Day: December 1, 2022

Boon, W. R. published the artcile4,6-Dichloro-2-dimethylaminopyrimidine, Quality Control of 5738-14-7, the publication is Journal of the Chemical Society (1952), 1532, database is CAplus.

Me₂NC(:NH)NH₂.0.5H₂SO₄ (91 g.), stirred 30 min. with 300 cc. boiling MeOH containing 15 g. Na, the solution treated with 116 g. CH₂(CO₂Et)₂, refluxed 6 hrs., diluted with 450 cc. H₂O, and acidified with AcOH, gives 85 g. 2-dimethylamino-4,6-dihydroxypyrimidine (I), with 3 mols. H₂O, does not m. at 350°. I (15.5 g.) and 60 cc.POCl₃, refluxed 35 min. and poured into 1 l. cold 2 N NaOH, give 16 g. 4,6-dichloro-2-dimethylaminopyrimidine (II), m. 54°; II also results from the reaction of 2,4,6-tri-chloropyrimidine and Me₂NH on crystallization from petr. ether and aqueous MeOH (cf. King and King, C.A. 42, 1280h). I (3.8 g.) and 10 cc. 10% EtOH-NH₃, heated 18 hrs. at 110-20°, give 4-amino-6-chloro-2-dimethylaminopyrimidine, m. 151°; this results also from 4-amino-2,6-dichloropyrimidine and Me₂NH (10 hrs. at 80°). I and EtOH-MeNH₂ or 2,4-dichloro-6-methylaminopyrimidine and alc. Me₂NH give 4-chloro-2-dimethylamino-6-aminopyrimidine, b₁ 122-5°. Il and EtOH-Me₂NH give 4-chloro-2,6-bis(dimethylamino)-pyrimidine, m. 52.2°, sublimes 56°/0.1 mm.

Journal of the Chemical Society published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C6H9N3O2, Quality Control of 5738-14-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Boon, W. R. published the artcilePteridines. IV. Derivatives of 2,4-diaminopteridine and related compounds, Formula: C6H9N3O2, the publication is Journal of the Chemical Society (1957), 2146-58, database is CAplus.

cf. C.A. 46, 2082g. Several derivatives of 2,4-(H₂N)₂-Y (in this abstract Y = pteridine) possess antimalarial activity (Potter and Henshall, C.A. 51, 1974h). A series of 2,4,6,7-(H₂N)₂Ph₂-Y were prepared in which the H₂N groups were progressively substituted by Me. Antimalarial activity was immediately lost, but the compounds were active against exptl. schistosomiasis in mice. Further modifications of the substituents always lowered the activity. Only a few compounds showed any appreciable activity. 2,4,6-Me₂N-(HO)₂-Z (in this abstract Z = pyrimidine) ground to pass a 30-mesh sieve, added with stirring during 45 min. to 280 cc. AcOH and 65 cc. HNO₃ (d. 1.5) at 20-5°, stirred an addnl. 45 min., the mixture poured into 1350 cc. H₂O, the solid separated, washed free from acid, and dried gave 81 g. 5-O₂N derivative (I). I (5 g.), 60 cc. POCl₃, and 20 cc. PhNMe₂ heated to 105° (bath temperature), after the vigorous reaction the heating continued 1 hr., excess POCl₃ removed in vacuo, the residue treated with 200 g. ice, the suspension extracted with four 50-cc. portions of Et₂O, the combined extracts dried, filtered, evaporated, and the residue crystallized from petr. ether (b. 60-80°) gave 3.7 g. 4,6-Cl₂ compound (II), m. 117-20°. II (14 g.), 90 cc. C₆H₆, and 10 cc. aqueous NH₃ (d. 0.880) shaken overnight, the mixture filtered, and the residue (4.2 g.) crystallized twice from dioxane gave the 4,6-(H₂N)₂ compound, m. 249-50°; evaporation of the filtrate gave a residue which, after chromatography on 120 g. Al₂O₃ in 30 cc. C₆H₆ and crystallization from EtOAc-petr. ether afforded 0.5 g. 4-H₂N compound, m. 132°. To 91 g. Na in 2 l. MeOH was added 509 g. [MeHNC(:NH)NH₂]₂.H₂SO₄, the mixture refluxed 30 min. with stirring, CH₂(CO₂Et)₂ added, the heating continued 6 hrs., the mixture cooled, diluted with 5 l. H₂O, treated with C, filtered, the filtrate acidified to litmus with AcOH, and the precipitate collected to give 183 g. 2,4,6-MeHN(HO)₂-Z (III); the mother liquors deposited 15 g. presumably 2-amino-1,4,5,6-tetrahydro-1-methyl-4,6-dioxo-Z, m. above 360°. III (93g.) and 510 g. POCl₃ refluxed 1 hr., the mixture filtered through sintered glass, the filtrate poured on 2250 cc. 32% aqueous NaOH and ice, the separated solid collected, washed with H₂O, and crystallized from MeOH gave 88 g. 2,4,6-(MeHN)Cl₂-Z (IV), m. 164°. IV (130 g.) heated 12 hrs. with NaOMe (from 168 g. Na in 570 cc. MeOH), the solution cooled, the precipitate collected, washed with H₂O, and crystallized from MeOH yielded 95 g. 4,6,2-Cl(MeO)(MeHN)-Z, m. 153°. Similarly was prepared 81% 4,6,2-Cl(MeO)(Me₂N)-Z (VI), m. 62° (after sublimation at 55°/0.1 mm.), from 4,6,2-Cl₂(Me₂N)-Z at room temperature VI (10 g.) heated 30 min. on a steam bath with 50 cc. HCl, the solution cooled, the product collected, and purified by solution in aqueous alkali, treatment with C, and reprecipitation with AcOH gave 5.5 g. 6-HO compound, m. 265° (decomposition). Similarly was obtained from VI 95% 4,6,2-Cl(HO)(Me₂N)-Z (VII), m. 217°. 4,6,2-ClMe(H₂N)-Z (28.7 g.) and 78 cc. 19.5% alc. Me₂NH heated 17 hrs. at 110-20° gave 172 g. 4-Me₂N derivative, m. 172° (from C₆H₆). Ph(H₂N)CHCOPh.HCl (47 g.) dissolved in 750 cc. H₂O. basified at 0° with aqueous NH₃, the base collected, sucked as dry as possible, added to 35 g. 2,4,6-Cl₃-Z (VIII) in 750 cc. EtOH, the mixture set aside 2 days at room temperature, the precipitate (12 g.) collected, and crystallized from EtOH gave α-(2,4-dichloro-6-pyrimidylamino)deoxybenzoin (IX), m. 165°. p-ClC₆H₄CHBzNH₂ (X) (28.5 g.) converted to the base, the latter treated as above with 9 g. VIII, the crude product refluxed 3 hrs. with 10 cc. 19.5% alc. Me₂NH and 10 cc. EtOH, the solution evaporated to 0.5 its volume, and the solid recrystallized from MeOH gave ω-(4-chloro-2-dimethylamino-6-pyrimidyl-amino)-ω-(p-chlorophenyl)acetophenone, m. 151-2°; the mother liquors gave the 6-Me₂N isomer, m. 181-2° (from EtOH), and a small amount of another compound believed to be 2,5-di(p-chlorophenyl)-3,6-diphenylpyrazine, m. 239-40°. 4,6,2-Cl₂(H₂N)-Z (XI) (33 g.) heated 3 hrs. with 175 cc. 19.5% alc. Me₂NH, after the initial reaction had subsided the solution cooled, the precipitate (24 g.) collected, and crystallized from MeOH and then from C₆H₆ gave 4,2,6-Cl(H₂N)(Me₂N)-Z, m. 164-5°. Similarly were obtained in 70% yield from the appropriate derivative of XI and an alc. solution of H₂NCH₂CO₂Et, Et 4-chloro-2-methylamino-6-pyrimidylaminoacetate (XII), m. 167°, and Et 4-chloro-2-dimethylamino-6-pyrimidylamino-acetate, m. 121°. 2,4,6-Cl₂(Me₂N)-Z (36 g.), 200 cc. EtOH, and 50 cc. 70% aqueous EtNH₂ refluxed 6 hrs., EtOH removed, the mixture diluted with H₂O, extracted with Et₂O, the extract dried, Et₂O removed, the residue dissolved in 70 cc. absolute EtOH, 9 cc. concentrated H₂SO₄ added (the mixture acid to Congo red), and dry Et₂O added to a permanent turbidity gave 34 g. 4,6,2-Cl(EtNH)(MeNH)-Z sulfate, m. 148° (from EtOH-Et₂O). The following compounds were prepared similarly: 4,2,6-Cl(Me₂N)(MeNH)-Z, m. 78° (from petr. ether); 4,2,6-Cl(Et₂N)(MeNH)-Z sulfate, m. 148-9° (from EtOH-Et₂O); 4-chloro-6-methylamino-2-piperidino-Z, m. 118° (from MeOH); 4,6,2-Cl(MeNH)(Me₂NCH₂CH₂NH)-Z, m. 99° (from EtOAc-petr. ether). To 17.5 g. VII in 500 cc. H₂O containing 60 cc. 2N NaOH and 12.6 g. NaHCO₃ was added 4-ClC₆H₄N₂Cl (XIII) [from 12.75 g. 4-ClC₆H₄NH₂ (XIV)], the solution stirred overnight, the precipitate collected, washed with H₂O, EtOH, and Et₂O, and crystallized from dioxane to give 20 g. 5-p-ClC₆H₄N₂ derivative (XV), m. 220-2° (decomposition). 4,6,2,5-Cl(HO)(MeNH)(p-ClC₆H₄N₂)-Z was obtained similarly but could not be purified without decomposition XIII (500 cc. 0.025M) and 46 g. NaOAc.3H₂O (XVI) added with stirring to 3.8 g. 6,4,2-Me(HO)(Me₂N)-Z in 500 cc. H₂O, after 16 hrs. the precipitate collected, washed, dried in air, and recrystallized from BuOH gave 5.5 g. 5-(p-ClC₆H₄N₂) derivative, m. 216-17°. XIII (50 cc. 0.025M) and 40 g. XVI added with stirring to 5.0 g. 4,2,6-Cl(Me₂N)₂-Z in 70 cc. AcOH, diluted with 200 cc. H₂O, after 48 hrs. stirring the solid collected, washed with H₂O, and crystallized twice from EtOH gave 5 g. 5-(p-ClC₆H₄N₂) derivative (XVII), m. 91°. The following N.CX:N.CW:C(N:NR).CY (XVIII) (W = Cl) were prepared (X, Y, R, m.p., crystallization solvent, % yield given): NH₂, NHMe, p-ClC₆H₄, 255°, HCONMe (XIX), 47; NH₂, NMe₂, p-ClC₆H₄, 204°, XIX-EtOH, 65; NHMe, NH₂, p-ClC₆H₄, 272° (decomposition), XIX, 90; NHMe, NHMe, p-ClC₆H₄, 272°, XIX-EtOH, 95; NHEt, NHMe, p-ClC₆H₄, 214°, BuOH, 75; NMe₂, NH₂, p-ClC₆H₄, 229°, BuOH, 90; NMe₂, NHMe, Ph, 163°, EtOH, 78; NMe₂, NHMe, p-ClC₆H₄, 183°, BuOH, 90; HNCH₂CH₂NMe₂, NHMe, p-ClC₆H₄, 158°, EtOH, 50. 6,4,2,5-Cl(H₂N)(Me₂N)(p-ClC₆ H₄N₂)-Z (XX) (2 g.) and 40 cc. saturated alc. NH₃ heated 36 hrs. at 150-60°, the solution cooled, and the product (1.75 g.) crystallized from BuOH gave 6-H₂N compound, m. 272-3° [HCl salt, m. 301° (decomposition) (from 80% HCO₂H) (prepared from XIII and 4,6,2-(H₂N)₂(Me₂N)-Z in AcOH)]. Similarly were prepared the following XVIII (W = NH₂, R = p-ClC₆H₄) (X, Y, m.p., crystallization solvent, % yield given): NH₂, NHMe, 213°, BuOH, 40 and 80; NH₂, NMe₂, 205°, XIX-H₂O, 96; NH₂,

Journal of the Chemical Society published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C6H9N3O2, Formula: C6H9N3O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zheng, Wen-Na published the artcileSynthesis, crystal structure, herbicide safening, and antifungal activity of N-(4,6-dichloropyrimidine-2-yl)benzamide, Application In Synthesis of 56-05-3, the publication is Crystals (2018), 8(2), 75/1-75/10, database is CAplus.

The compound N-(4,6-dichloropyrimidine-2-yl)benzamide (C₁₁H₇Cl₂N₃O) was synthesized and the corresponding structure was confirmed by ¹H NMR, ¹³C NMR, HRMS, IR, and single-crystal X-ray diffraction. The compound crystallized in a monoclinic system with space group P 2₁/c, where a = 14.9156(6), b = 16.6291(8), c = 14.4740(6) Å, β = 95.160(2)°, V = 3575.5(3) ų, Z = 12, Dc = 1.494 g·cm^-3, F(000) = 1632, μ(MoKa) = 3.182 mm^-1, final R = 0.0870, and wR = 0.2331 with I > 2σ(I). The crystal structure was found to be stabilized by intermol. hydrogen bonding interactions N-H···O and C-H···Cl. Furthermore, the results from biol. assays indicated that the compound showed a similar protective effect on metolachlor injury in rice seedlings compared to fenclorim at a concentration of 4.0 mg·L^-1. Moreover, the compound exhibited an improved antifungal activity compared to pyrimethanil against S. sclerotiorum and F. oxysporum. Potentially, these results lay the foundation for the development of novel herbicide safeners and fungicides.

Crystals published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C12H10F2Si, Application In Synthesis of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Anstaett, Philipp published the artcileSynthesis of Stable Peptide Nucleic Acid-Modified Gold Nanoparticles and their Assembly onto Gold Surfaces, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Angewandte Chemie, International Edition (2013), 52(15), 4217-4220, database is CAplus and MEDLINE.

The authors demonstrated the preparation of stable PNA-modified particles through a novel approach involving the use of a thiolated alkyl PEG carboxylate surfactant. Standard, as well as novel, mono- and trithiol linkers were found to be compatible with this approach. The potential of these PNA-nanoparticles as new building blocks for self-assembling systems was confirmed by synthesizing particles that were able to self-assemble under additive-free conditions, an endeavor which has, to the best of the authors’ knowledge, not been directly shown with any other DNA/PNA-based systems.

Angewandte Chemie, International Edition published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Anstaett, Philipp published the artcileSynthesis of Stable Peptide Nucleic Acid-Modified Gold Nanoparticles and their Assembly onto Gold Surfaces, HPLC of Formula: 169396-92-3, the publication is Angewandte Chemie, International Edition (2013), 52(15), 4217-4220, database is CAplus and MEDLINE.

The authors demonstrated the preparation of stable PNA-modified particles through a novel approach involving the use of a thiolated alkyl PEG carboxylate surfactant. Standard, as well as novel, mono- and trithiol linkers were found to be compatible with this approach. The potential of these PNA-nanoparticles as new building blocks for self-assembling systems was confirmed by synthesizing particles that were able to self-assemble under additive-free conditions, an endeavor which has, to the best of the authors’ knowledge, not been directly shown with any other DNA/PNA-based systems.

Angewandte Chemie, International Edition published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, HPLC of Formula: 169396-92-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhang, Hongpeng published the artcileSynthesis of Silicon-Stereogenic Silanols Involving Iridium-Catalyzed Enantioselective C-H Silylation Leading to a New Ligand Scaffold, Synthetic Route of 2634687-67-3, the publication is ACS Catalysis (2021), 11(17), 10748-10753, database is CAplus.

Despite a growing focus on the construction of highly enantioenriched silicon-stereogenic organosilicon compounds, the enantioselective synthesis of silicon-stereogenic silanols through asym. catalysis remains a considerable challenge. Herein, we realized enantioselective construction of silicon-stereogenic diarylsilanols via an Ir-catalyzed C-H silylation of diarylsilanols along with stereospecific substitution or Tamao-Fleming oxidation This strategy gives rise to a class of chiral diol catalyst cores (PSiOLs). Transformation of PSiOLs led to the ligand possessing both Si and P-stereocenters, which is capable of inducing excellent enantioselectivity in the rhodium(I)-catalyzed conjugate 1,4-addition of aryl boronic acids to cyclohexenone.

ACS Catalysis published new progress about 2634687-67-3. 2634687-67-3 belongs to pyrimidines, auxiliary class OX or FeOX Ligands,Mono-oxazoline Ligands, name is (3aS,8aR)-2-(Pyrimidin-2-yl)-8,8a-dihydro-3aH-indeno[1,2-d]oxazole, and the molecular formula is C18H28B2O4, Synthetic Route of 2634687-67-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Yuan, Libo published the artcileChemical labeling of 5-iodo-2′-deoxyuridine with 4-ethynyl-N-ethyl-1,8-naphthalimide using copper-free Sonogashira cross-coupling in aqueous medium, Computed Properties of 5738-14-7, the publication is Synthetic Communications (2014), 44(7), 1007-1011, database is CAplus.

The synthesis of a fluorescent nucleoside analog was reported by using a Cu-free Sonogashira cross-coupling reaction in a satisfactory yield. This reaction occurred at 37° in open air and aqueous medium and avoided the toxicity of Cu(I). The mild Sonogashira reaction provided the possibility of fluorescent labeling of nucleoside mimics in living cells.

Synthetic Communications published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C8H8O3, Computed Properties of 5738-14-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Lv, Jing-Hui published the artcileMellitic acid production by ruthenium ion-catalyzed oxidation of cokes, Computed Properties of 608-34-4, the publication is Journal of Cleaner Production (2021), 124828, database is CAplus.

Cokes are rich in highly condensed aromatic rings, however, the current applications of cokes mainly focus on the thermal energy or carbon-rich structures, and the aromatic ring structures in cokes are underutilized, which are usually employed as feedstock to fabricate valuable fine chems. and synthesized with complex steps. The pyrolysis temperatures have great impact on the structures of resulting cokes. It is necessary to learn about the structural features of cokes produced from different pyrolysis conditions to explore the optimal reaction conditions. This study reported an eco-friendly and efficient method, ruthenium ion-catalyzed oxidation, to utilize Guizhou cokes produced from different pyrolysis temperatures for green and value-added chem. production The results indicate that arenecarboxylic acids account for more than 90% of all the oxidation products, in which mellitic acid could be up to more than 70%. Compared with previous studies, this is the highest mellitic acid yield achieved in the oxidation products of fossil resources, indicating that cokes show good performance for the clean production of mellitic acid. The ruthenium ion-catalyzed oxidation product distribution demonstrates that 1,200 °C is a turning point during coking of Guizhou coals and the structure and reactivity of Guizhou coke_1,200 deviate from the expected variation tendency, which is related to the inverse influence of pyrolysis temperatures on condensation degree and ash property of cokes. Effect of pyrolysis temperatures on aromatic structures and reactivity of Guizhou cokes was also discussed further.

Journal of Cleaner Production published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Computed Properties of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Qiu, Yan published the artcileDiscovery of uracil derivatives as potent inhibitors of fatty acid amide hydrolase, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Molecules (2016), 21(2), 229/1-229/11, database is CAplus and MEDLINE.

Fatty Acid Amide Hydrolase (FAAH) is an intracellular serine enzyme involved in the biol. degradation of the fatty acid ethanolamide family of signaling lipids, which exerts neuroprotective, anti-inflammatory, and analgesic properties. In the present study, a conjugated 2,4-dioxo-pyrimidine-1-carboxamide scaffold was confirmed as a novel template for FAAH inhibitors, based on which, a series of analogs had been prepared for an initial structure-activity relationship (SAR) study. Most of the synthesized compounds displayed moderate to significant FAAH inhibitory potency. Among them, compounds 11 and 14 showed better activity than others, with IC₅₀ values of 21 and 53 nM. SAR anal. indicated that 2,4-dioxopyrimidine-1-carboxamides represented a novel class of potent inhibitors of FAAH, and substitution at the uracil ring or replacement of the N-terminal group might favor the inhibitory potency. Selected compounds of this class may be used as useful parent mols. for further investigation.

Molecules published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Wang, Zhenghui published the artcileImaging mRNA expression levels in living cells with PNA·DNA binary FRET probes delivered by cationic shell-crosslinked nanoparticles, Formula: C39H35N5O8, the publication is Organic & Biomolecular Chemistry (2013), 11(19), 3159-3167, database is CAplus and MEDLINE.

Optical imaging of gene expression through the use of fluorescent antisense probes targeted to the mRNA has been an area of great interest. The main obstacles to developing highly sensitive antisense fluorescent imaging agents have been the inefficient intracellular delivery of the probes and high background signal from unbound probes. Binary antisense probes have shown great promise as mRNA imaging agents because a signal can only occur if both probes are bound simultaneously to the mRNA target site. Selecting an accessible binding site is made difficult by RNA folding and protein binding in vivo and the need to bind two probes. Even more problematic, has been a lack of methods for efficient cytoplasmic delivery of the probes that would be suitable for eventual applications in vivo in animals. Herein we report the imaging of iNOS mRNA expression in live mouse macrophage cells with PNA·DNA binary FRET probes delivered by a cationic shell crosslinked knedel-like nanoparticle (cSCK). We first demonstrate that FRET can be observed on in vitro transcribed mRNA with both the PNA probes and the PNA·DNA hybrid probes. We then demonstrate that the FRET signal can be observed in live cells when the hybrid probes are transfected with the cSCK, and that the strength of the FRET signal is sequence specific and depends on the mRNA expression level.

Organic & Biomolecular Chemistry published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C27H39ClN2, Formula: C39H35N5O8.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia