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62143

Sigma-Aldrich

Lincomycin hydrochloride

96.0-102.0% (HPLC)

Synonym(s):

Lincocin hydrochloride, Methyl 6,8-dideoxy-6-(1-methyl-4-propyl-2-pyrrolidinecarboxamido)-1-thio-D-erythro-α-D-galactooctopyranoside hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H34N2O6S · HCl
CAS Number:
859-18-7
Molecular Weight:
443.00
Beilstein:
4171650
EC Number:
212-726-7
MDL number:
MFCD00083647
UNSPSC Code:
51284507
PubChem Substance ID:
329759714
NACRES:
NA.85

Quality Level

200

Assay

96.0-102.0% (HPLC)

form

powder or crystals

impurities

≤5% water

color

white to off-white

solubility

H2O: 50 mg/mL, clear, colorless to faintly yellow

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

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J Slots et al.
Antimicrobial agents and chemotherapy, 18(1), 9-12 (1980-07-01)
The agar dilution technique was used for determination of the antibiotic susceptibilities of 57 oral isolates and 2 nonoral isolates of Actinobacillus actinomycetemcomitans. Tetracycline, minocycline, and chloramphenicol inhibited more than 96% of the strains tested at a concentration of less
S Takebe et al.
Journal of clinical microbiology, 20(5), 869-873 (1984-11-01)
When Ureaplasma urealyticum T-960 was inoculated into normal human urine (10(8) viable cells per ml of urine), a white precipitate formed, with an increase in pH of the infected urine. This precipitate was identified as a mixture of struvite and
H Malke et al.
Antimicrobial agents and chemotherapy, 19(1), 91-100 (1981-01-01)
The phenomenon of zonal resistance to lincomycin, which is characteristic of most clinical isolates with lincomycin resistance in Streptococcus pyogenes, has been studied. These strains grow within a defined concentration range of lincomycin (approximately 60 to 200 microgram/ml), or at
Nerissa L Fisher et al.
PloS one, 15(12), e0244252-e0244252 (2020-12-29)
Marine phytoplankton, and in particular diatoms, are responsible for almost half of all primary production on Earth. Diatom species thrive from polar to tropical waters and across light environments that are highly complex to relatively benign, and so have evolved
Isaac M Hagenbuch et al.
Water research, 46(16), 5028-5036 (2012-07-24)
The role that antibiotics and other "emerging contaminants" play in shaping environmental microbial communities is of growing interest. The use of the prokaryotic metabolic inhibitors tylosin (T), lincomycin (L), and ciprofloxacin (C) in livestock and humans is both global and
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