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S6501

Sigma-Aldrich

Streptomycin sulfate salt

powder

Synonyme(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

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About This Item

Formule linéaire :
C21H39N7O12 · 1.5 H2SO4
Numéro CAS:
Poids moléculaire :
728.69
Numéro Beilstein :
3894995
Numéro CE :
Numéro MDL:
Code UNSPSC :
51281675
ID de substance PubChem :
Nomenclature NACRES :
NA.76

Source biologique

Streptomyces griseus

Niveau de qualité

Forme

powder

Puissance

≥720 I.U. per mg

Poids mol.

calculated mol wt 1457.38

Conditions de stockage

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

Couleur

white to off-white

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

QTENRWWVYAAPBI-YZTFXSNBSA-N

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Description générale

(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.

Actions biochimiques/physiologiques

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.

Attention

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.

Notes préparatoires

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

Autres remarques

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

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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