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Hygromycin B

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Hygromycin B Basic information

Product Name:
Hygromycin B
Synonyms:
  • antihelmycin
  • hydromycinb
  • hygromix2.4
  • hygromix-8
  • hygrovetine
  • Hygromycin Solution
  • Hygromix
  • 5-O-(2,3-O-(6-Amino-6-desoxyheptapyranosyliden)-beta-D-talopyranosyl)-desoxy-N'-methyl-D-streptamin
CAS:
31282-04-9
MF:
C20H37N3O13
MW:
527.52
EINECS:
250-545-5
Product Categories:
  • antibiotic
  • Inhibitors
Mol File:
31282-04-9.mol
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Hygromycin B Chemical Properties

Melting point:
160-180°C
alpha 
D20 +20.2° (c = 1 in water)
Boiling point:
608.13°C (rough estimate)
Density 
1.4252 (rough estimate)
refractive index 
1.6300 (estimate)
storage temp. 
2-8°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.
form 
powder
pka
7.1, 8.8(at 25℃)
color 
faintly brown to brown
PH
pH (25g/l, 25℃ ) : 9.5~12.5
Water Solubility 
Miscible with water, methanol, buffer solution and ethanol. Immiscible with less polar solvents.
Merck 
14,4852
BRN 
6755837
Stability:
Hygroscopic
EPA Substance Registry System
Hygromycin B (31282-04-9)
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Safety Information

Hazard Codes 
T+,Xn,T
Risk Statements 
26/27/28-41-42/43-40-36-23/24/25
Safety Statements 
23-26-28-36/37/39-45-22-36-36/37
RIDADR 
UN 3462 6.1/PG 1
WGK Germany 
3
RTECS 
WK2130000
19
HazardClass 
6.1
PackingGroup 
I
HS Code 
29419059
Toxicity
mmo-esc 250 mg/L AACHAX 18,798,80
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Hygromycin B Usage And Synthesis

Description

Hygromycin B is an aminoglycoside antibiotic that has been found in S. hygroscopicus. It is active against E. coli (MIC = 150 μg/ml) and cytotoxic to both prokaryotic and eukaryotic cells via inhibition of protein synthesis. Hygromycin B has commonly been used in molecular and cell biology applications to select for transformed cells expressing the E. coli hygromycin resistance genes hyg or hph.

Chemical Properties

White to off-white lyophilized powder

Uses

antibacterial, anthelmintic; LD50 ip (rat) 63mg/Kg

Uses

Hygromycin B, a selective antibiotic that is effective on most bacteria, fungi and higher eukaryotes, inhibits protein synthesis by interfering with translocation and causing mistranslation at the 70S ribosome

Uses

Hygromycin B is an aminoglycoside and a selective antibiotic agent for the hph gene. Hygromycin B inhibits protein synthesis by interfering with translocation and causing mistranslation at the 70S rib osome

Uses

Hygromycin B is a trisaccharide aminoglycoside with a terminal cyclitol produced by Streptomyces hygroscopicus, reported by researchers at Eli Lily in the early 1950s. Hygromycin B belongs to the destomycin family of aminoglycosides which contain a unique cyclic structure linking the terminal saccharide. Hygromycin B exhibits broad spectrum antibiotic and anthelmintic activity, and is used as a feed additive for swine and poultry. Hygromycin B inhibits polypeptide synthesis by binding peptidyl-tRNA and preventing translocation by Elongation Factor 2.

Application

Hygromycin B was found in the culture broth of Streptomyces hygroscopicus by Lilly Research Laboratories in 1953, as a mixture with hygromycin A. It showed activity against a variety of gram-positive and gram-negative bacteria as well as fungi. Hygromycin B has been used for therapy of helminthic infections in swine and poultry.

General Description

Amorphous solid or tan powder.

Air & Water Reactions

Water soluble.

Reactivity Profile

Weakly basic.

Fire Hazard

Flash point data for Hygromycin B are not available; however Hygromycin B is probably combustible.

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.

Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of Nox

storage

+4°C

References

[1] brodersen de, clemons wm jr, carter ap, et al. the structural basis for the action of the antibiotics tetracycline, pactamycin, and hygromycin b on the 30s ribosomal subunit. cell, 2000, 103 (7): 1143-1154.
[2] ganoza mc, kiel mc. a ribosomal atpase is a target for hygromycin b inhibition on escherichia coli ribosomes. antimicrob agents chemother, 2001, 45 (10): 2813-2819.

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