Merck
All Photos(6)

S6501

Sigma-Aldrich

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:
Molecular Weight:
728.69
Beilstein:
3894995
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

biological source

Streptomyces griseus

Quality Level

form

powder

potency

≥720 I.U. per mg

mol wt

calculated mol wt 1457.38 ((C21H39N7O12)2 ⋅3H2O4S)

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

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1 of 4

This Item
S9137S127785886
Streptomycin solution ~1 mg/mL in 1 mM EDTA, analytical standard

Supelco

85886

Streptomycin solution

biological source

Streptomyces griseus

biological source

-

biological source

-

biological source

-

form

powder

form

powder

form

powder

form

liquid

potency

≥720 I.U. per mg

potency

≥720 I.U. per mg (dried basis)

potency

≥720 I.U. per mg

potency

-

storage condition

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

storage condition

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

storage condition

-

storage condition

-

color

white to off-white

color

white to off-white

color

-

color

colorless

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

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.

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

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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