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S4014 Sigma-Aldrich

Spectinomycin dihydrochloride pentahydrate

powder, BioReagent, suitable for cell culture

  • CAS Number 22189-32-8

  • Empirical Formula (Hill Notation) C14H24N2O7 · 2HCl · 5H2O

  • Molecular Weight 495.35

  •  EC Number 244-554-3

  •  MDL number MFCD00150886

  •  PubChem Substance ID 24899581

  •  NACRES NA.76

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Properties

Related Categories Aminoglycosides, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S,
Quality Level   200
biological source   synthetic (inorganic)
product line   BioReagent
assay   ≥98.0%
form   powder
potency   ≥603 μg per mg
application(s)   cell culture | mammalian: suitable
  cell culture | plant: suitable
impurities   endotoxin, tested
color   white to off-white
solubility   H2O: soluble 50 mg/mL at 
Featured Industry   Agriculture
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
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

Description

General description

Chemical structure: aminoglycoside

Spectinomycin has generally been used for the treatment of gonorrhea in males, and a study conducted shows that spectinomycin dihydrochloride pentahydrate provides effective treatment against gonorrhea as well. Clinically, spectinomycin dihydrochloride pentahydrate is easier to use in injections as it shows higher solubility than spectinomycin.

Application

Spectinomycin dihydrochloride pentahydrate has been used as a supplement in different types of media.

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.

Packaging

5, 25 g in poly bottle

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. Keep in a dry place.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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