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48760 Sigma-Aldrich

Gentamicin sulfate from Micromonospora purpurea

≥590 μg/mg of gentamicin

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Properties

Related Categories A - K, Aminoglycosides, Antibacterial, Antibiotics, Antibiotics A to Z,
Quality Level   200
biological source   Micromonospora purpurea
form   powder
optical activity   [α]/D 107.0 to 121.0°, c = 10% in H2O
specific activity   ≥590 μg/mg of gentamicin
mol wt   Mr 694-723
loss   ≤18.0% loss on drying
color   white to off-white
pH   3.5-5.5 (4% in H2O)
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  mycoplasma
storage temp.   2-8°C
SMILES string   OS(O)(=O)=O.CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3O[C@H](CN)CC[C@H]3N)[C@@H]2O.CN[C@@H]4[C@@H](O)[C@H](OC[C@]4(C)O)O[C@H]5[C@H](N)C[C@H](N)[C@@H](O[C@H]6O[C@@H](CC[C@H]6N)[C@@H](C)N)[C@@H]5O.CN[C@H](C)[C@@H]7CC[C@@H](N)[C@H](O7)O[C@@H]8[C@@H](N)C[C@@H](N)[C@H](O[C@H]9OC[C@](C)(O)[C@H](NC)[C@H]9O)[C@H]8O
InChI   1S/C21H43N5O7.C20H41N5O7.C19H39N5O7.H2O4S/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20;1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19;1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;1-5(2,3)4/h9-20,25-29H,5-8,22-24H2,1-4H3;8-19,25-28H,4-7,21-24H2,1-3H3;8-18,24-27H,3-7,20-23H2,1-2H3;(H2,1,2,3,4)/t9-,10-,11+,12-,13+,14+,15-,16-,17+,18-,19-,20-,21+;8-,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+;8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-;/m110./s1
InChI key   RDEIXVOBVLKYNT-HDZPSJEVSA-N

Description

General description

Chemical structure: aminoglycoside

Application

Used as a selection agent (gentamicin-resistance gene) in molecular biology applications. It inhibits the growth of a wide variety of grampositive and gram-negative microorganisms including strains resistant to tetracycline, chloramphenicol, kanamycin and colistin, particularly strains of Pseudomonas, Proteus, Staphylococcus and Streptococcus.

Biochem/physiol Actions

Mode of Action: Inhibits protein synthesis by binding to L6 protein of 50S ribosomal subunit.
Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.

Packaging

1g, 5g, 25g

Unit Definition

1 U corresponds to 1 μg of the USP gentamicin sulfate reference standard

Preparation Note

Freely soluble in water, practically insoluble in alcohol and ether.

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
LY2625000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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