Spectinomycin dihydrochloride pentahydrate An aminocylcitol antibiotic

Spectinomycin dihydrochloride pentahydrate (CAS 22189-32-8)

Spectinomycin dihydrochloride pentahydrate | CAS 22189-32-8 is rated 5.0 out of 5 by 1.
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Synonym: Togamycin dihydrochloride pentahydrate; Actinospectacin dihydrochloride pentahydrate; Espectinomicina dihydrochloride pentahydrate
Application: An aminocylcitol antibiotic
CAS Number: 22189-32-8
Purity: ≥95%
Molecular Weight: 495.35
Molecular Formula: C14H24N2O72HCl•5H2O
* Refer to Certificate of Analysis for lot specific data (including water content).
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Spectinomycin dihydrochloride pentahydrate is an aminocylcitol antibiotic which is closely related to the aminoglycosides. Gram-positive and gram-negative Gonococcus spp. are reported to exhibit susceptibility to spectinomycin. Studies indicate that spectinomycin interferes with peptidyl tRNA translocation, thereby affecting protein synthesis in susceptible bacteria. Additional reports note that mutations in ribosomal proteins may prevent the binding of spectinomycin, thus potentially confering resistence to the compound. Additionally, Eschericia coli is reported to be reversibly inhibited during growth and division by spectinomycin and that variations in bacterial sensitivity may be mediated by differences in ribosomes among different E. coli mutants.


References

1. Anderson, P. 1969. J. Bacteriol. 100: 939-947. PMID: 16559073
2. Suter, T.M., et al. 1997. Antimicrob. Agents Chemother. 41: 1385-1388. PMID: 9174205
3. Thom, G. and Prescott, C.D. 1997. Bioorg. Med. Chem. 5: 1081-1086. PMID: 9222501
4. Thompson, P.R., et al. 1998. J. Biol. Chem. 273: 14788-14795. PMID: 9614079
5. Zimmerman, J.M., et al. 2002. Nucleic Acids Res. 30: 5425-5435. PMID: 12490711

Appearance :
Powder
Physical State :
Solid
Derived From :
Streptomyces sp.
Solubility :
Soluble in water (50 mg/ml), methanol, DMSO (~11 mg/ml), ethanol (~0.3 mg/ml), and DMF (~2 mg/ml).
Storage :
Store at -20° C
Melting Point :
210° C
Refractive Index :
n20D ~1.59 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
WG7400000
PubChem CID :
30971
Merck Index :
14: 8739
MDL Number :
MFCD00150886
EC Number :
244-554-3
Beilstein Registry :
5684150
SMILES :
C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O.O.O.O.O.O.Cl.Cl

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Certificate of Analysis

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Spectinomycin dihydrochloride pentahydrate  Product Citations

See how others have used Spectinomycin dihydrochloride pentahydrate. Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 20370835  Broussolle, V. et al. 2010. FEMS Microbiol. Lett. 306: 177-183.

PMID: # 18978052  Klüsener, S. et al. 2009. J. Bacteriol. 191: 365-374.

PMID: # 18302324  Yan, J. et al. 2008. Biochemistry. 47: 3654-3661.

PMID: # 18952880  Kouwen, TR. et al. 2008. Appl. Environ. Microbiol. 74: 7536-7545.

PMID: # 17220233  Zeibell, K. et al. 2007. J. Bacteriol. 189: 2331-2338.

PMID: # 17959651  Bohne, AV. et al. 2007. Nucleic Acids Res. 35: 7256-7266.

PMID: # 16920705  Schwenkert, S. et al. 2006. J. Biol. Chem. 281: 34227-34238.

PMID: # 7721898  Künstner, P. et al. 1995. J. Biol. Chem. 270: 9651-9654.

Citations 1 to 8 of 8 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. Spectinomycin dihydrochloride pentahydrate, sc-203279, is in white or almost white powder form.
Answered by: Chemical Support 4
Date published: 2017-05-17

Do you have information of the degradation temperature? Also, do you know what is the shelf life if we store the powder at 4C? -20C? Thanks!

Asked by: qinqinyu
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Rated 5 out of 5 by from Zeibell et al Zeibell et al. (PubMed ID 17220233) used Spectinomycin dihydrochloride pentahydrate, an antibiotic that affects protein synthesis in susceptible bacteria, to prepare gene knockout mutants. -SCBT Publication Review
Date published: 2015-02-13
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