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Merck

H5527

Hygromycin B solution from Streptomyces hygroscopicus

≥60% (HPLC), 45-60 mg/mL in H2O, γ-irradiated

Synonyme(s) :

Hygromycin b, Hygrovetine

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A propos de cet article

Formule empirique (notation de Hill) :
C20H37N3O13
Numéro CAS:
31282-04-9
Poids moléculaire :
527.52
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24895698
MDL number:
MFCD06795479
Beilstein/REAXYS Number:
6755837

Principaux documents

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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

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]3OC4(O[C@H]([C@H](N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O

InChI key

GRRNUXAQVGOGFE-XKIAHZFYSA-N

biological source

Streptomyces hygroscopicus

sterility

γ-irradiated

concentration

≥60% (HPLC), 45-60 mg/mL in H2O

color

yellow-brown to orange

antibiotic activity spectrum

viruses

mode of action

protein synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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Catégories apparentées

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

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.

Preparation Note

This product is a solution that is =60% (HPAE), 45-60 mg/mL in H2O, and γ-irradiated .

Disclaimer

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.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Resp. Sens. 1

Classe de stockage

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
0000191416
0000191418
0000191417
0000120848
0000191418

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Consulter la Bibliothèque de documents

Iksung Jin et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(23), 9131-9136 (2012-05-24)
Long-term plasticity can differ from short-term in recruiting the growth of new synaptic connections, a process that requires the participation of both the presynaptic and postsynaptic components of the synapse. How does information about synaptic plasticity spread from its site
Hong-Jay Lo et al.
Organic letters, 14(23), 5896-5899 (2012-11-15)
A chiral pool based synthetic strategy that leads from the readily available and inexpensive C(2)-symmetric tartaric acids to the chiral O-isopropylidenebenzooxazole--a convenient precursor to the aminocyclitol core of hygromycin A as well as the chiral γ-disilyloxybutyrolactone--a pivotal intermediate to approach
Bharat P Gurale et al.
The Journal of organic chemistry, 77(13), 5801-5807 (2012-06-06)
Concise and efficient syntheses of the aminocyclitol cores of hygromycin A (HMA) and methoxyhygromycin (MHM) have been achieved starting from readily available myo-inositol. Reductive cleavage of myo-inositol orthoformate to the corresponding 1,3-acetal, stereospecific introduction of the amino group via the
Faisal Asghar Khattak et al.
BMC microbiology, 12, 204-204 (2012-09-13)
The genus Mycobacterium (M.) comprises highly pathogenic bacteria such as M. tuberculosis as well as environmental opportunistic bacteria called non-tuberculous mycobacteria (NTM). While the incidence of tuberculosis is declining in the developed world, infection rates by NTM are increasing. NTM
Rengasamy Ramamoorthy et al.
Plant cell reports, 31(10), 1923-1931 (2012-06-27)
The increasing interest in renewable energy has attracted more research attention on biofuels. In order to generate sustainable amount of biomass feedstock from dedicated biofuel crops such as switchgrass they need to be genetically improved. Genetic transformation is one of
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