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Lincomycin

Lincomycin is an antibiotic medication used to treat certain bacterial infections.
It belongs to the lincosamide class of antibiotics and works by interfering with bacterial protein synthesis.
Lincomycin has been studied for its effectvieness against a variety of Gram-positive bacteria, including Streptococcus and Staphylococcus species.
Research protocols and optimized procedures for using lincomycin in scientific experiements can be found using the advanced search and comparison tools on PubCompare.ai, an AI-driven platform for enhancing research reproducibility and accuracy.

Most cited protocols related to «Lincomycin»

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Publication 2017
Agar Cells Deletion Mutation Erythromycin Escherichia coli Genes Kanamycin Lincomycin Reproduction Saccharomyces cerevisiae Sodium Chloride Strains

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Publication 2017
Agar Antibiotics casamino acids Cells Erythromycin ferric ammonium citrate Glucose Glycerin Kanamycin Lincomycin manganese chloride Potassium Aspartate Potassium Glutamate potassium phosphate, dibasic Sodium Citrate Dihydrate Sulfate, Magnesium Tryptophan Yeast, Dried

Escherichia coli TOP10 (Invitrogen) and E. coli CA434 [39] (link) were cultured in Luria-Bertani (LB) medium, supplemented with chloramphenicol (25 µg/ml), where appropriate. Routine cultures of C. difficile 630 Δerm[40] (link) and C. difficile R20291 were carried out in BHIS medium (brain heart infusion medium supplemented with 5 mg/ml yeast extract and 0.1% [wt/vol] L-cysteine) [41] (link). C. difficile medium was supplemented with D-cycloserine (250 µg/ml), cefoxitin (8 µg/ml), lincomycin (20 µg/ml), and/or thiamphenicol (15 µg/ml) where appropriate. A defined minimal media [18] (link) was used as uracil-free medium when performing genetic selections. A basic nutritive mannitol broth for growth assays of C. difficile strains were prepared as follows : Proteose peptone no. 2 4% [wt/vol] (BD Diagnostics, USA), sodium phosphate dibasic 0.5%[wt/vol], potassium phosphate monobasic 0.1%[wt/vol], sodium chloride, 0.2% [wt/vol], magnesium sulfate, 0.01% [wt/vol], mannitol, 0.6% [wt/vol] with final pH at +/−7.35. For solid medium, agar was added to a final concentration of 1.0% (wt/vol). Clostridium sporogenes ATCC 15579 was cultivated in TYG media [7] (link). All Clostridium cultures were incubated in an anaerobic workstation at 37°C (Don Whitley, Yorkshire, United Kingdom). Uracil was added at 5 µg/ml, and 5-Fluoroorotic acid (5-FOA) at 2 mg/ml. All reagents, unless noted, were purchased from Sigma-Aldrich.
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Publication 2013
5-fluoroorotic acid Agar Biological Assay Brain Cefoxitin Chloramphenicol Clostridium Clostridium sporogenes Cycloserine Cysteine Diagnosis Escherichia coli Genetic Selection Heart Lincomycin Mannitol potassium phosphate proteose-peptone Sodium Chloride sodium phosphate Strains Sulfate, Magnesium Thiamphenicol Uracil Yeast, Dried

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Publication 2017
Agar Antibiotic Resistance, Microbial Antibiotics, Antitubercular Cells Cre recombinase Deletion Mutation Erythromycin Kanamycin Lincomycin Oligonucleotide Primers Plasmids Spectinomycin Strains

S. suis strain P1/7 was isolated from an ante-mortem blood culture from a pig dying with meningitis [9] , and is ST1 by MLST [10] (link). S. suis strain BM407 is also ST1, and was isolated from CSF from a human case of meningitis in Ho Chi Minh City, Vietnam in 2004 [3] (link). S. suis strain SC84 is ST7, which is closely related to ST1, and was isolated from a case of streptococcal toxic shock-like syndrome in Sichuan Province, China in 2005 [8] (link). Strain P1/7 is resistant to gentamycin, streptomycin, neomycin, nalidixic acid, and sulfamethoxazole, and sensitive to penicillin, ampicillin, cephalotin, erythromycin, tulathromycin, clarythromycin, lincomycin, clindamycin, pirlimicin, tetracycline, trimethoprim-sulfa, ciprofloxacin, and chloramphenicol. Strain BM407 is resistant to trimethoprim-sulfamethoxazole, tetracycline, erythromycin, azithromycin and chloramphenicol and susceptible to penicillin, ceftriaxone and vancomycin. Strain SC84 is resistant to tetracycline, and susceptible to penicillin, ampicillin, cefotaxime, ceftriaxone, cefepime, meropenem, levofloxacin, chloramphenicol, erythromycin, azithromycin, clindamycin, and vancomycin [11] (link).
Bacteria were cultured in Todd-Hewitt-broth at 37°C for 18 h and pelleted at 10,000×g. The cells were resuspended in 30 ml of lysis solution (10 mM NaCl, 20 mM Tris HCl pH 8, 1 mM EDTA, 0.5% SDS) and incubated at 50°C overnight. Three ml of 5 M sodium perchlorate was added and incubated for 1 h at ambient temperature. After phenol chloroform extraction the DNA was precipitated with ethanol, spooled into deionised water and stored at −20°C. DNA was also extracted using a genomic DNA extraction kit (G-500, Qiagen).
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Publication 2009
Ampicillin Azithromycin Bacteria Blood Culture Cefepime Cefotaxime Ceftriaxone Cells Cephalothin Chloramphenicol Chloroform Ciprofloxacin Clarithromycin Clindamycin Edetic Acid Erythromycin Ethanol Genome Gentamicin Homo sapiens Levofloxacin Lincomycin Meningitis Meropenem Nalidixic Acid Neomycin Penicillins Phenol Sodium Chloride sodium perchlorate Strains Streptococcus Streptomycin Sulfamethoxazole Tetracycline Toxic Shock Syndrome Trimethoprim-Sulfamethoxazole Combination Trimethoprimsulfa Tromethamine tulathromycin Vancomycin

Most recents protocols related to «Lincomycin»

Example 30

[Figure (not displayed)]

To a stirred solution of 3-(3,4-dimethoxyphenyl)-5-(4-piperidyl)-1,2,4-oxadiazole (150 mg, 518 μmol) in N,N-dimethylformamide (1.50 mL) were added (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate) (196 mg, 518 μmol), N-ethyl-N-(propan-2-yl)propan-2-amine (201 mg, 1.56 mmol, 271 μL), and 2-(benzylamino)acetic acid (89 mg, 544 μmol). The mixture was stirred at 20° C. for 16 h and filtered, and the crude filtrate was purified directly by prep-HPLC (column: Luna C8 100×30 5 μm; mobile phase: [water (10 mM ammonium carbonate)-acetonitrile]; B%: 30%-60%, 12 min) to give 2-(benzylamino)-1-[4-[3-(3,4-dimethoxyphenyl)-1,2,4-oxadiazol-5-yl]-1-piperidyl]ethanone (48 mg, 110 μmol, 21%) as a yellow solid. 1H NMR (400 MHz, METHANOL-d4) δ=7.65 (dd, J=1.8, 8.2 Hz, 1H), 7.57 (d, J=1.8 Hz, 1H), 7.40-7.30 (m, 4H), 7.28-7.22 (m, 1H), 7.06 (d, J=8.4 Hz, 1H), 4.45 (br d, J=13.7 Hz, 1H), 3.94-3.83 (m, 7H), 3.78 (s, 2H), 3.57-3.44 (m, 2H), 3.40-3.33 (m, 1H), 3.27-3.20 (m, 1H), 3.01 (t, J=11.2 Hz, 1H), 2.17 (dd, J=2.8, 13.3 Hz, 2H), 1.93-1.73 (m, 2H); LCMS (ESI) m/z: [M+H]+=437.3.

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Patent 2024
1H NMR Acetic Acid acetonitrile Amines ammonium carbonate Dimethylformamide High-Performance Liquid Chromatographies Lincomycin Methanol Oxadiazoles
Not available on PMC !

Example 26

[Figure (not displayed)]

Synthesis of 169-A.

A mixture of tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (750 mg, 3.54 mmol), 1-methylpiperidin-4-one (800 mg, 7.08 mmol) and acetic acid (2 drops) in DCE (15 mL) was stirred at 50° C. for 2 h. Then Sodium triacetoxyborohydride (1.50 g, 7.08 mmol) was added into above mixture and stirred at 50° C. for another 2 h. After the reaction was completed according to LCMS, the solvent was diluted with water (10 mL) and then extracted by DCM (10 mL×3). The combined organics washed with brine (10 mL×3), dried over anhydrous Na2SO4 and then concentrated in vacuo. The residue was purified by column chromatography on silica gel (DCM:MeOH=100:1˜50:1) to give 169-A (750 mg, 69%) as a yellow oil.

Synthesis of 169-B.

A solution of 169-A (400 mg, 1.29 mmol) in DCM (10 mL) was added TFA (5 mL) and stirred at room temperature for 1 h. when LCMS showed the reaction was finished. The solvent was removed in vacuo to give 169-B as a crude product and used to next step directly.

Synthesis of 169-C.

A mixture of 143-C (306 mg, 0.65 mmol) and 169-B (crude product from last step) in acetonitrile (6 mL) was stirred at 50° C. for 30 min. Then Na2CO3 (624 mg, 6.50 mmol) was added into above mixture and stirred at 50° C. for 3 h. After the reaction was completed according to LCMS, the mixture was cooled to room temperature. The Na2CO3 was removed by filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel (DCM:MeOH=100:1˜20:1) to give 169-C (230 mg, 76%) as a yellow solid.

Synthesis of 169.

A mixture of 169-C (230 mg, 0.49 mmol) and Pd/C (230 mg) in MeOH (10 mL) was stirred at room temperature for 30 min under H2 atmosphere. Pd/C was then removed by filtration through the Celite. The filtrate was concentrated and the residue was purified by Pre-TLC (DCM:MeOH=10:1) to give 169 (150 mg, 70%) as a white solid.

Compounds 152, 182, 199, 201, 202, 203, 235, 236 and 256 were synthesized in a similar manner using the appropriately substituted aldehyde or ketone variant of 169.

Compound 152.

50 mg, 36%, a light yellow solid.

Compound 182.

70 mg, 38%, a red solid.

Compound 199.

50 mg, 54%, a light yellow solid.

Compound 201.

30 mg, 42%, as a yellow solid.

Compound 202.

30 mg, 42%, a yellow solid.

Compound 203.

30 mg, 18%, a yellow solid.

Compound 235.

170 mg, 87%, a white solid.

Compound 236.

70 mg, 50%, a white solid.

Compound 256.

20 mg, 8%, a light yellow solid.

Compounds 210, 211, 215, 222, 223, 242 and 262 were synthesized in a similar manner using the appropriately substituted amine variant of 169.

Compound 210.

160 mg, 96%, a tan solid.

Compound 211.

70 mg, 40%, a white solid

Compound 215.

70 mg, 75%, a white solid.

Compound 222.

30 mg, 42%, a yellow solid.

Compound 223.

35 mg, 31%, a white solid.

Compound 242.

50 mg, 34%, a white solid.

Compound 262.

38 mg, 43%, a white solid.

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Patent 2024
Acetic Acid acetonitrile Aldehydes Amines Anabolism Atmosphere brine Celite Chromatography compound 26 compound 235 Filtration Ketones Light Lincomycin Pyrrole Silica Gel Sodium Solvents TERT protein, human

Example 41

[Figure (not displayed)]
1) Synthesis of Compound 42-1

[Figure (not displayed)]

Potassium carbonate (110 mg) was added to a solution of Compound 39 (200 mg) and ethyl 2-bromoacetate (100 mg) in DMF (5 mL), and the resulting mixture heated to 80° C. and stirred for 1 h under nitrogen protection. The reaction mixture was cooled to room temperature, and filtered. The filter cake was washed with ethyl acetate (2 mL). The filtrate was concentrated to obtain Compound 42-1. LCMS (ESI) m/z: 606 (M+1).

2) Synthesis of Compound 42-2

[Figure (not displayed)]

An aqueous solution of lithium hydroxide monohydrate (1M, 0.7 mL) was added to a solution of Compound 42-1 (200 mg) in tetrahydrofuran (5 mL), and the resulting mixture was stirred at 26° C. for 1 h under nitrogen protection. The reaction mixture was acidified to pH=5-6 with an aqueous solution of dilute hydrochloric acid (1M), and extracted with ethyl acetate (20 mL×3). The combined organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to obtain Compound 42-2. LCMS (ESI) m/z: 578 (M+1).

3) Synthesis of Compound 42

[Figure (not displayed)]

Methylamine hydrochloride (18 mg) was added to a solution of Compound 42-2 (100 mg), HATU (80 mg), and triethylamine (50 mg, 494.12 μmol) in dichloromethane (5 mL), and the resulting mixture was stirred at 26° C. for 1 h. The reaction mixture was acidified to pH=5-6 with an aqueous solution of dilute hydrochloric acid (1M), and extracted with ethyl acetate (20 mL×3). The combined organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue obtained from the concentration was purified by preparative TLC and preparative HPLC to obtain Compound 42. 1H NMR (400 MHz, CDCl3) δ ppm 8.68 (s, 1H), 7.95 (d, J=8.3 Hz, 1H), 7.88 (d, J=1.5 Hz, 1H), 7.76 (dd, J=8.3, 1.8 Hz, 1H), 7.31-7.36 (m, 1H), 7.29 (dd, J=8.8, 2.0 Hz, 1H), 4.51 (s, 2H), 2.90 (d, J=5.0 Hz, 3H), 2.84 (q, J=7.7 Hz, 2H), 1.62 (s, 6H), 1.29 ppm (t, J=7.5 Hz, 3H); LCMS (ESI) m/z: 591 (M+1).

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Patent 2024
1H NMR Anabolism brine ethyl acetate ethyl bromoacetate High-Performance Liquid Chromatographies Hydrochloric acid Lincomycin lithium hydroxide monohydrate methylamine hydrochloride Methylene Chloride Nitrogen potassium carbonate sodium sulfate tetrahydrofuran triethylamine

Example 11

0.18 of 1-benzoyl-3-(5′-azido-1′-pentyl)pyrrolidine (14) was dissolved in 5 ml of tetrahydrofuran, and then 0.15 g of triphenylphosphine and 2 drops of water were added and refluxed overnight. After concentration under reduced pressure, 10 ml of dichloromethane was added, and washed sequentially with water and a saturated sodium chloride solution. The reaction solution was concentrated under reduced pressure, and separated by column chromatography (dichloromethane/methanol/aqueous ammonia=10:1:0.1 vol/vol/vol), to obtain 0.16 g of an oily product 1-benzoyl-3-(5′-amino-1′-pentyl)pyrrolidine (15). LCMS: 261[M+H].

The following compounds can be prepared according to the above method of preparing the compound 15 starting from the compound 12:

PreparationMS
numberName of CompoundStructure(m/z)
161-(2,6-dimethoxybenzoyl)- 3-(5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
321 (M + 1)
171-(2,6-dimethoxybenzoyl)- 3-(6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
335 (M + 1)
181-benzoyl-3-(6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
275 (M + 1)
191-furoyl-3-(5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
251 (M + 1)
19-11-furoyl-3-(6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
265 (M + 1)
201-(2-thienylformyl)-3-(5′- amino-1′-pentyl)pyrrolidine[Figure (not displayed)]
267 (M + 1)
20-11-(2-thienylformyl)-3-(6′- amino-1′-hexyl)pyrrolidine[Figure (not displayed)]
281 (M + 1)
211-(2-pyrrolylformyl)-3-(5′- amino-1′-pentyl)pyrrolidine[Figure (not displayed)]
250 (M + 1)
221-(2-pyrrolylformyl)-3-(6′- amino-1′-hexyl)pyrrolidine[Figure (not displayed)]
264 (M + 1)
231-(2-pyrrolidinylformyl)-3- (5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
254 (M + 1)
23-11-(2-pyrrolidinylformyl)-3- (6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
268 (M + 1)
241-(2-tetrahydrofurylfuryl)-3- (5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
255 (M + 1)
251-(2- tetrahydrothienylformyl)-3- (5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
271 (M + 1)
25-11-(2- tetrahydrothienylformyl)-3- (6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
285 (M + 1)
25-21-(3-fluoro-2-thienylformyl)- 3-(5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
285 (M + 1)
25-31-(3-fluoro-2- pyrrolylformyl)-3-(5′-amino- 1′-pentyl)pyrrolidine[Figure (not displayed)]
268 (M + 1)
25-41-(3-fluoro-2-furylformyl)-3- (5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
269 (M + 1)
261-(2-indolylformyl)-3-(5′- amino-1′-pentyl)pyrrolidine[Figure (not displayed)]
300 (M + 1)
26-11-(2-indolylformyl)-3-(6′- amino-1′-hexyl)pyrrolidine[Figure (not displayed)]
314 (M + 1)
271-(2-benzofurylformyl)-3- (5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
301 (M + 1)
27-11-(2-benzofurylformyl)-3- (6′-amino-1′- hexyl)pyrrolidine[Figure (not displayed)]
315 (M + 1)
27-21-(2- benzyltetrahydrofurylfuryl)- 3-(5′-amino-1′- pentyl)pyrrolidine[Figure (not displayed)]
303 (M + 1)

[Figure (not displayed)]

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Patent 2024
Ammonia Chromatography Lincomycin Methanol Methylene Chloride Oils Pressure pyrrolidine Saline Solution tetrahydrofuran triphenylphosphine

Example 22

[Figure (not displayed)]

To a stirred solution of 3-(3,4-dimethoxyphenyl)-5-(4-piperidyl)-1,2,4-oxadiazole (150 mg, 518 μmol) in N,N-dimethylformamide (2 mL) was added (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate) (196 mg, 518 μmol) and N-ethyl-N-(propan-2-yl)propan-2-amine (201 mg, 1.56 mmol, 271 μL) and 2-[benzoyl(methyl)amino]acetic acid (105 mg, 544 μmol). The mixture was stirred at 20° C. for 5 h, then cooled and purified directly by prep-HPLC (column: Luna C8 100×30 5 μm; mobile phase: [water (10 mM ammonium carbonate)-acetonitrile]; B%: 30%-60%, 12 min) to give N-[2-[4-[3-(3,4-dimethoxyphenyl) -1,2,4-oxadiazol-5-yl]-1-piperidyl]-2-oxo-ethyl]-N-methyl-benzamide (133 mg, 282 μmol, 54%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=7.59 (dd, J=1.8, 8.4 Hz, 1H), 7.49-7.32 (m, 5H), 7.27 (br d, J=6.8 Hz, 1H), 7.16-7.08 (m, 1H), 4.44-4.24 (m, 2H), 4.21-4.03 (m, 1H), 4.02-3.88 (m, 1H), 3.88-3.74 (m, 6H), 3.56 (br d, J=13.7 Hz, 1H), 3.48-3.33 (m, 1H), 3.11-2.77 (m, 5H), 2.20-1.99 (m, 2H), 1.86 (br t, J=12.6 Hz, 1H), 1.74-1.48 (m, 2H), 1.43-1.26 (m, 1H); LCMS (ESI) m/z: [M+H]+=465.3.

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Patent 2024
1H NMR Acetic Acid acetonitrile Amines ammonium carbonate benzamide Dimethylformamide High-Performance Liquid Chromatographies Lincomycin N-methylbenzamide Oxadiazoles Sulfoxide, Dimethyl

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More about "Lincomycin"

Lincomycin is a potent antibiotic medication known for its effectiveness against a variety of Gram-positive bacterial infections.
This lincosamide class antibiotic works by disrupting bacterial protein synthesis, making it a valuable tool in the fight against pathogens like Streptococcus and Staphylococcus species.
Researchers can find a wealth of information on optimized Lincomycin protocols and procedures using the advanced search and comparison capabilities of PubCompare.ai, an AI-driven platform that enhances research reproducibility and accuracy.
This platform allows scientists to locate the best Lincomycin research protocols from the literature, preprints, and patents, ensuring they have access to the most up-to-date and effective methods.
Lincomycin has been extensively studied for its antimicrobial properties, and its use in scientific experiments is well-documented.
Researchers can leverage the insights gained from studies utilizing analytical techniques like XBridge C18, Gemini C18, LCMS-2020, Boston Prime C18, Prep-HPLC, Accela 1250 UHPLC, LCMS-IT-TOF, LCMS-8040, Synergi C18, and Luna C18 to optimize their Lincomycin research protocols and achieve reliable, reproducible results.
By harnessing the power of PubCompare.ai's AI-driven analysis and recommendations, scientists can streamline their Lincomycin research, saving time and resources while ensuring the highest level of accuracy and reproducibility.
This platform is an indispensable tool for anyone working with this important antibiotic.