulfate
Category Antibiotics
Catalog number BBF-05846
CAS 23312-56-3
Molecular Weight 430.43
Molecular Formula C14H24N2O7.H2O4S
Purity 95%

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Description

Spectinomycin sulfate is an aminocyclitol aminoglycoside antibiotic produced by Streptomyces spectabilis with bacteriostatic activity. It is active against gram-negative bacteria and used for the treatment of gonorrhea.

Specification

Related CAS 1695-77-8 (free base) 64058-48-6 (tetrahydrate)
Synonyms Spectinomycin sulphate; NSC100859; (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-Trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one sulfate (1:1); Actinospectacin sulfate; 4H-Pyrano[2,3-b][1,4]benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, [2R-(2α,4aβ,5aβ,6β,7β,8β,9α,9aα,10aβ)]-, sulfate (1:1) (salt)
Storage Store at 2-8°C
IUPAC Name sulfuric acid;(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one
Canonical SMILES CC1CC(=O)C2(C(O1)OC3C(C(C(C(C3O2)NC)O)NC)O)O.OS(=O)(=O)O
InChI InChI=1S/C14H24N2O7.H2O4S/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;1-5(2,3)4/h5,7-13,15-16,18-20H,4H2,1-3H3;(H2,1,2,3,4)/t5-,7-,8+,9+,10+,11-,12-,13+,14+;/m1./s1
InChI Key XGBFWQUQYQIFLB-MTTMTQIXSA-N

Properties

Appearance White crystalline powder
Application Anti-Bacterial Agents
Antibiotic Activity Spectrum Gram-negative bacteria
Boiling Point 583.1°C at 760 mmHg
Solubility Soluble in DMSO, Water

Reference Reading

1.High-performance liquid chromatographic determination of spectinomycin in swine, calf and chicken plasma using post-column derivatization.
Haagsma N1, Scherpenisse P, Simmonds RJ, Wood SA, Rees SA. J Chromatogr B Biomed Appl. 1995 Oct 6;672(1):165-71.
An HPLC method for the determination of spectinomycin in swine, calf and chicken plasma at 0.1 microgram/ml or higher is described. The clean-up is based upon ion-pair solid-phase extraction on a High Hydrophobic C18 column treated with sodium dioctyl sulfosuccinate. After elution with methanol, spectinomycin is chromatographed on a Spherisorb SCX column using 0.1 M sodium sulphate solution (pH 2.6)-acetonitrile (80:20, v/v) as mobile phase. Fluorescence detection is at an excitation wavelength of 340 nm and an emission wavelength of 460 nm after post-column oxidation with sodium hypochlorite followed by derivatization with o-phthaldialdehyde. Mean recoveries were 99 +/- 2% (n = 6), 99 +/- 2% (n = 7) and 104 +/- 2% (n = 6) for swine, calf and chicken plasma, respectively, at the 0.1 microgram/ml level.
2.In vitro activity of a new antibacterial drug, trospectomycin sulphate (U-63,366F), against Bacteroides strains isolated from the vagina.
Testore GP1, Terranova L, Salanitro A, Sordillo P, Foli A, Giacomello F, Andreoni M. Chemotherapy. 1993 Mar-Apr;39(2):124-7.
The antibacterial activity of trospectomycin, clindamycin, metronidazole, imipenem, cefoxitin, and piperacillin was tested against 72 Bacteroides spp. strains isolated from the vagina of women with vaginitis by determining the minimal inhibitory concentration using the agar dilution method. Trospectomycin shows a good activity which is comparable to that of imipenem and metronidazole. Its expanded spectrum of activity makes trospectomycin suitable for the use in single-drug therapy of pelvic infections in women.
3.Induction and characterization of streptomycin-resistant mutants in Capsicum praetermissum.
Venkataiah P1, Christopher T, Subhash K. J Appl Genet. 2005;46(1):19-24.
Streptomycin-resistant mutants were isolated from mutagenised cotyledon explants of Capsicum praetermissum Heiser & Smith. The explants were mutagenised with N-ethyl-N-nitrosourea, which resulted in a high frequency of streptomycin-resistant mutants (18.0%) and a low frequency of chlorophyll-deficient (albino) mutants (8.0%). Complete streptomycin-resistant plantlets were obtained after rooting of the regenerated green shoots on rooting medium containing 1.0 mg L-1 IAA and 500 mg L-1 streptomycin sulphate. Leaf-segment assay of these plantlets revealed that they were resistant to streptomycin but sensitive to chloramphenicol, kanamycin, lincomycin, and spectinomycin. Reciprocal crosses between streptomycin-resistant and -sensitive plants showed a non-Mendelian transmission of resistance by female parents.
4.Assessing the suitability of antibiotic resistance markers and the indirect ELISA technique for studying the competitive ability of selected Cyclopia Vent. rhizobia under glasshouse and field conditions in South Africa.
Spriggs AC1, Dakora FD. BMC Microbiol. 2009 Jul 20;9:142. doi: 10.1186/1471-2180-9-142.
BACKGROUND: Symbiotic N2 fixation in legumes is constrained by many factors, including the paucity of suitable soil rhizobia To maximise growth of legume species therefore often requires the application of effective rhizobia as inoculants. But where native strains out-compete introduced rhizobia for nodule formation, it is important that the competitiveness of selected strains is tested in the field and glasshouse prior to their recommendation as commercial inoculants. However the methodology for strain identification inside nodules has often proved difficult and thus limited this field of research. In this study, the suitability of the antibiotic resistance technique (both intrinsic low-resistance fingerprinting and high-resistance marking) and the serological indirect ELISA method were assessed for their ability to detect selected Cyclopia rhizobia under glasshouse and field conditions. The four rhizobial strains that were used, namely PPRICI3, UCT40a, UCT44b and UCT61a, were isolated from wild Cyclopia species growing in the Western Cape fynbos of South Africa.

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