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Merck

S9007

Sigma-Aldrich

Spectinomycin dihydrochloride pentahydrate

potency: ≥603 μg per mg

Sinónimos:

Actinospectacin, Actinospectacin dihydrochloride pentahydrate, Spectinomycin, Spectinomycin HCL, Spectinomycin Hydrochloride, Spectinomycin hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C14H24N2O7 · 2HCl · 5H2O
Número de CAS:
Peso molecular:
495.35
EC Number:
MDL number:
UNSPSC Code:
51281666
PubChem Substance ID:
NACRES:
NA.85

biological source

synthetic (inorganic)

Quality Level

form

powder

potency

≥603 μg per mg

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white to pale buff

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

agriculture

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O.O.O.O.O.Cl.Cl.CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3=O)O[C@@H]2[C@H]1O

InChI

1S/C14H24N2O7.2ClH.5H2O/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;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1

InChI key

DCHJOVNPPSBWHK-UXXUFHFZSA-N

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General description

Chemical structure: aminoglycoside

Application

Spectinomycin is an aminocyclitol antibiotic derived from Streptomyces spectabilis. It has been shown to have a wide variety of uses, including treating acute gonorrheal urethritis and cervictis, to mark cell layers to monitor cell fate during leaf development, as a selection marker in plant related transformation systems for plant cells containing the marker gene Spcr, to study respiratory tract infections of cattle caused by Pasteurella multocida and Mannheimia haemolytica, and to generate plants deficient for the plastid-encoded RNA polymerase on MS-agar media. Spectinomycin also has use in amplification of low copy number plasmid carrying replicons. It is recommended for use in cell culture applications at 7.5-20 mg/L.

Biochem/physiol Actions

Mode of Action: Spectinomycin acts by inhibiting protein synthesis and elongation by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation.

Mode of Resistance: A mutation in rpsE, the gene for ribosomal protein S5, prevents the binding of spectinomycin. Resistance is also conferred by the aminoglycoside-3′-adenyltransferase gene (aadA).

Antimicrobial spectrum: Spectinomycin acts against gram-negative and gram-positive bacteria.

Caution

Solutions can be stored at 2-8°C for several weeks or at -20°C for more extended periods.

Preparation Note

Stock solutions should be prepared at 10 mg/mL in water and filter sterilized.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Amber M Hotto et al.
G3 (Bethesda, Md.), 1(7), 559-570 (2012-03-03)
Noncoding RNAs (ncRNA) are widely expressed in both prokaryotes and eukaryotes. Eukaryotic ncRNAs are commonly micro- and small-interfering RNAs (18-25 nt) involved in posttranscriptional gene silencing, whereas prokaryotic ncRNAs vary in size and are involved in various aspects of gene
Stefan Schwarz et al.
The Journal of antimicrobial chemotherapy, 53(2), 379-382 (2004-01-20)
Prior to the renewal of spectinomycin licensing for veterinary uses in Germany, 154 Pasteurella multocida and 148 Mannheimia haemolytica strains from respiratory tract infections in cattle were investigated for their MICs of spectinomycin and other antimicrobial agents. The data obtained
John R Waldeisen et al.
PloS one, 6(12), e28528-e28528 (2011-12-14)
Current molecular diagnostic techniques for susceptibility testing of septicemia rely on genotyping for the presence of known resistance cassettes. This technique is intrinsically vulnerable due to the inability to detect newly emergent resistance genes. Traditional phenotypic susceptibility testing has always
Yi-Ywan M Chen et al.
Applied and environmental microbiology, 77(12), 3967-3974 (2011-05-03)
Streptococcus parasanguinis is among the most successful colonizers of the human body. Strain FW213 harbors a 7.0-kb cryptic plasmid, pFW213, with a copy number at 5 to 10 per chromosome. Sequence and functional analyses of pFW213 revealed that the open
Janice Yee Chi Lo et al.
The Journal of antimicrobial chemotherapy, 67(6), 1422-1426 (2012-02-16)
To undertake laboratory and clinical surveillance of gonococcal antimicrobial susceptibility to various therapeutic agents in Hong Kong, so as to monitor for emerging resistance and to inform on appropriate choice of empirical therapy. Trends in susceptibility of gonococci to ceftriaxone

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