Skip to Content
MilliporeSigma
All Photos(2)

Documents

G4918

Sigma-Aldrich

Gentamicin sulfate

meets EP, USP testing specifications

Synonym(s):

Gentamicin sulfate salt

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

CAS Number:
1405-41-0
EC Number:
215-778-9
MDL number:
MFCD00270181
UNSPSC Code:
51101500
eCl@ss:
42020823
PubChem Substance ID:
329799932
NACRES:
NA.76

agency

meets EP testing specifications
meets USP testing specifications

Quality Level

200

form

powder

optical activity

[α]/D 107 to 121°

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Chemical structure: aminoglycoside

Application

Gentamicin sulfate, a broad-spectrum antibiotic, 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.

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 7

1 of 7

2,3-BIS-HYDROXYMETHYL-2,3-DIHYDRO-QUINOXALINE-1,4-DIOXIDE AldrichCPR

S40224

2,3-BIS-HYDROXYMETHYL-2,3-DIHYDRO-QUINOXALINE-1,4-DIOXIDE

Gentamycin Sulfate Broad-spectrum cell culture antibiotic that is nontoxic to viruses and mammalian cells at antibacterial and antimycoplasmal concentrations.

Sigma-Aldrich

345814-M

Gentamycin Sulfate

Gentamicin sulfate from Micromonospora purpurea ≥590 μg/mg of gentamicin

Sigma-Aldrich

48760

Gentamicin sulfate from Micromonospora purpurea

Gentamicin solution 10 mg/mL in deionized water, liquid, 0.1 μm filtered, BioReagent, suitable for cell culture

Sigma-Aldrich

G1272

Gentamicin solution

Gentamicin solution Hybri-Max™, 50 mg/mL gentamicin, 0.1 μm filtered, BioReagent, suitable for hybridoma

Sigma-Aldrich

G1522

Gentamicin solution

Amphotericin B solution 250 μg/mL in deionized water, 0.1 μm filtered, BioReagent, suitable for cell culture

Sigma-Aldrich

A2942

Amphotericin B solution

Kanamycin Sulfate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1487

Kanamycin Sulfate

W Joshua Frazier et al.
Journal of immunology (Baltimore, Md. : 1950), 183(11), 7411-7419 (2009-11-06)
MAPKs are crucial for TNF-alpha and IL-6 production by innate immune cells in response to TLR ligands. MAPK phosphatase 1 (Mkp-1) deactivates p38 and JNK, abrogating the inflammatory response. We have previously demonstrated that Mkp-1(-/-) mice exhibit exacerbated inflammatory cytokine
Kelly N Owens et al.
PLoS genetics, 4(2), e1000020-e1000020 (2008-05-06)
Inner ear sensory hair cell death is observed in the majority of hearing and balance disorders, affecting the health of more than 600 million people worldwide. While normal aging is the single greatest contributor, exposure to environmental toxins and therapeutic
Bart Tummers et al.
Immunity, 52(6), 994-1006 (2020-05-20)
Cell death pathways regulate various homeostatic processes. Autoimmune lymphoproliferative syndrome (ALPS) in humans and lymphoproliferative (LPR) disease in mice result from abrogated CD95-induced apoptosis. Because caspase-8 mediates CD95 signaling, we applied genetic approaches to dissect the roles of caspase-8 in
Ebtehal S Al-Abdullah et al.
Molecules (Basel, Switzerland), 20(5), 8125-8143 (2015-05-09)
The reaction of 1-adamantyl isothiocyanate 4 with the various cyclic secondary amines yielded the corresponding N-(1-adamantyl)carbothioamides 5a-e, 6, 7, 8a-c and 9. Similarly, the reaction of 4 with piperazine and trans-2,5-dimethylpiperazine in 2:1 molar ratio yielded the corresponding N,N'-bis(1-adamantyl)piperazine-1,4-dicarbothioamides 10a
Ying Zou et al.
Molecular and cellular biology, 29(9), 2390-2397 (2009-02-19)
The molecular distinctions between mortality stages 1 (M1; senescence) and 2 (M2; crisis) of human replicative aging are ill defined. We demonstrate a qualitative difference between telomeric end associations at M1 and the end fusions that produce dicentric chromosomes and
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service