S6501

Streptomycin sulfate salt

powder

• Synonym(s): 2-[(1S,2R,3R,4S,5R,6R)-5-(diaminomethylideneamino)-2-[(2R,3S,4S,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-methylamino-oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-oxolan-2-yl]oxy-3,4,6-trihydroxy-cyclohexyl]guanidine
• Linear Formula: C₂₁H₃₉N₇O₁₂ · 1.5 H₂SO₄
• CAS Number: 3810-74-0
• Molecular Weight: 728.69
• Beilstein/REAXYS Number: 3894995
• EC Number: 223-286-0
• MDL number: MFCD00037023
• UNSPSC Code: 51281675
• PubChem Substance ID: 24899705
• NACRES: NA.76

Properties

• biological source: Streptomyces griseus
• Quality Level: 200
• form: powder
• potency: ≥720 I.U. per mg
• mol wt: calculated mol wt 1457.38
• storage condition: (Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)
• color: white to off-white
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycobacteria
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@@H](O[C@@H](C)[C@]2(O)C=O)O[C@@H]3[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]3NC(N)=N.CN[C@H]4[C@H](O)[C@@H](O)[C@H](CO)O[C@H]4O[C@H]5[C@@H](O[C@@H](C)[C@]5(O)C=O)O[C@@H]6[C@@H](O)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]6NC(N)=N
• InChI: 1S/2C21H39N7O12.3H2O4S/c2*1-5-21(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;3*1-5(2,3)4/h2*4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,21+;;;/m00.../s1
• InChI key: QTENRWWVYAAPBI-YZTFXSNBSA-N

Description

General description

(C₂₁H₃₉N₇O₁₂)₂ ⋅3H₂O₄S

Chemical structure: aminoglycoside

Application

Streptomycin is used to study mechanisms of streptomycin resistance and is often used together with penicillin and other agents to inhibit bacterial contamination in cell culture applications. It is recommended for use in molecular biology applications at 25-50μg/mL, in cell culture applications at 100 mg/L and in embryo culture at 50 mg/L.

Biochem/physiol Actions

Mode of Action: Streptomycin acts by inhibiting prokaryote protein synthesis by binding to the S12 protein of the 30S ribosomal subunit, thus preventing the transition from imitation complex to chain-elongating ribosome. This causes miscoding or inhibits initiation.

Mode of Resistance: A mutation in rpsL, a gene for S12 ribosomal protein, prevents binding of streptomycin to the ribosome. An aminoglycoside phosphotransferase also inactivates streptomycin.

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

Caution

Solutions can be stored at 2-8°C for up to a month or at -20°C for more extended periods. At 37°C, solutions are stable for three days.

Preparation Note

Stock solutions should be prepared directly in the vial with sterile water at concentrations between 20-25 mg/mL.

Other Notes

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

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H361fd
• pcodes: P202 - P264 - P270 - P280 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves