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H7772

Sigma-Aldrich

Higromicina B from Streptomyces hygroscopicus

lyophilized powder

Sinónimos:

Hygrovetine

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About This Item

Fórmula empírica (notación de Hill):
C20H37N3O13
Número de CAS:
31282-04-9
Peso molecular:
527.52
EC Number:
250-545-5
MDL number:
MFCD06795479
UNSPSC Code:
51102829
PubChem Substance ID:
24895807
NACRES:
NA.85

biological source

Streptomyces hygroscopicus

Quality Level

200

form

lyophilized powder

purified by

ion-exchange chromatography

color

faintly brown to brown
 white to beige

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

viruses

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

Chemical structure: aminoglycoside

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..

Biochem/physiol Actions

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.

Caution

Hygromycin B products should be stored as supplied at 2-8°C, and the dry solid is stable for at least 5 years if stored at 2-8°C. It is stable at 37°C for 30 days.

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
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_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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Claudine Balagué et al.
The Plant cell, 15(2), 365-379 (2003-02-05)
The hypersensitive response (HR) in plants is a programmed cell death that is commonly associated with disease resistance. A novel mutation in Arabidopsis, hlm1, which causes aberrant regulation of cell death, manifested by a lesion-mimic phenotype and an altered HR
Séverine Lorrain et al.
The Plant cell, 16(8), 2217-2232 (2004-07-23)
The hypersensitive response (HR) is a programmed cell death that is commonly associated with plant disease resistance. A novel lesion mimic mutant, vad1 (for vascular associated death1), that exhibits light conditional appearance of propagative HR-like lesions along the vascular system
Ben-Jiang Ma et al.
PLoS pathogens, 7(9), e1002200-e1002200 (2011-09-13)
The HIV-1 gp41 envelope (Env) membrane proximal external region (MPER) is an important vaccine target that in rare subjects can elicit neutralizing antibodies. One mechanism proposed for rarity of MPER neutralizing antibody generation is lack of reverted unmutated ancestor (putative
Hongbo Liu et al.
Fungal genetics and biology : FG & B, 45(5), 646-656 (2007-12-07)
The general transcriptional repressor Tup1p is known to influence cell development in many fungi. To determine whether the Tup1p ortholog (WdTup1p) of Wangiella dermatitidis also influences cellular development in this melanized, polymorphic human pathogen, the gene (WdTUP1) that encodes this
Senthilkumar Padmanaban et al.
Plant physiology, 144(1), 82-93 (2007-03-06)
Guard cell movement is induced by environmental and hormonal signals that cause changes in turgor through changes in uptake or release of solutes and water. Several transporters mediating these fluxes at the plasma membrane have been characterized; however, less is
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