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H5527

Sigma-Aldrich

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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About This Item

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

Source biologique

Streptomyces hygroscopicus

Niveau de qualité

200

Stérilité

γ-irradiated

Concentration

≥60% (HPLC)
45-60 mg/mL in H2O

Couleur

yellow-brown to orange

Spectre d'activité de l'antibiotique

viruses

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne 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]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

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

Clé InChI

GRRNUXAQVGOGFE-XKIAHZFYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Attention

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.

Notes préparatoires

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

Pictogrammes

Skull and crossbonesHealth hazardCorrosion
GHS06,GHS08,GHS05

Mention d'avertissement

Danger

Mentions de danger

H301 + H311,H318,H330,H334

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Xiang Liu et al.
Plant cell reports, 32(1), 77-87 (2012-11-01)
KEY MESSAGE : Efficient Agrobacterium -mediated genetic transformation for investigation of genetic and molecular mechanisms involved in inflorescence architectures in Cornus species. Cornus canadensis is a subshrub species in Cornus, Cornaceae. It has recently become a favored non-model plant species
Masayuki Nakamura et al.
Current microbiology, 65(2), 176-182 (2012-05-16)
Agrobacterium tumefaciens-mediated transformation (AtMT) has become a common technique for DNA transformation of yeast and filamentous fungi. In this study, we first established a protocol of AtMT for the phytopathogenic fungus Colletotrichum sansevieriae. Binary T-DNA vector containing the hygromycin B
Goetz Hensel et al.
BMC plant biology, 12, 171-171 (2012-09-26)
While the genetic transformation of the major cereal crops has become relatively routine, to date only a few reports were published on transgenic triticale, and robust data on T-DNA integration and segregation have not been available in this species. Here
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
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