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Hygromycin B - from Streptomyces hygroscopicus, high purity , CAS No.31282-04-9

    Grade & Purity:
  • from Streptomyces hygroscopicus
In stock
Item Number
H432611
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H432611-20ml
20ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$721.90

Basic Description

Synonyms SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine | Hygromycin B, from Streptomyces hygroscopicus | GS-5543 | (2S,3R,3A'S,4S,4'S,5R,6R,6'R,7'S,7a'
Specifications & Purity from Streptomyces hygroscopicus
Biochemical and Physiological Mechanisms 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 euk
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

General Description

Formula: C 20 H 37 N 3 O 13 LD50: 6 mg/kg in mouse (i.v.);13 mg/kg in guinea pig (i.p.); 63 mg/kg in rat (i.p.) Molecular weight: Mr = 527.5 Working concentration: 50 - 1,000 μg/ml in cell culture. A commonly used concentration for the selection of mammalian cells is 200 μg/ml. However, the optimal concentration must be experimentally determined, since it may vary depending on the type of cell used.


Application

Hygromycin B is an aminoglycosidic antibiotic that inhibits protein synthesis in prokaryotes and eukaryotes. It is used to select and maintain the phenotype of eukaryotic cells that are stably transfected with the E. coli hygromycin-resistance gene (hyg or hph).


Other Notes

For life science research only. Not for use in diagnostic procedures. Solution, 50 mg/ml, in PBS (phosphate-buffered saline), filtered through 0.2 μm pore size membrane.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic oxygen compounds
Class Organooxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides
Direct Parent 2-deoxystreptamine aminoglycosides
Alternative Parents O-glycosyl compounds  Disaccharides  Dioxolopyrans  Aminocyclitols and derivatives  Ortho esters  Cyclohexylamines  Cyclohexanols  Carboxylic acid orthoesters  Oxanes  1,3-dioxolanes  1,2-aminoalcohols  Polyols  Oxacyclic compounds  Dialkylamines  Acetals  Primary alcohols  Organopnictogen compounds  Monoalkylamines  Hydrocarbon derivatives  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents 2-deoxystreptamine aminoglycoside - O-glycosyl compound - Glycosyl compound - Disaccharide - Dioxolopyran - Aminocyclitol or derivatives - Ortho ester - Cyclohexylamine - Cyclohexanol - Carboxylic acid orthoester - Oxane - Cyclitol or derivatives - Cyclic alcohol - Meta-dioxolane - Secondary alcohol - Orthocarboxylic acid derivative - 1,2-aminoalcohol - Oxacycle - Organoheterocyclic compound - Secondary amine - Polyol - Secondary aliphatic amine - Acetal - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core.
External Descriptors Not available

Associated Targets(non-human)

Saccharomyces cerevisiae (19171 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ustilago maydis (75 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
INCHI 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
InChIKey GRRNUXAQVGOGFE-XKIAHZFYSA-N
Smiles CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
Isomeric SMILES CN[C@H]1C[C@H]([C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]3[C@H]([C@H]([C@H](O2)CO)O)O[C@]4(O3)[C@@H]([C@H]([C@H]([C@H](O4)[C@@H](CO)N)O)O)O)O)N
UN Number 3462
Packing Group I
Molecular Weight 527.52
Reaxy-Rn 1335986
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1335986&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Specific Rotation[α] 20° (C=1,H2O)
Melt Point(°C) 160-180°C
Molecular Weight 527.500 g/mol
XLogP3 -6.600
Hydrogen Bond Donor Count 11
Hydrogen Bond Acceptor Count 16
Rotatable Bond Count 6
Exact Mass 527.233 Da
Monoisotopic Mass 527.233 Da
Topological Polar Surface Area 272.000 Ų
Heavy Atom Count 36
Formal Charge 0
Complexity 756.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 16
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Hao Zhou, Jiangbo Huang, Fang Wang.  (2023)  Increased transcription of hsa_circ_0000644 upon RUNX family transcription factor 3 downregulation participates in the malignant development of bladder cancer.  CELLULAR SIGNALLING,  104  (110590). 
2. Yong Sun, Tingting Guo, Dawei Guo, Li Guo, Li Chen, Yu Zhang, Liping Wang.  (2016)  Establishment and characterization of an MDCK cell line stably-transfected with chicken Abcb1 encoding P-glycoprotein.  RESEARCH IN VETERINARY SCIENCE,  106  (37). 

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