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Hygromycin B from Streptomyces hygroscopicus

SIGMA/H9773 - suitable for plant cell culture, BioReagent, ≥60% (HPLC), lyophilized powder

Synonym: Hygromycin; Hygromycin

CAS Number: 31282-04-9
Empirical Formula (Hill Notation): C20H37N3O13
Molecular Weight: 527.52
EC Number: 250-545-5
MDL Number: MFCD06795479
Linear Formula: C20H37N3O13
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-H9773-50MG 50 mg
$81.10
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45-H9773-100MG 100 mg
$138.00
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45-H9773-250MG 250 mg
$267.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: H9773-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: H9773-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: H9773-50MG

 

  (1) 7.1, (2) 8.8
antibiotic activity spectrum fungi
application(s) agriculture
biological source Streptomyces hygroscopicus
color white to beige
  faintly brown to brown
concentration ≥60% (HPLC)
form lyophilized powder
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
mode of action protein synthesis | interferes
product line BioReagent
purified by ion-exchange chromatography
Quality Level 200 
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
solubility ethanol: soluble
  H2O: soluble 50 mg/mL
  methanol: soluble
storage temp. 2-8°C
technique(s) cell culture | plant: suitable
Application: 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.

Hygromycin B from Streptomyces hygroscopicus is used for gene cloning and ectopic expression. It is also used in MS medium for the in vitro screening of transgenic plants.
Biochem/physiol Actions: Hygromycin B is used in mutagenesis or for selection of gene expression and complementation constructs in C. jejuni. It is also adopted as a marker in other approaches for manipulating, introducing or deleting DNA in C. elegans. It can be inactivated by Aminoglycoside 4-phosphotransferase-Ia (APH(4)-Ia)/Hygromycin B phosphotransferase (Hph) through phosphorylation. The amino function of this antibiotic may be involved in a general acid-base catalysis performed by the ribozyme, acting as proton acceptors/donors.
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.
Disclaimer: 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.
General description: Chemical structure: aminoglycoside
General description: Hygromycin B is an antibiotic produced by the bacterium Streptomyces hygroscopicus. It is an aminoglycoside that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis.
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.
Storage Temp. 2-8°C
UNSPSC 12352207

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