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G1397

Sigma-Aldrich

Gentamicin

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

Synonym(s):

Gentamicin

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About This Item

CAS Number:
1405-41-0
MDL number:
MFCD00270181
UNSPSC Code:
12352207
eCl@ss:
42020823
PubChem Substance ID:
329799839
NACRES:
NA.76

product name

Gentamicin solution, 50 mg/mL in deionized water, liquid, 0.1 μm filtered, BioReagent, suitable for cell culture

biological source

microbial

Quality Level

300

sterility

0.1 μm filtered

product line

BioReagent

form

liquid

potency

50-60 mg per mL

concentration

50 mg/mL in deionized water

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

colorless to light yellow

density

1.000 g/cm3

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Mode of action

protein synthesis | interferes

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

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General description

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 solution has been used as an antibiotic component in eukaryotic cell culture and bacterial culture.
Gentamicin sulfate is a broad-spectrum antibiotic used as a selection agent (gentamicin-resistance gene) in molecular biology and cell culture applications. This product is formulated to contain 50 mg/mL Gentamicin in deionized water and is recommended for use in eukaryotic cell culture at a volume of 1 milliliter per liter.
Gentamicin sulfate solution has been used as a component of different types of culture media.

Biochem/physiol Actions

Gentamicin is recommended for treating sepsis during emergency treatment. It is an alternate to ceftriaxone for treating genital infection.
Mode of Action: Gentamicin inhibits protein synthesis by binding to the 30S subunit of the ribosome.

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.

Components

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 requiresing five equivalents of sulfuric acid per mole of gentamicin base.

Caution

The product is stable at 37° for 5 days and is stored at 2-8°C.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gentamicin compared with ceftriaxone for the treatment of gonorrhoea (G-ToG): a randomised non-inferiority trial
Ross JDC, et al.
Lancet, e0210012-e0210012 (2019)
J Cummings et al.
British journal of cancer, 92(3), 532-538 (2005-02-03)
The inhibitor of apoptosis protein, XIAP, is frequently overexpressed in chemoresistant human tumours. An antisense oligonucleotide (AEG 35156/GEM 640) that targets XIAP has recently entered phase I trials in the UK. Method validation data are presented on three pharmacodynamic assays
Improving peak concentrations of a single dose regime of gentamicin in patients with sepsis in the emergency department
Cobussen M, et al.
PLoS ONE, 14(1), e0210012-e0210012 (2019)
Ruochan Chen et al.
Frontiers in immunology, 10, 1904-1904 (2019-08-24)
Inflammasome activation can trigger an inflammatory and innate immune response through the release of cytokines and induction of pyroptosis. A dysfunctional inflammasome has been implicated in the development of human pathologies, including sepsis and septic shock. Here, we show that
David E Swayne
International journal of food microbiology, 108(2), 268-271 (2006-02-17)
A precise, reproducible microassay was developed to measure thermal inactivation of high pathogenicity avian influenza (HPAI) virus in chicken meat. Small pieces of breast or thigh meat (0.05 g) from chickens infected with A/chicken/Pennsylvania/1370/1983 (H5N2) (PA/83) or A/chicken/Korea/ES/2003 (H5N1) (Korea/03)
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