LED209 - CAS 245342-14-7
Catalog number: 245342-14-7
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C19H17N3O2S2
Molecular Weight:
383.48
COA:
Inquire
Targets:
Antibacterial
Description:
LED209 is a highly selective for histidine sensor kinase QseC that blocks both norepinephrine- and epinephrine-triggered QseC-dependent virulence gene expression at 5 pM in vitro.
Publictions citing BOC Sciences Products
  • >> More
Appearance:
White powder
Synonyms:
1-phenyl-3-[4-(phenylsulfamoyl)phenyl]thiourea LED209 245342-14-7 LED-209 HNDRSTUKPCLQLT-UHFFFAOYSA-N N-Phenyl-4-(3-phenylthioureido)benzenesulfonamide N-phenyl-4-[[(phenylamino)thioxomethyl]amino]benzenesulfonamide AC1MQ46P CHEMBL516533 SCHEMBL3396831
Solubility:
Soluble to < 3.8 mg/mL in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -117℃ for long term (months to years).
MSDS:
Inquire
Shelf Life:
2 years
Boiling Point:
549.4±60.0 °C | Condition: Press: 760 Torr
Density:
1.437±0.06 g/cm3
InChIKey:
HNDRSTUKPCLQLT-UHFFFAOYSA-N
InChI:
1S/C19H17N3O2S2/c23-26(24,22-17-9-5-2-6-10-17)18-13-11-16(12-14-18)21-19(25)20-15-7-3-1-4-8-15/h1-14,22H,(H2,20,21,25)
Canonical SMILES:
C1=CC=C(C=C1)NC(=S)NC2=CC=C(C=C2)S(=O)(=O)NC3=CC=CC=C3
1.QseC inhibitors as an antivirulence approach for Gram-negative pathogens.
Curtis MM, Russell R, Moreira CG, Adebesin AM, Wang C1, Williams NS1, Taussig R2, Stewart D3, Zimmern P4, Lu B, Prasad RN, Zhu C, Rasko DA5, Huntley JF6, Falck JR, Sperandio V7. MBio. 2014 Nov 11;5(6):e02165. doi: 10.1128/mBio.02165-14.
Invasive pathogens interface with the host and its resident microbiota through interkingdom signaling. The bacterial receptor QseC, which is a membrane-bound histidine sensor kinase, responds to the host stress hormones epinephrine and norepinephrine and the bacterial signal AI-3, integrating interkingdom signaling at the biochemical level. Importantly, the QseC signaling cascade is exploited by many bacterial pathogens to promote virulence. Here, we translated this basic science information into development of a potent small molecule inhibitor of QseC, LED209. Extensive structure activity relationship (SAR) studies revealed that LED209 is a potent prodrug that is highly selective for QseC. Its warhead allosterically modifies lysines in QseC, impairing its function and preventing the activation of the virulence program of several Gram-negative pathogens both in vitro and during murine infection. LED209 does not interfere with pathogen growth, possibly leading to a milder evolutionary pressure toward drug resistance.
2.A potent and selective antimicrobial poly(amidoamine) dendrimer conjugate with LED209 targeting QseC receptor to inhibit the virulence genes of gram negative bacteria.
Xue XY1, Mao XG2, Li Z1, Chen Z1, Zhou Y1, Hou Z1, Li MK1, Meng JR1, Luo XX3. Nanomedicine. 2015 Feb;11(2):329-39. doi: 10.1016/j.nano.2014.09.016. Epub 2014 Nov 15.
The pandemic of multidrug-resistant Gram negative bacteria (GNB) is a worldwide healthcare concern, and very few antibiotics are being explored to match the clinical challenge. Recently, amino-terminated poly(amidoamine) (PAMAM) dendrimers have shown potential to function as broad antimicrobial agents. However, PAMAM displays a generation dependent cytotoxicity to mammalian cells and low selectivity on bacterial cells, which limits PAMAM to be developed as an antibacterial agent for systemic administration. We conjugated G3 PAMAM with LED209, a specific inhibitor of quorum sensor QseC of GNB, to generate a multifunctional agent PAMAM-LED209. Intriguingly, PAMAM-LED209 showed higher selectivity on GNB and lower cytotoxicity to mammalian cells, yet remained strong antibacterial activity. PAMAM-LED209 also inhibited virulence gene expression of GNB, and did not induce antibiotic-resistance. The present work firstly demonstrated that PAMAM-LED209 conjugate had a highly selective anti-GNB activity and low cytotoxicity, which offered a feasible strategy for combating multidrug-resistant GNB infections.
3.Targeting QseC signaling and virulence for antibiotic development.
Rasko DA1, Moreira CG, Li de R, Reading NC, Ritchie JM, Waldor MK, Williams N, Taussig R, Wei S, Roth M, Hughes DT, Huntley JF, Fina MW, Falck JR, Sperandio V. Science. 2008 Aug 22;321(5892):1078-80. doi: 10.1126/science.1160354.
Many bacterial pathogens rely on a conserved membrane histidine sensor kinase, QseC, to respond to host adrenergic signaling molecules and bacterial signals in order to promote the expression of virulence factors. Using a high-throughput screen, we identified a small molecule, LED209, that inhibits the binding of signals to QseC, preventing its autophosphorylation and consequently inhibiting QseC-mediated activation of virulence gene expression. LED209 is not toxic and does not inhibit pathogen growth; however, this compound markedly inhibits the virulence of several pathogens in vitro and in vivo in animals. Inhibition of signaling offers a strategy for the development of broad-spectrum antimicrobial drugs.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Antibacterial Products


CAS 1334714-66-7 Eravacycline dihydrochloride

Eravacycline dihydrochloride
(CAS: 1334714-66-7)

Eravacycline, a novel fluorocycline previously known as TP-434, in virto has broad-spectrum activity against both Gram-positive and Gram-negative aerobic and an...

CAS 15686-71-2 Cephalexin

Cephalexin
(CAS: 15686-71-2)

Cephalexin increases the activity of superficial mucous cells and orifice mucous cells of gastric glands, and inhibits the activity of cervix mucous cells.

CAS 108050-54-0 Tilmicosin

Tilmicosin
(CAS: 108050-54-0)

Tilmicosin is a macrolide antibiotic.Tilmicosin inhibits growth of Pasteurella multocida, Pasteurella haemolytica, Mycoplasma hyopneumoniae and certain other ba...

CAS 132-98-9 Penicillin V Potassium Salt

Penicillin V Potassium Salt
(CAS: 132-98-9)

The Potassium Salt form of Penicillin V, an orally active penicillin, has been found to be an effective antibiotic against sorts of bacterials.

CP 6232
(CAS: 141562-38-1)

CP 6232 is a new anti-pseudomonal cephalosporin as a cell wall inhibitor. It was developed by Meiji Seika Pharma. Research for the treatment of bacterial infect...

CAS 116-45-0 Sulfabrom

Sulfabrom
(CAS: 116-45-0)

Sulfabrom, a long-acting derivative of sulfamezathine, is used for the treatment of coccidiosis and various bacterial infections in the poultry, swine and cattl...

CAS 426253-04-5 Razupenem

Razupenem
(CAS: 426253-04-5)

Razupenem is an injectable, 1β-methylcarbapenem antibacterial performed well against a variety of bacterial strains.

CAS 12650-69-0 Mupirocin

Mupirocin
(CAS: 12650-69-0)

Mupirocin is an isoleucyl t-RNA synthetase inhibitor, used in the treatment of bacterial skin infections.

Dextrorotation nimorazole phosphate este
(CAS: 1124347-33-6)

The organic phosphate form of Dextrorotary morpholine ornidazole, an effective anti-parasitic agent, has been found to have better tolerance as one of the fourt...

CAS 1257426-19-9 TBA-354

TBA-354
(CAS: 1257426-19-9)

TBA-354 is narrow spectrum and bactericidal in vitro against replicating and nonreplicating Mycobacterium tuberculosis, with potency similar to that of delamani...

CAS 1405-53-4 Tylosin phosphate

Tylosin phosphate
(CAS: 1405-53-4)

Tylosin phosphate(Fradizine; Tylocine; Tylosin A) is a broad spectrum antibiotic against Gram-positive organisms and a limited range of Gram-negative organisms.

CAS 64485-93-4 Cefotaxime Sodium

Cefotaxime Sodium
(CAS: 64485-93-4)

Cefotaxime Sodium, a third-generation cephalosporin antibiotic, has broad spectrum activity against Gram positive and Gram negative bacteria.

CAS 7080-50-4 Tosylchloramide sodium trihydrate

Tosylchloramide sodium trihydrate
(CAS: 7080-50-4)

A disinfectant agent widely used in laboratories, kitchens and hospitals

CHIR-29498
(CAS: 236102-25-3)

CHIR-29498 is a peptoid antibacterial agent.

CAS 3697-42-5 chlorhexidine dihydrochloride

chlorhexidine dihydrochloride
(CAS: 3697-42-5)

Chlorhexidine hydrochloride is an antiseptic effective against a wide variety of gram-negative and gram-positive organisms.

CAS 1264-72-8 Colistin Sulfate

Colistin Sulfate
(CAS: 1264-72-8)

Colistin is a cyclic cationic decapeptide linked to a fatty acid side chain, it belongs to a group of similarly structured bacterial antimicrobial peptides.

NITD-304
(CAS: 1473450-60-0)

NITD-304, an indole derivative, has been found to be an antitubercular agent that could be effective through influencing multidrug-resistant mycobacterium tuber...

LY 173013
(CAS: 126165-78-4)

LY173013 is an antibacterial agent with bicyclic pyrazolidinones containing a novel aza-γ-lactam ring structure. The properties of this compound appear to be re...

CAS 50972-17-3 Bacampicillin

Bacampicillin
(CAS: 50972-17-3)

Bacampicillin may increase the anticoagulant activities of Acenocoumarol as a prodrug of ampicillin.

CAS 19387-91-8 Tinidazole

Tinidazole
(CAS: 19387-91-8)

Tinidazole kills the metronidazole-susceptible isolates at a low MLC but is effective against only 4 of the 12 metronidazole-resistant isolates.

Chemical Structure

CAS 245342-14-7 LED209

Quick Inquiry

Verification code

Featured Items