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Merck

L6004

Lincomycin hydrochloride

≥90% (TLC)

Synonym(s):

Epilincomycin, Lincomycin HCL, 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
UNSPSC Code:
51284507
NACRES:
NA.85
PubChem Substance ID:
329817633
EC Number:
212-726-7
Beilstein/REAXYS Number:
4171650
MDL number:
MFCD00083647

Key Documents

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Quality Level

200

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

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

assay

≥90% (TLC)

potency

800-900 units per mg

color

white to faint yellow

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

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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.

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.

General description

Chemical structure: macrolide

Preparation Note

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000451386
0000451386
112K0566
WXBF4028V
WXBF1860V

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Neelam Keswani et al.
Journal of biochemistry, 148(1), 71-84 (2010-04-02)
The thermodynamics of interaction of neomycin and lincomycin with bovine serum albumin (BSA) and human serum albumin (HSA) has been studied using isothermal titration calorimetry (ITC), in combination with UV-visible, steady state and time resolved fluorescence spectroscopic measurements. Neomycin is
Charlotte M M Gommers et al.
Plant physiology, 185(1), 67-76 (2021-02-26)
When germinating in the light, Arabidopsis (Arabidopsis thaliana) seedlings undergo photomorphogenic development, characterized by short hypocotyls, greening, and expanded cotyledons. Stressed chloroplasts emit retrograde signals to the nucleus that induce developmental responses and repress photomorphogenesis. The nuclear targets of these
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
Kazunori Miyata et al.
Photosynthesis research, 113(1-3), 165-180 (2012-07-17)
When visible light is excess, the photosynthetic machinery is photoinhibited. The extent of net photoinhibition of photosystem II (PSII) is determined by a balance between the rate of photodamage to D1 and some other PSII proteins and the rate of
Shogo Ogami et al.
Biochimica et biophysica acta, 1817(8), 1322-1330 (2012-02-14)
The sensitivity to high light conditions of Photosystem II with either PsbA1 (WT*1) or PsbA3 (WT*3) as the D1 protein was studied in whole cells of the thermophilic cyanobacterium Thermosynechococcus elongatus. When the cells are cultivated under high light conditions
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