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H3274

Sigma-Aldrich

Hygromycin B from Streptomyces hygroscopicus

powder, BioReagent, suitable for cell culture, suitable for insect cell culture

Synonym(s):
Hygromycin
Empirical Formula (Hill Notation):
C20H37N3O13
CAS Number:
Molecular Weight:
527.52
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

biological source

Streptomyces hygroscopicus

Quality Level

product line

BioReagent

assay

≥60% (HPLC)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

color

faintly brown to brown
white to beige

 

(1) 7.1, (2) 8.8

mp

160-180 °C

solubility

H2O: 50 mg/mL (As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 30 days.)

antibiotic activity spectrum

fungi

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@]4(O[C@H]([C@H](N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O

InChI

1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20+/m1/s1

InChI key

GRRNUXAQVGOGFE-XKIAHZFYSA-N

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General description

Aminoglycosides are the most widely used class of antibiotics that target ribosome.[65] Hygromycin B is an aminocyclitol antibiotic. The organism, S. hygroscopicus contains phosphotransferase (HPH) activity, which phosphorylates hygromycin B helping in autoimmunity against the toxic effects of the drug.[66]
Chemical structure: aminoglycoside

Application

Hygromycin B antibiotic was used for hygro resistance effect in the following cells:
  • transfected 293T cells with mixture of plasmids at 160 μg/ml.
[75]
  • MCF-7ALOX12 cells at 150 μg/ml.
  • [28]
  • MSCV Luciferase PGK-hygro plasmid.
  • [70]
  • STAT3 Reporter HeLa Stable Cell Line (stably transfected with Luciferase gene under the control of STAT3 promoter) maintained in DMEM supplemented with 10% FBS.
  • [70]
    Hygromycin B is an aminoglycoside antibiotic isolated from Streptomyces hygroscopicus. It has been used to study protein synthesis at the level of the 70S ribosome translocation and mRNA template misreading, as an antiviral agent by selectively penetrating cells rendered permeable by virus infection and inhibiting translation, and as a selection agent for hygromycin resistance gene transformed cells. It is recommended for use as a selection agent at 100-800 μg/mL, specifically at 100 μg/mL for prokaryotes, 200 μg/mL for lower eukaryotes and 150-400 μg/mL for higher eukaryotes.

    Biochem/physiol Actions

    Mode of Action: The product acts by inhibiting protein synthesis by inducing the misreading of the m-RNA template in the prokaryote, with the potency to inhibit translation.

    Antimicrobial Spectrum: Hygromycin B acts against bacteria, fungi and higher eukaryotic cells.

    Caution

    Hygromycin B products should be stored as supplied at 2-8°C, and the dry solid is table for at least 5 years if stored at 2-8°C. It is stable at 37°C for 30 days. (For solutions) This solution is stable as supplied for two years if stored at 2-8°C.

    Preparation Note

    This product is purified by ion exchange chromatography. Hygromycin B is soluble in water at concentrations >50 mg/mL, and also soluble in methanol or ethanol. Solutions should be sterilized by filtration, not by autoclaving. Additionally, Hygromycin B solutions have been reported to lose activity on freezing, and since they are stable refrigerated, freezing should be avoided.

    Pictograms

    Skull and crossbones

    Signal Word

    Danger

    Hazard Statements

    Hazard Classifications

    Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

    Storage Class Code

    6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

    WGK

    WGK 3

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

    Certificate of Analysis

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    Certificate of Origin

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    Product Information Sheet

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