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Key Documents

SBR00024

Sigma-Aldrich

Trimethoprim Ready Made Solution

25 mg/mL in DMSO

Synonyme(s) :

Trimethoprim Ready Made Solution

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About This Item

Formule empirique (notation de Hill):
C14H18N4O3
Poids moléculaire :
290.32
Code UNSPSC :
51285203
Nomenclature NACRES :
NA.76

Source biologique

synthetic

Pureté

≥98% (HPLC)

Forme

liquid

Concentration

25 mg/mL in DMSO

Couleur

colorless to faint yellow

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Température de stockage

−20°C

InChI

1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18

Clé InChI

IEDVJHCEMCRBQM-UHFFFAOYSA-N

Description générale

Trimethoprim, an aminopyrimidine antibiotic belonging to the methoxybenzenes group, exhibits activity against a broad spectrum of both gram-negative and gram-positive aerobic bacteria. As a synthetic derivative of pyrimidine, it plays a multifaceted role as an inhibitor, xenobiotic, and allergen, featuring antibacterial, diuretic, and antiprotozoal properties. Trimethoprim selectively targets dihydrofolate reductase (DHFR), diminishing the levels of tetrahydrofolate that supply one-carbon units crucial for biosynthesis processes, including nucleotides, proteins, and panthotenate, especially in prokaryotic microorganisms.

Additionally, it is frequently employed in combination with sulfamethoxazole (sc-208405) to effectively inhibit the growth of Staphylococcus aureus, functioning as a dihydrofolate reductase inhibitor. This versatile compound finds applications in metabolomics, cell biology, and biochemical research.

Application

Trimethoprim is used at a final concentration of ~4μg/mL for antibacterial activty.

Actions biochimiques/physiologiques

Mode of Action: Trimethoprim is an inhibitor of bacterial dihydrofolate reductase (DHFR), interfering with the conversion of dihydrofolate (DHF) to tetrahydrofolate (THF). THF is an essential precursor in the thymidine synthesis pathway, interference with this pathway inhibits bacterial DNA synthesis. Trimethoprim′s affinity for bacterial DHFR is several thousand times greater than its affinity for human DHFR.

Activity Spectrum: Effective against Gram-negative bacteria, Gram-positive bacteria, and mycobacteria

Some of the pathogens that trimethoprim can be effective against include:
  • Escherichia coli (E. coli)
  • Staphylococcus aureus (including methicillin-resistant Staphylococcus aureus or MRSA)
  • Streptococcus pneumoniae
  • Haemophilus influenzae
  • Enterococcus faecalis
  • Klebsiella species
  • Proteus species

Caractéristiques et avantages

  • High-quality antibiotic suitable for multiple research applications
  • Ideal for Cell Biology, Metabolomics, and Biochemical research.

Autres remarques

For additional information on our range of Biochemicals, please complete this form.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

188.6 °F

Point d'éclair (°C)

87 °C


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Les clients ont également consulté

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Mahamadou A Thera et al.
The Journal of infectious diseases, 192(10), 1823-1829 (2005-10-20)
Trimethoprim-sulfamethoxazole (TS) prophylaxis is recommended for persons living with human immunodeficiency virus infection and acquired immunodeficiency syndrome in Africa. TS and the antimalarial combination sulfadoxine-pyrimethamine (SP) share mechanisms of action and resistance patterns, and concerns about the impact of TS
Antimicroboial Drug Resistance: Sulfonamides and Trimethoprim
Skold, O.E., et al. et al.
Antimicrobial Drug Resistance, 345-358 (2017)
R N Brogden et al.
Drugs, 23(6), 405-430 (1982-06-01)
Trimethoprim, which has been widely available for several years in combination with sulphamethoxazole as co-trimoxazole, is now available for use alone in the treatment of acute uncomplicated urinary tract infections. Trimethoprim, which is active against a wide range of Gram-positive
A Binelli et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(3), 329-336 (2009-06-02)
A battery of eight biomarkers was applied in the freshwater mussel Dreissena polymorpha to evaluate potential sub-lethal effects of the antimicrobial trimethoprim (TMP, 5-[3,4,5-trimethoxybenzyl]pyrimidine-2,4-diamine). Mussels were exposed for 96 h to increasing concentrations (1, 3, 10 nM) of TMP in
The binding of trimethoprim to bacterial dihydrofolate reductase.
D J Baker et al.
FEBS letters, 126(1), 49-52 (1981-04-06)

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