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L2774

Sigma-Aldrich

Lincomycin hydrochloride

BioReagent, suitable for cell culture

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Synonym(s):
Lincocin hydrochloride, Methyl 6,8-dideoxy-6-(1-methyl-4-propyl-2-pyrrolidinecarboxamido)-1-thio-D-erythro-α-D-galactooctopyranoside hydrochloride
Empirical Formula (Hill Notation):
C18H34N2O6S · HCl
CAS Number:
Molecular Weight:
443.00
Beilstein/REAXYS Number:
4171650
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

product line

BioReagent

Quality Level

potency

800-900 units per mg

technique(s)

cell culture | mammalian: suitable

color

white to yellow-white

solubility

H2O: 4 mL, clear, colorless to faintly yellow (200 mg + 4 mL H2O)

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

Cl.CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@@H](C)O)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O

InChI

1S/C18H34N2O6S.ClH/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1

InChI key

POUMFISTNHIPTI-BOMBIWCESA-N

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General description

Chemical structure: macrolide

Application

Lincomycin hydrochloride is an antibiotic used to study the inhibition of protein synthesis, bacterial antibiotic resistance and protein and surfactant binding. It is produced by Streptomyces lincolnensis var. lincolnensis, and has been used in the treatment of Staphylococcal, Streptococcal, and Bacterioides fragilis infections.

Biochem/physiol Actions

Mode of action: Lincomycin inhibits bacterial protein synthesis by forming cross-links within the peptidyl transferase loop region of the 23S rRNA.†

Antimicrobial spectrum: Lincomycin hydrochloride is effective against gram-positive bacteria.

Preparation Note

This product is soluble in water at 50 mg/mL, yielding a clear, colorless solution.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Articles

Antibiotics targeting bacterial ribosomes disrupt protein synthesis, a key process in bacterial growth inhibition.

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