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G1264

Gentamicin sulfate salt

Name: Gentamicin sulfate salt
Brand: SIGMA

powder, non-animal origin, suitable for cell culture, BioReagent

Synonym(s):

Gentiomycin C

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About This Item

CAS Number:

1405-41-0

MDL number:

MFCD00270181

UNSPSC Code:

12352207

eCl@ss:

42020823

PubChem Substance ID:

329799833

EC Number:

215-778-9

NACRES:

NA.76

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Properties

Product Name

Gentamicin sulfate salt, powder, BioReagent, suitable for cell culture

biological source

Micromonospora purpurea

Quality Level

200

product line

BioReagent

form

powder

potency

~600 μg Gentamicin per mg

technique(s)

cell culture | mammalian: suitable

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycoplasma

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O=S(O)(O)=O.O[C@]1(C)[C@@H]([C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@@](CC[C@H]3N)([C@@H](C)NC)[H])[C@@H](N)C[C@H]2N)OC1)NC.O[C@]4(C)[C@@H]([C@@H](O)[C@@H](O[C@@H]5[C@@H](O)[C@H](O[C@H]6O[C@@](CC[C@H]6N)([C@@H](C)N)[H])[C@@H](N)C[C@H]5N)OC4)NC.O[

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

Gentamicin, also known as gentiomycin C, is an aminoglycoside, which is naturally produced by Gram-negative bacteria. This antibiotic functions by preventing protein synthesis. Gentamicin sulfate prevents the growth of both Gram positive and Gram negative bacteria, in vivo and in vitro. In tissue culture, gentamicin sulfate is used to inhibit the growth of various strains of mycoplasma.

Application

Gentamicin sulfate, a broad-spectrum antibiotic, has been used as a selection agent (gentamicin-resistance gene) in cell culture and molecular biology applications. This product is recommended for use at 50 mg/L.

Biochem/physiol Actions

Mode of action: Gentamicin causes codon misreading by binding to the 30S ribosomal subunit, blocking the translocation of peptidyl-tRNA from the acceptor site to the donor site. The bactericidal effect of gentamicin on Pseudomonas aeruginosa is exerted by the binding of gentamicin to the outer membrane, where it displaces natural cations, destabilizes the membrane, and forms holes in the cell surface.

Antimicrobial spectrum: Includes Gram-negative and Gram-positive bacteria, including strains resistant to tetracycline, chloramphenicol, kanamycin and colistin, particularly strains of Pseudomonas, Proteus, Staphylococcus and Streptococcus.

Analysis Note

Solubility- freely soluble in water, practically insoluble in ethanol

Other Notes

Gentamicin is an aminoglycoside complex produced by fermentation of Micromonospora purpurea or M. echinospora. It is used as the sulfate salt. There are three components, each consisting of five basic nitrogens and requiring five equivalents of sulfuric acid per mole of gentamicin base.

Disclaimer

Sterile solutions should be stored at 2-8°C. Solutions have also been shown to be stable at room temperature and in boiling aqueous buffers of pH 2-14².

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pictograms

GHS07

signalword

Warning

hcodes

H317

pcodes

P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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