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Merck
모든 사진(1)

문서

SBR00024

Sigma-Aldrich

Trimethoprim Ready Made Solution

25 mg/mL in DMSO

동의어(들):

Trimethoprim Ready Made Solution

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About This Item

실험식(Hill 표기법):
C14H18N4O3
Molecular Weight:
290.32
UNSPSC 코드:
51285203
NACRES:
NA.76

생물학적 소스

synthetic

분석

≥98% (HPLC)

형태

liquid

농도

25 mg/mL in DMSO

색상

colorless to faint yellow

항생제 활성 스펙트럼

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

동작 모드

DNA synthesis | interferes
enzyme | inhibits

저장 온도

−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

InChI key

IEDVJHCEMCRBQM-UHFFFAOYSA-N

일반 설명

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.

애플리케이션

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

생화학적/생리학적 작용

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

특징 및 장점

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

기타 정보

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

188.6 °F

Flash Point (°C)

87 °C


시험 성적서(COA)

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문서 라이브러리 방문

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
Antimicroboial Drug Resistance: Sulfonamides and Trimethoprim
Skold, O.E., et al. et al.
Antimicrobial Drug Resistance, 345-358 (2017)
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
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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