For research use only. Not for therapeutic Use.
Streptomycin（Cat No.:I009600）is an aminoglycoside antibiotic widely used in research and clinical settings for its broad-spectrum antibacterial activity. It functions by binding to the 30S ribosomal subunit, inhibiting protein synthesis and causing misreading of mRNA, leading to bacterial cell death. Streptomycin is particularly effective against Gram-negative bacteria and is a cornerstone in the treatment of tuberculosis when used in combination therapy. Additionally, it is used in molecular biology for selective inhibition of prokaryotic protein synthesis. Its role in combating bacterial infections underscores its importance in antimicrobial research and therapy.
| Catalog Number | I009600 |
| CAS Number | 57-92-1 |
| Synonyms | NSC 14083; NSC14083; NSC-14083; Streptomycin; Strepcen; Streptomicina;1,1/’-(4-((3-(4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2H-pyran-2-yl)-4-formyl-4-hydroxy-5-methyl-3-oxotetrahydro-3l5-furan-2-yl)oxy)-2,5,6-trihydroxycyclohexane-1 |
| Molecular Formula | C21H39N7O12 |
| Purity | ≥95% |
| Target | Antibiotic |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4 °C for short term, or -20 °C for long term |
| IUPAC Name | 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine |
| InChI | InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 |
| InChIKey | UCSJYZPVAKXKNQ-HZYVHMACSA-N |
| SMILES | C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)O |
| Reference | </br>1:Degradation of streptomycin in aquatic environment: kinetics, pathway, and antibacterial activity analysis. Shen Y, Zhao W, Zhang C, Shan Y, Shi J.Environ Sci Pollut Res Int. 2017 Apr 20. doi: 10.1007/s11356-017-8978-5. [Epub ahead of print] PMID: 28429270 </br>2:Mutations in Streptomycin Resistance Genes and Their Relationship to Streptomycin Resistance and Lineage of <i>Mycobacterium tuberculosis</i> Thai Isolates. Hlaing YM, Tongtawe P, Tapchaisri P, Thanongsaksrikul J, Thawornwan U, Archanachan B, Srimanote P.Tuberc Respir Dis (Seoul). 2017 Apr;80(2):159-168. doi: 10.4046/trd.2017.80.2.159. Epub 2017 Mar 31. PMID: 28416956 Free PMC Article</br>3:TRP channels in brown and white adipogenesis from human progenitors: new therapeutic targets and the caveats associated with the common antibiotic, streptomycin. Goralczyk A, van Vijven M, Koch M, Badowski C, Yassin MS, Toh SA, Shabbir A, Franco-Obregón A, Raghunath M.FASEB J. 2017 Apr 17. pii: fj.201601081RR. doi: 10.1096/fj.201601081RR. [Epub ahead of print] PMID: 28416581 </br>4:Frequency of rrs and rpsL mutations in streptomycin-resistant Mycobacterium tuberculosis isolates from Iranian patients. Khosravi AD, Etemad N, Hashemzadeh M, Khandan Dezfuli S, Goodarzi H.J Glob Antimicrob Resist. 2017 Apr 9;9:51-56. doi: 10.1016/j.jgar.2017.01.005. [Epub ahead of print] PMID: 28404234 </br>5:Secretory Proteome Analysis of Streptomycin-Resistant Mycobacterium tuberculosis Clinical Isolates. Sharma D, Bisht D.SLAS Discov. 2017 Mar 1:2472555217698428. doi: 10.1177/2472555217698428. [Epub ahead of print] PMID: 28314116 </br>6:Optical and Electrochemical Aptasensors for Sensitive Detection of Streptomycin in Blood Serum and Milk. Ramezani M, Abnous K, Taghdisi SM.Methods Mol Biol. 2017;1572:403-420. doi: 10.1007/978-1-4939-6911-1_26. PMID: 28299702 </br>7:Outcome of Streptomycin-Rifampicin treatment of Buruli Ulcer in two Ghanaian districts. Iddrisah FN, Yeboah-Manu D, Nortey PA, Nyarko KM, Anim J, Antara SN, Kenu E, Wurapa F, Afari EA.Pan Afr Med J. 2016 Oct 1;25(Suppl 1):13. doi: 10.11604/pamj.supp.2016.25.1.6203. eCollection 2016. PMID: 28149438 Free PMC Article</br>8:The Bactericidal Lectin RegIIIβ Prolongs Gut Colonization and Enteropathy in the Streptomycin Mouse Model for Salmonella Diarrhea. Miki T, Goto R, Fujimoto M, Okada N, Hardt WD.Cell Host Microbe. 2017 Feb 8;21(2):195-207. doi: 10.1016/j.chom.2016.12.008. Epub 2017 Jan 19. PMID: 28111202 </br>9:The evolution of no-cost resistance at sub-MIC concentrations of streptomycin in Streptomyces coelicolor. Westhoff S, van Leeuwe TM, Qachach O, Zhang Z, van Wezel GP, Rozen DE.ISME J. 2017 May;11(5):1168-1178. doi: 10.1038/ismej.2016.194. Epub 2017 Jan 17. PMID: 28094796 </br>10:Effectiveness of rifampicin-streptomycin for treatment of Buruli ulcer: a systematic review. Tanywe A, Fernandez RS.JBI Database System Rev Implement Rep. 2017 Jan;15(1):119-139. doi: 10.11124/JBISRIR-2016-003235. PMID: 28085731 |
