n-3-hydroxybutyryl-l-homoserine lactone

N-3-hydroxybutyryl-L-Homoserine lactone is an N-acyl-homoserine lactone produced by the bacterium V. splendidus and has been found in sequencing batch biofilm reactors used in wastewater treatment.1,2 It is the racemic version of the V. harveyi autoinducer N-((R)-3-hydroxybutanoyl)-L-homoserine lactone.3 |1. Purohit, A.A., Johansen, J.A., Hansen, H., et al. Presence of acyl-homoserine lactones in 57 members of the Vibrionaceae family. J. Appl. Microbiol. 115(3), 835-847 (2013).|2. Feng, Z., Sun, Y., Li, T., et al. Operational pattern affects nitritation, microbial community and quorum sensing in nitrifying wastewater treatment systems. Sci. Total Environ. 677, 456-465 (2019).|3. Ke, X., Miller, L.C., and Bassler, B.L. Determinants governing ligand specificity of the Vibrio harveyi LuxN quorum-sensing receptor. Mol. Microbiol. 95(1), 127-142 (2015).

(S)-(+)-N-3-Benzylnirvanol (ZSN-76403) is a cytochrome P450 CYP2C19 inhibitor with an IC50 value of 0.179 µM that can be used to study HIV infection.

4-(4-Amino-3-fluorophenoxy)-N-methylpicolinamide is an aromatic enigma that is is a metabolite of the antitumor drug rafenil.

N-Acetyl-L-tyrosine (Ac-Tyr-OH) is a side chain reaction of tyrosine. It converts to tyrosine and then can be used in neurotransmitter treatment as a precursor of cathecholamine.

FMOC-L-1,2,3,4-TETRAHYDRONORHARMAN-3-CAR (Fmoc-Tpi-OH) is a derivative of THN.

Tryptophan, N-indol-3-ylacetyl- (6CI) (Indole-3-acetyl-L-tryptophan) is involved in regulatory mechanisms for the control of auxin activity during physiological and pathophysiological responses. It may also be used in the synthesis of β-D-galactosidase and β-D-glucosidase inhibitors.

3- Phenyl- N- [1- (phenylmethyl) - 4- piperidinyl] -tricyclo[3.3.1.13, 7] decane- 1- carboxamide with antiviral activity against Ebola virus that targets the surface-exposed glycoprotein and inhibits viral entry into host cells. In vitro studies in Vero cells revealed the compound inhibits the viral replication with EC50 of 0.38 μM.

(1R,5S,6r)-N-(2-methyl-1-((3-methylpyridin-2-yl)oxy)propan-2-yl)-3-azabicyclo[3.1.0]hexane-6-carboxamide L(+)-Tartaric acid is a potential SSTR4 agonist.

N-[2-(5-Chloro-1H-indol-3-yl)ethyl]-4'-cyanobiphenyl-2-carboxaMide, a TAU cytotoxicity inhibitor, inhibits LDH leakage of M17-TAU P301L cells with EC50 of 325nM.

5-(2-furyl)-N-propylisoxazole-3-carboxamide is a compound used as a molecular structural unit and is thought to be a modulator of NMDA receptors, and has been shown to be protective against glutamate-induced excitotoxicity and oxidative stress in neuronal cells. It has also been found to have anti-inflammatory activity, making it a potential therapeutic agent for diseases such as Alzheimer's disease and Parkinson's disease.

pGlu-K(-NBD)-Q-R-L-G-N-Q-W-A-V-G-H-L-M-N is a peptides

4-QUinolinecarboxamide, N-[3-[[[2-[4-(aminosulfonyl)phenyl]ethyl]amino]carbonyl]phenyl]-1,2-dihydro-2-oxo- is an amine.

4-(2-chloro-4-methoxy-5-methylphenyl)-N-[(1A)-2-cyclopropyl-1-(3-fluoro-4-methylphenyl)ethyl]-5-methyl-N-(2-propyn-1-yl)-2-thiazolamine is an enantiomeric counterpart of SSR-125543. SSR-125543 is a potent CRF-R1 antagonist with Ki = 1.0 nM for human CRF-R1.

MitoBloCK-6 is an effective inhibitor of Erv1/ALR with IC50 values of 900 nM and 700 nM, respectively. Additionally, MitoBloCK-6 inhibits Erv2 (IC50=1.4 μM). It induces apoptosis in hESCs by promoting the release of cytochrome c.

(S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid is a biochemical reagent that can be used in biological research.

N-(3-methoxyphenyl)prop-2-enamide is an acrylamide derivative that is utilized in the preparation of polymeric materials for drug delivery systems, such as nanoparticles, microparticles and hydrogels.

N-Cyclohexyl-4-[1-(1-piperazinyl)-2,6-naphthyridin-3-yl]-2-pyridinamine is a novel 2,6-naphthyridine identified by high throughput screen (HTS) as a dual protein kinase C/D (PKC/PKD) inhibitor[1].

N-Cbz-L-Leucine (N-[(Phenylmethoxy)carbonyl]-L-leucine) is a leucine derivative, a commonly used amino acid protecting group.

Ellagic acid 3-O-α-L-rhamnopyranoside is a natural product found in the tuberous roots of Potentilla anserina.

5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2',3'-diacetate is an intermediate in the synthesis of capecitabine.

Benzamide, 3-methoxy-N-(3-thiazolo[5,4-b]pyridin-2-ylphenyl) (3-methoxy-N-(3-(thiazolo[5,4-b]pyridin-2-yl)phenyl)benzamide) is a sirtuin modulator and useful for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including diabetes, cardiovascular disease, bloo

Fmoc-N-methyl-L-alloisoleucine is a biochemical reagent for biosynthesis.

N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)pyrazine-2-carboxamide exhibit an inhibitory effect on bacterial DNA helicases, nucleases, or helicase-nuclease enzyme complexes, such as, for example, one or more enzymes selected from the RecBCD and AddAB families of enzymes.

(S)-5-chloro-N-(1-((4-chlorophenyl)amino)-1-oxo-3-phenylpropan-2-yl)-2-hydroxybenzamide has antifungal and tuberculostatic activities.

(S)-2-((R)-3-(4-chlorophenyl)-N’-((4-chlorophenyl)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-carboximidamido)-3-methylbutanamide is a cannabinoid receptor antagonist/inverse agonist.

N-(2-chloro-3-((3,5-dimethyl-4-oxo-3,4-dihydroquinazolin-6-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanesulfonamide is a useful organic compound for research in chemistry and life sciences.

L-Homoserine ((S)-(-)-2-AMINO-4-HYDROXYBUTYRIC ACID) is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond. L-Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things. L-Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage.

Hederagenin 28-O-{β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl ester}3-O-{α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl} is a saponin known for its antitumor and anti-inflammatory properties [1].

Quorum sensing is a regulatory process used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group) and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. C14:1-δ9-cis-(L)-HSL is a long-chain AHL that functions as a signaling molecule in the quorum sensing of A. vitis. Regulating bacterial quorum sensing signaling can be used to inhibit pathogenesis and thus, represents a new approach to antimicrobial therpy in the treatment of infectious diseases.

Quinovic acid 3-O-alpha-L-rhamnopyranoside shows significant inhibitory activity against snake venom phosphodiesterase-I.

Several different arachidonoyl amino acids, including N-arachidonoyl-3-hydroxy-γ-aminobutyric acid (NAG-3H-ABA), have been isolated and characterized from bovine brain. The glycine congener was further characterized and found to suppress formalin-induced pain in rats. NAG-3H-ABA was also found in rat brain by LC-MS techniques, but has not been fully characterized to date. Most arachidonoyl amino acids are poor ligands for the CB1 receptor.

S-(3-Carboxypropyl)-L-cysteine is a thioether derivative of L-cysteine.

Ophiogenin 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (Ophiogenin-3-O-alpha-L-rhaMnopyranosyl-(1->2)-beta-D-glucopyranoside) is a natural product, and has good pharmacological effects on the cardiovascular system.

N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) functions as a bacterial quorum-sensing signal autoinducer [1].

S-(N-Methylsulfinylbutylthiocarbamoyl)-L-cysteine (SFN-Cys) is an isothiocyanate derivative, functioning as an active metabolite of sulforaphane, a class I and II histone deacetylase (HDAC) inhibitor, and anticancer agent. This compound is generated from sulforaphane through intermediates - DL-sulforaphane glutathione and sulforaphane cysteinylglycine - via the mercapturic acid pathway enzymes. At a concentration of 20 µM, SFN-Cys diminishes invasion and migration of U87MG and U373 MG glioblastoma cells as observed in wound healing and chamber assays. Furthermore, at 45 µM, it significantly lowers the expression of α-tubulin, βIII-tubulin, stathmin 1, and X-linked inhibitor of apoptosis (XIAP), and also reduces cell density in paclitaxel-resistant A549 lung cancer cells (A549/T). Additionally, when used at 30 µM, SFN-Cys prompts apoptosis and cell cycle arrest at the G2/M phase in U87MG and U373 MG cells.

Several different arachidonoyl amino acids, including N-arachidonoyl-L-alanine (NALA), have been isolated and characterized from bovine brain. The glycine congener (NAGly) was further characterized and found to suppress formalin-induced pain in rats. NALA may have activity at cannabinoid receptor and/or VR1, but has not been fully characterized to date.

Cimicidanol 3-O-alpha-L-arabinoside is a natural product of Cimicifuga, Ranunculaceae. The catalog number is T4S1672 and the CAS number is 161207-05-2. Cimicidanol 3-O-alpha-L-arabinoside can be used as a reference standard.

Quorum sensing is a regulatory process used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group) and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. C18:1-δ9 cis-(L)-HSL is a long-chain AHL that may have antimicrobial activity and thus, might be used to inhibit pathogenesis by regulating bacerial quorum sensing signaling.

Nrf2 activation of the antioxidant response element (ARE) is central to cytoprotective gene expression against oxidative and/or electrophilic stress. Unless activated by inflammatory, environmental, or oxidative stressors, Nrf2 is sequestered in the cytoplasm by its repressor, Keap1. Because of its protective capabilities, small molecules that activate Nrf2 signaling are being examined as potential anti-cancer or anti-inflammatory agents. DL-Sulforaphane N-acetyl-L-cysteine (SFN-NAC) is a major metabolite of SFN , a powerful inducer of chemopreventative enzymes via Keap1-Nrf2 signaling and ARE-driven gene expression. At 75 μM, SFN-NAC has been shown to increase ARE expression in HepG2-C8 cells. Its reported potency on ARE-related gene expression is roughly 8-fold less than SFN.

(±)-N-3-Benzylnirvanol is a racemic mixture of (+)-N-3-Benzylnirvanol and (-) -n-3-Benzylnirvanoll. (+) -n-3-Benzylnirvanol and (-) -n-3-Benzylnirvanoll are selective inhibitors of cytochrome P450 that inhibit CYP2C19, and (±) -n-3-benzylnonanol reduces plasma cholesterol levels in mice.

Glycine, N-[(1,1-dimethylethoxy)carbonyl]thio-L-phenylalanyl-, methyl ester (compound 3b) is a sulfamide-containing polypeptide that can be utilized in the synthesis of peptide-agent coupling compounds [1].

Cannogenol 3-O-β-gentiobiosyl-(1→4)-α-L-thevetoside (Compound 12), a cardiac glycoside extracted from Thevetia peruviana seeds, exhibits cytotoxic effects on SW1990 and MGC-803 cells with IC50 values of 9.52 and 7.70 μM, respectively [1].

Quorum sensing is a regulatory process used by bacteria for controlling gene expression in response to increasing cell density.[1] This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production.[2] Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group) and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family.[3] C16:1-Δ9-(L)-HSL is a long-chain AHL that functions as a quorum sensing signaling molecule in strains of S. meliloti.[4],[5],[6],[7] Regulating bacterial quorum sensing signaling can be used to inhibit pathogenesis and thus, represents a new approach to antimicrobial therapy in the treatment of infectious diseases.[8] Reference：[1]. González, J.E., and Keshavan, N.D. Messing with bacterial quorum sensing. Microbiol. Mol. Biol. Rev. 70(4), 859-875 (2006).[2]. Gould, T.A., Herman, J., Krank, J., et al. Specificity of acyl-homoserine lactone syntheses examined by mass spectrometry. J. Bacteriol. 188(2), 773-783 (2006).[3]. Penalver, C.G.N., Morin, D., Cantet, F., et al. Methylobacterium extorquens AM1 produces a novel type of acyl-homoserine lactone with a double unsaturated side chain under methylotrophic growth conditions. FEBS Lett. 580(2), 561-567 (2006).[4]. Teplitski, M., Eberhard, A., Gronquist, M.R., et al. Chemical identification of N-acyl homoserine lactone quorum-sensing signals produced by Sinorhizobium meliloti strains in defined medium. Archives of Microbiology 180, 494-497 (2003).[5]. Gao, M., Chen, H., Eberhard, A., et al. sinI- and expR-dependent quorum sensing in Sinorhizobium meliloti. Journal of Bacteriology 187(23), 7931-7944 (2005).[6]. Marketon, M.M., Glenn, S.A., Eberhard, A., et al. Quorum sensing controls exopolysaccharide production in Sinorhizobium meliloti. Journal of Bacteriology 185(1), 325-331 (2003).[7]. Marketon, M., Gronquist, M.R., Eberhard, A., et al. Characterization of the Sinorhizobium meliloti sinR/sinI locus and the production of novel N-Acyl homoserine lactones. Journal of Bacteriology 184(20), 5686-5695 (2002).[8]. Cegelski, L., Marshall, G.R., Eldridge, G.R., et al. The biology and future prospects of antivirulence therapies. Nat. Rev. Microbiol. 6(1), 17-27 (2008).

1,2-Dipalmitoyl-sn-glycero-3-PE-N-(cap biotin) is a biotinylated phospholipid. It has been used in PEGylated polyamidoamine-dendrimer-conjugated supported lipid bilayers (SLB) to isolate circulating tumor cells and tumor cell microembolis from patient-derived blood by antibody-coated microfluidics. [1] It has also been used as a component of SLBs to detect protein-ligand binding with ortho-conjugated Texas Red DHPE. [2] In addition, 1,2-dipalmitoyl-sn-glycero-3-PE-N-(cap biotin) has been used in SLBs partitioned into nanowells to create DNA curtains, which can be used as a high-throughput tool for detection of protein-DNA interactions at the single molecule level.[3]

N-trans-Feruloyl-3-methoxytyramine shows significantly DPPH radical scavenging activities.

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. C11-HSL possesses a rare odd-numbered acyl carbon chain and may be a minor quorum-sensing signaling molecule in P. aeruginosa strains.

N-Me-L-Ala-maytansinol used for making antibody-drug conjugate (ADC),is a hydrophobic, cell permeable payload.

L-Deoxyalliin , also known as S-allyl-L-cysteine, is a water soluble organosulfur compound derived from garlic that has neuroprotective and antioxidative activities. N-Acetyl-S-allyl-L-cysteine is a principal metabolite of L-deoxyalliin in humans, mice, rats, and dogs. It is readily detected in plasma and urine. The conversion of L-deoxyalliin to N-acetyl-S-allyl-L-cysteine appears to be mediated by a family of flavin-containing monooxygenases.

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-butyryl-L-Homocysteine thio-lactone is an analog of N-butyryl-L-homoserine lactone, the small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and cellular metabolism. N-butyryl-L-Homocysteine thio-lactone induces violacein expression in C. violaceum mutants usually not able to produce AHLs.

[(3R)-3-Hydroxydodecanoyl]-L-carnitine is an endogenous metabolite[1]. [1]. Hunter WG, et al. Metabolomic Profiling Identifies Novel Circulating Biomarkers of Mitochondrial Dysfunction Differentially Elevated in Heart Failure With Preserved Versus Reduced Ejection Fraction: Evidence for Shared Metabolic Impairments in Clinical Heart Failure. J Am Heart Assoc. 2016;5(8):e003190. Published 2016 Jul 29.