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Merck

H9773

Sigma-Aldrich

Higromicina B from Streptomyces hygroscopicus

lyophilized powder, suitable for plant cell culture, BioReagent

Sinónimos:

Hygromycin

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About This Item

Fórmula empírica (notación de Hill):
C20H37N3O13
Número de CAS:
Peso molecular:
527.52
Número CE:
Número MDL:
Código UNSPSC:
12352207
ID de la sustancia en PubChem:
NACRES:
NA.72

product name

Higromicina B from Streptomyces hygroscopicus, suitable for plant cell culture, BioReagent, ≥60% (HPLC), lyophilized powder

origen biológico

Streptomyces hygroscopicus

Nivel de calidad

Línea del producto

BioReagent

formulario

lyophilized powder

purificado por

ion-exchange chromatography

concentración

≥60% (HPLC)

técnicas

cell culture | plant: suitable

color

faintly brown to brown
white to beige

 

(1) 7.1, (2) 8.8

solubilidad

H2O: soluble 50 mg/mL
ethanol: soluble
methanol: soluble

espectro de actividad antibiótica

fungi

aplicaciones

agriculture

Modo de acción

protein synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

GRRNUXAQVGOGFE-XKIAHZFYSA-N

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Descripción general

Chemical structure: aminoglycoside
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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.
Modo de acción: El producto actúa inhibiendo la síntesis de proteínas al inducir la lectura errónea de la plantilla de ARNm en procariotas, con la capacidad de inhibir la traducción.

Espectro antimicrobiano: La higromicina B actúa contra bacterias, hongos y células eucariotas superiores.

Precaución

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.

Nota de preparación

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.

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Daisuke Iino et al.
Journal of structural biology, 183(1), 76-85 (2013-06-12)
Aminoglycoside 4-phosphotransferase-Ia (APH(4)-Ia)/Hygromycin B phosphotransferase (Hph) inactivates the aminoglycoside antibiotic hygromycin B (hygB) via phosphorylation. The crystal structure of the binary complex of APH(4)-Ia with hygB was recently reported. To characterize substrate recognition by the enzyme, we determined the crystal
Inja Radman et al.
PloS one, 8(10), e76019-e76019 (2013-10-17)
We report a simple, cost-effective, scalable and efficient method for creating transgenic Caenorhabditis elegans that requires minimal hands-on time. The method combines biolistic bombardment with selection for transgenics that bear a hygromycin B resistance gene on agar plates supplemented with
Tsuyoshi Nakagawa et al.
Journal of bioscience and bioengineering, 104(1), 34-41 (2007-08-19)
We developed a new series of binary vectors useful for Gateway cloning to facilitate transgenic experiments in plant biotechnology. The new system, Gateway Binary Vectors (pGWBs) realized efficient cloning, constitutive expression using the cauliflower mosaic virus (CaMV) 35S promoter and
Hany A El-Shemy et al.
Current issues in molecular biology, 11 Suppl 1, i21-i28 (2009-02-06)
The green fluorescent protein (GFP) of jellyfish (Aequorea victoria) has significant advantages over other reporter genes, because expression can be detected in living cells without any substrates. Recently, epigenetic phenomena are important to consider in plant biotechnology experiments for elucidate
Andrew Cameron et al.
PloS one, 9(4), e95084-e95084 (2014-04-23)
Campylobacter jejuni genetic manipulation is restricted by the limited number of antibiotic resistance cassettes available for use in this diarrheal pathogen. In this study, two antibiotic resistance cassettes were developed, encoding for hygromycin B and apramycin resistance, for use in

Artículos

Prevent fungal, yeast, and mold contamination in cell cultures. Discover the best antifungal agent for your cultures with the extensive Sigma® antifungal collection.

Protein synthesis is a complex, multi-step process involving many enzymes as well as conformational alignment. However, the majority of antibiotics that block bacterial protein synthesis interfere with the processes at the 30S subunit or 50S subunit of the 70S bacterial ribosome.

Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic

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