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E5389

Sigma-Aldrich

Erythromycin

BioReagent, suitable for cell culture

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Synonym(s):
E-Mycin, Erythrocin
Empirical Formula (Hill Notation):
C37H67NO13
CAS Number:
Molecular Weight:
733.93
Beilstein/REAXYS Number:
75279
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

product line

BioReagent

form

powder

potency

≥850 μg per mg

technique(s)

cell culture | mammalian: suitable

impurities

≤0.1 EU/mg endotoxin

color

white

mp

133 °C

solubility

2 M HCl: 50 mg/mL (Stock solutions should be stored at 2-8 °C. Stable at 37 °C for 3 days.)
ethanol: soluble (Stock solutions should be stored at 2-8 °C. Stable at 37 °C for 3 days.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

InChI key

ULGZDMOVFRHVEP-RWJQBGPGSA-N

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1 of 4

This Item
E637645674PHR1039
vibrant-m

E5389

Erythromycin

vibrant-m

E6376

Erythromycin

vibrant-m

45674

Erythromycin

vibrant-m

PHR1039

Erythromycin

product line

BioReagent

product line

-

product line

-

product line

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

color

white

color

white

color

white to faint yellow

color

-

General description

Chemical structure: macrolide
Erythromycin is an antibiotic produced by growth of certain strains of Streptomyces erythreus. This product is composed largely of erythromycin A with small amounts of erythromycins B and C and is recommended for concentration at 100 mg/L. Concentrations between 50 and 200 mg/L have also proven effective in controlling bacterial growth. Erythromycin has been used as a motilin receptor agonist, to block respiratory glycoconjugate secretion in human airways in vitro, and for selecting plasmid-cured and recombinant lactococcus lactis MG1363 strains.

Application

Erythromycin has been used:
  • as a supplement for nutrient broth medium for culturing green fluorescent protein (GFP)- expressing E. coli
  • as a model drug to determine small intestinal (SMI) microtissue viability using the MTT assay{254
  • as an antibiotic to study the treatment strategies of chronic infections

Biochem/physiol Actions

Mode of Action: Erythromycin acts by inhibiting elongation at the transpeptidation step, specifically aminoacyl translocation from the A-site to P-site by binding to the 50s subunit of the bacterial 70s rRNA complex.

Antimicrobial Spectrum: This product acts against both gram-negative and gram-positive bacteria.

Caution

This product is stable in solution at 37°C for 3 days. Stock solutions should be stored at 2-8°C.

Preparation Note

This product is soluble in water at 2 mg/mL, with a 0.067% solution in water yielding a pH of 8.0-10.5. It is also soluble in ethanol at 50 mg/mL, yielding a clear, colorless to faint yellow solution. It is freely soluble in alcohol, acetone, chloroform, acetonitrile and ethyl acetate but forms salts with acids. All solutions should be protected from light.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Acoustofluidic bacteria separation
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Journal of Micromechanics and Microengineering, 27(1), 015031-015031 (2016)
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Articles

Protein synthesis is a complex, multi-step process involving many enzymes as well as conformational alignment. However, the majority of antibiotics that block bacterial protein synthesis interfere with the processes at the 30S subunit or 50S subunit of the 70S bacterial ribosome.

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