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Merck

H3274

Hygromycin B from Streptomyces hygroscopicus

powder, non-animal origin, suitable for cell culture and insect cell culture, BioReagent

Synonym(s):

Hygromycin

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About This Item

Empirical Formula (Hill Notation):
C20H37N3O13
CAS Number:
31282-04-9
Molecular Weight:
527.52
NACRES:
NA.76
PubChem Substance ID:
24895568
UNSPSC Code:
12352207
EC Number:
250-545-5
MDL number:
MFCD06795479

Product Name

Hygromycin B from Streptomyces hygroscopicus, powder, BioReagent, suitable for cell culture, suitable for insect cell culture

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

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

biological source

Streptomyces hygroscopicus

product line

BioReagent

form

powder

concentration

≥60% (HPLC)

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

Quality Level

200

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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.
  • MCF-7ALOX12 cells at 150 μg/ml.
  • MSCV Luciferase PGK-hygro plasmid.
  • STAT3 Reporter HeLa Stable Cell Line (stably transfected with Luciferase gene under the control of STAT3 promoter) maintained in DMEM supplemented with 10% FBS.
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.

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

Aminoglycosides are the most widely used class of antibiotics that target ribosome. 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.
Chemical structure: aminoglycoside

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000419069
0000419070
0000419068
0000419071
0000419070

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J M Pardo et al.
Journal of general microbiology, 131(6), 1289-1298 (1985-06-01)
Hygromycin B, an aminocyclitol antibiotic that strongly inhibits both 70S and 80S ribosomes, is synthesized by Streptomyces hygroscopicus. Ribosomes from this Gram-positive mycelial bacterium are inhibited in vitro by the antibiotic. In contrast, the streptomycete is highly resistant to the
Maria A Borovinskaya et al.
RNA (New York, N.Y.), 14(8), 1590-1599 (2008-06-24)
Aminoglycosides are one of the most widely used and clinically important classes of antibiotics that target the ribosome. Hygromycin B is an atypical aminoglycoside antibiotic with unique structural and functional properties. Here we describe the structure of the intact Escherichia
Nils Elfving et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(20), 8245-8250 (2011-05-04)
Development in plants is controlled by abiotic environmental cues such as day length, light quality, temperature, drought, and salinity. These signals are sensed by a variety of systems and transmitted by different signal transduction pathways. Ultimately, these pathways are integrated
Alessio Colombo et al.
Neurobiology of disease, 33(3), 518-525 (2009-01-27)
Secretion of Amyloid-beta peptide (Abeta) circulating oligomers and their aggregate forms derived by processing of beta-amyloid precursor protein (APP) are a key event in Alzheimer's disease (AD). We show that phosphorylation of APP on threonine 668 may play a role
D Guallar et al.
Nucleic acids research, 40(18), 8993-9007 (2012-07-31)
Rex1/Zfp42 is a Yy1-related zinc-finger protein whose expression is frequently used to identify pluripotent stem cells. We show that depletion of Rex1 levels notably affected self-renewal of mouse embryonic stem (ES) cells in clonal assays, in the absence of evident
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