This product is not tested on a lot to lot bases for the presence of subforms. Typically, the C2a and C2b are present in low concentrations. While this product is not tested, both forms are expected to be present. Please see the link below to review addtional information available in the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/352/367/g1264pis.pdf
G1264
Gentamicin sulfate salt
powder, non-animal origin, suitable for cell culture, BioReagent
Gentamicin sulfate salt
Synonym(s):
Gentiomycin C
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50 MG
₪190.00
250 MG
₪361.00
1 G
₪552.00
5 G
₪2,063.00
100 G
₪44,877.00
About This Item
CAS Number:
EC Number:
MDL number:
UNSPSC Code:
12352207
eCl@ss:
42020823
PubChem Substance ID:
NACRES:
NA.76
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Product Name
Gentamicin sulfate salt, powder, BioReagent, suitable for cell culture
biological source
Micromonospora purpurea
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
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1 of 4
This Item | G1914 | 1289003 | 345814-M |
|---|---|---|---|
| antibiotic activity spectrum Gram-negative bacteria, mycoplasma, Gram-positive bacteria | antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria, mycoplasma | antibiotic activity spectrum - | antibiotic activity spectrum - |
| technique(s) cell culture | mammalian: suitable | technique(s) - | technique(s) - | technique(s) - |
| mode of action protein synthesis | interferes | mode of action protein synthesis | interferes | mode of action - | mode of action - |
| product line BioReagent | product line - | product line - | product line - |
| Quality Level 200 | Quality Level 200 | Quality Level - | Quality Level 200 |
| form powder | form powder | form - | form powder |
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.[1] 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.[2]
Application
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.
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Sens. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Arnaud Gutierrez et al.
Molecular cell, 68(6), 1147-1154 (2017-12-12)
Physiologic and environmental factors can modulate antibiotic activity and thus pose a significant challenge to antibiotic treatment. The quinolone class of antibiotics, which targets bacterial topoisomerases, fails to kill bacteria that have grown to high density; however, the mechanistic basis
Inge Van Der Linden et al.
International journal of environmental research and public health, 11(10), 10105-10124 (2014-10-01)
It is accepted that irrigation water is a potential carrier of enteric pathogens, such as Salmonella and E. coli O157:H7 and, therefore, a source for contamination of fresh produce. We tested this by comparing irrigation water samples taken from five
Hongzhe Li et al.
PloS one, 6(4), e19130-e19130 (2011-05-10)
Exposure to intense sound or high doses of aminoglycoside antibiotics can increase hearing thresholds, induce cochlear dysfunction, disrupt hair cell morphology and promote hair cell death, leading to permanent hearing loss. When the two insults are combined, synergistic ototoxicity occurs
R J Collier et al.
Journal of animal science, 84 Suppl, E1-13 (2006-04-04)
Selecting domestic animals for tolerance to thermal stress (TS) has been counterproductive, because acclimation involves reducing or diverting metabolizable energy from production to balance heat gain and loss. Ideally, simultaneous selection for increased production and improved thermotolerance is desirable, but
Jianping Liu et al.
PloS one, 10(3), e0120612-e0120612 (2015-03-21)
In addition to cochleotoxicity, systemic aminoglycoside pharmacotherapy causes vestibulotoxicity resulting in imbalance and visual dysfunction. The underlying trafficking routes of systemically-administered aminoglycosides from the vasculature to the vestibular sensory hair cells are largely unknown. We investigated the trafficking of systemically-administered
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Related Content
Product Information Sheet
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Does this gentamicin salt also contain the gentamicin components C2a and C2b? Or only C1, C1a and C2?
1 answer-
Helpful?
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1. What is the solubility of this antibiotic in water? How many mg of the substance can dissolve in 1 mL of water? 2. After preparing a diluted solution of the antibiotic in water, where should it be stored, and what is the recommended storage duration?
1 answer-
This product is soluble in water at 50 mg/mL. Sterile solutions should be stored at 2-8 °C. Long term solution stability of this product has not been determined. However, prepared solution products, such as G1272, have a shelf life of 2 years.
Helpful?
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Where can I find molecular weight of this gentamicin sulfate
1 answer-
The molecular weights of each components are as follows:
Gentamicin C1 = 477.6
Gentamicin C2 = 463.6
Gentamicin C1a = 449.5.Please see the link below to review this product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/352/367/g1264pis.pdfHelpful?
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