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Merck
CN

85884

Streptomycin sulfate salt

tested according to Ph. Eur.

Synonym(s):

Streptomycini sulfas

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About This Item

Linear Formula:
C21H39N7O12 · 1.5 H2SO4
CAS Number:
3810-74-0
Molecular Weight:
728.69
EC Number:
223-286-0
UNSPSC Code:
51101500
PubChem Substance ID:
329769422
Beilstein/REAXYS Number:
3894995
MDL number:
MFCD00037023

Key Documents

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InChI key

QTENRWWVYAAPBI-YZTFXSNBSA-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

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

agency

tested according to Ph. Eur.

form

solid

potency

≥720 I.U. per mg (Calc. on dry substance)

anion traces

sulfate (SO42-): 18.0-21.5% (Calculated on dry substance)

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

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General description

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.

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.

Disclaimer

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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