Tag: 100-200

Inferring the origin of rare fruit distillates from compositional data using multivariate statistical analyses and the identification of new flavour constituents was written by Mihajilov-Krstev, Tatjana M.;Denic, Marija S.;Zlatkovic, Bojan K.;Stankov-Jovanovic, Vesna P.;Mitic, Violeta D.;Stojanovic, Gordana S.;Radulovic, Niko S.. And the article was included in Journal of the Science of Food and Agriculture in 2015.COA of Formula: C11H14O3 This article mentions the following:

BACKGROUND In Serbia, delicatessen fruit alc. drinks are produced from autochthonous fruit-bearing species such as cornelian cherry, blackberry, elderberry, wild strawberry, European wild apple, European blueberry and blackthorn fruits. There are no chem. data on many of these and herein we analyzed volatile minor constituents of these rare fruit distillates. Our second goal was to determine possible chem. markers of these distillates through a statistical/multivariate treatment of the herein obtained and previously reported data. RESULTS Detailed chem. analyses revealed a complex volatile profile of all studied fruit distillates with 371 identified compounds A number of constituents were recognized as marker compounds for a particular distillate. Moreover, 33 of them represent newly detected flavor constituents in alc. beverages or, in general, in foodstuffs. With the aid of multivariate analyses, these volatile profiles were successfully exploited to infer the origin of raw materials used in the production of these spirits. It was also shown that all fruit distillates possessed weak antimicrobial properties. CONCLUSION It seems that the aroma of these highly esteemed wild-fruit spirits depends on the subtle balance of various minor volatile compounds, whereby some of them are specific to a certain type of fruit distillate and enable their mutual distinction. © 2014 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0COA of Formula: C11H14O3).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.COA of Formula: C11H14O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis and SAR studies of 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine derivatives as potent inhibitors of Bloom helicase was written by Rosenthal, Andrew S.;Dexheimer, Thomas S.;Gileadi, Opher;Nguyen, Giang H.;Chu, Wai Kit;Hickson, Ian D.;Jadhav, Ajit;Simeonov, Anton;Maloney, David J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Recommanded Product: 3-Cyanophenylisocyanate This article mentions the following:

Human cells utilize a variety of complex DNA repair mechanisms to combat constant mutagenic and cytotoxic threats from both exogenous and endogenous sources. The RecQ family of DNA helicases, which includes Bloom helicase (BLM), plays an important function in DNA repair by unwinding complementary strands of duplex DNA and atypical DNA structures such as Holliday junctions. Mutations of the BLM gene can result in Bloom syndrome, an autosomal recessive disorder associated with cancer predisposition. BLM-deficient cells exhibit increased sensitivity to DNA damaging agents indicating that a selective BLM inhibitor could be useful in potentiating the anticancer activity of these agents. In this work, we describe the medicinal chem. optimization of the hit mol. following a quant. high-throughput screen of >355,000 compounds These efforts lead to the identification of ML216 and related analogs, which possess potent BLM inhibition and exhibit selectivity over related helicases. Moreover, these compounds demonstrated cellular activity by inducing sister chromatid exchanges, a hallmark of Bloom syndrome. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Recommanded Product: 3-Cyanophenylisocyanate).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Recommanded Product: 3-Cyanophenylisocyanate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Mechanistic Evaluation of Bioorthogonal Decaging with trans-Cyclooctene: The Effect of Fluorine Substituents on Aryl Azide Reactivity and Decaging from the 1,2,3-Triazoline was written by Matikonda, Siddharth S.;Fairhall, Jessica M.;Fiedler, Franziska;Sanhajariya, Suchaya;Tucker, Robert A. J.;Hook, Sarah;Garden, Anna L.;Gamble, Allan B.. And the article was included in Bioconjugate Chemistry in 2018.Recommanded Product: Methyl 4-amino-2,5-difluorobenzoate This article mentions the following:

Bioorthogonal prodrug activation/decaging strategies need to be selective, rapid and release the drug from the masking group upon activation. The rates of the 1,3-dipolar cycloaddition between a trans-cyclooctene (TCO) and a series of fluorine-substituted azido-PABC self-immolative spacers caging two model drugs, and subsequent release from the 1,2,3-triazoline are reported. As the number of fluorine substituents on the PABC linker increases from one to four, the rate of cycloaddition increases by almost one order of magnitude. Using a combination of fluorescence, ¹H/¹⁹F NMR, and computational experiments, we have been able to determine how substituents on the PABC ring can influence the degradation rates and also the product distribution of the 1,2,3-triazoline. We have also been able to determine how these substituents influence the rate of imine hydrolysis and 1,6-self-immolation decaging rates of the generated anilines. The NMR and computational studies demonstrate that fluorine substituents on the aromatic ring lower the transition state energy required for converting the triazoline to the imine or aziridine intermediates via extrusion of diat. nitrogen, and that in the case of a tetrafluoro substituted aromatic ring, it is the imine hydrolysis and 1,6-self-immolation that is rate-limiting. This knowledge further enhances the understanding of factors which influence the stability of triazolines, and enables potential applications of fluorinated aromatics, in particular, perfluorinated aromatics, in synthetic chem. and sustained-release drug delivery systems. In the experiment, the researchers used many compounds, for example, Methyl 4-amino-2,5-difluorobenzoate (cas: 952285-52-8Recommanded Product: Methyl 4-amino-2,5-difluorobenzoate).

Methyl 4-amino-2,5-difluorobenzoate (cas: 952285-52-8) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: Methyl 4-amino-2,5-difluorobenzoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Design and Synthesis of Nonpeptide Inhibitors of Hepatocyte Growth Factor Activation was written by Venukadasula, Phanindra K. M.;Owusu, Benjamin Y.;Bansal, Namita;Ross, Larry J.;Hobrath, Judith V.;Bao, Donghui;Truss, Jackie W.;Stackhouse, Murray;Messick, Troy E.;Klampfer, Lidija;Galemmo, Robert A.. And the article was included in ACS Medicinal Chemistry Letters in 2016.Application In Synthesis of 3-Cyanophenylisocyanate This article mentions the following:

In this letter the authors report first nonpeptide inhibitors of hepatocyte growth factor (HGF) activation. These compounds inhibit the three proteases (matriptase, hepsin, and HGF activator) required for HGF maturation. The authors show that several compounds I [Z = Me, HO, HOCH₂, MeOCH₂] block activation of fibroblast-derived pro-HGF, thus preventing fibroblast-induced scattering of DU145 prostate cancer cells. One of these compounds (SRI 31215) I [Z = Me] is very soluble (91 μM) and has excellent microsome stability (human t_1/2 = 162 min; mouse t_1/2 = 296 min). In mouse I [Z = Me] has an in vivo t_1/2 = 5.8 h following IV administration. The high solubility of I [Z = Me] and IV t_1/2 make this compound a suitable prototype “triplex inhibitor” for the study of the inhibition of HGF activation in vivo. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Application In Synthesis of 3-Cyanophenylisocyanate).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Application In Synthesis of 3-Cyanophenylisocyanate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Discovery of a 1-Methyl-3,4-dihydronaphthalene-Based Sphingosine-1-Phosphate (S1P) Receptor Agonist Ceralifimod (ONO-4641). A S1P₁ and S1P₅ Selective Agonist for the Treatment of Autoimmune Diseases was written by Kurata, Haruto;Kusumi, Kensuke;Otsuki, Kazuhiro;Suzuki, Ryo;Kurono, Masakuni;Komiya, Takaki;Hagiya, Hiroshi;Mizuno, Hirotaka;Shioya, Hiroki;Ono, Takeji;Takada, Yuka;Maeda, Tatsuo;Matsunaga, Norikazu;Kondo, Tetsu;Tominaga, Sachiko;Nunoya, Ken-ici;Kiyoshi, Hidekazu;Komeno, Masaharu;Nakade, Shinji;Habashita, Hiromu. And the article was included in Journal of Medicinal Chemistry in 2017.Category: esters-buliding-blocks This article mentions the following:

The discovery of 1-({6-[(2-methoxy-4-propylbenzyl)oxy]-1-methyl-3,4-dihydronaphthalen-2-yl}methyl)azetidine3-carboxylic acid (I) (13n, ceralifimod, ONO-4641), a sphingosine-1-phosphate (S1P) receptor agonist selective for S1P₁ and S1P₅, is described. While it has been revealed that the modulation of the S1P₁ receptor is an effective way to treat autoimmune diseases such as relapsing-remitting multiple sclerosis (RRMS), it was also reported that activation of the S1P₃ receptor is implicated in some undesirable effects. The authors carried out a structure-activity relationship (SAR) study of hit compound 6 with an amino acid moiety in the hydrophilic head region. Following identification of a lead compound with a dihydronaphthalene central core by inducing conformational constraint, optimization of the lipophilic tail region led to the discovery of I as a clin. candidate that exhibited >30 000-fold selectivity for S1P₁ over S1P₃ and was potent in a peripheral lymphocyte lowering (PLL) test in mice (ED₅₀ = 0.029 mg/kg, 24 h after oral dosing). In the experiment, the researchers used many compounds, for example, Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1Category: esters-buliding-blocks).

Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Biotransformation of phenolic profiles and improvement of antioxidant capacities in jujube juice by select lactic acid bacteria was written by Li, Tianlin;Jiang, Tian;Liu, Ning;Wu, Caiyun;Xu, Huaide;Lei, Hongjie. And the article was included in Food Chemistry in 2021.Formula: C6H10O2 This article mentions the following:

The objective of this study was to investigate the effects of four com. lactic acid bacteria (LAB), namely L. acidophilus, L. casei, L. helveticus and L. plantarum, on the phenolic profiles, antioxidant capacities and flavor profiles of jujube juices prepared from two crop varieties (Ziziphus Jujuba cv. Muzao and Hetian). Results showed that both jujube juices were excellent matrixes for LAB growth with more than 11 log CFU/mL of viable counts at the end of fermentation LAB fermentation dramatically increased total phenolic content, while decreased total flavonoid content of jujube juices. However, antioxidant capacities based on DPPH and FRAP methods were significantly improved by LAB fermentation and pos. correlated with caffeic acid and rutin contents. Furthermore, a total of 74 volatile compounds were identified and increased in total content by LAB fermentation, which resulted in 22 and 19 new flavor volatiles formation in Muzao juice and Hetian juice, resp. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Formula: C6H10O2).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Formula: C6H10O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nucleophilic fluorination of β-ketoester derivatives with HBF₄ was written by Pasceri, Raffaele;Bartrum, Hannah E.;Hayes, Christopher J.;Moody, Christopher J.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate This article mentions the following:

Treating readily available α-diazo-β-keto esters with HBF₄ results in nucleophilic fluorination by the usually inert and stable tetrafluoroborate anion. The resulting α-fluoro-β-ketoesters are highly versatile synthetic intermediates, for example in the preparation of fluoro-heterocycles, as illustrated by the direct formation of fluoro-pyrimidines, -pyrazoles and -coumarins in a single step. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The Willgerodt reaction with 2-acetylthiophene was written by Dann, Otto;Distler, Harry. And the article was included in Chemische Berichte in 1951.Recommanded Product: 19432-68-9 This article mentions the following:

Because the addition of RCH₂CONH₂ (I) (R = S.CH:CH.CH:C throughout the abstract) to the nutrient in the biosynthesis of penicillia gave a product with a highly increased activity and 2-thienylmethylpenicillin showed indications of permanent action, a synthesis of I by the Willgerodt reaction is carried out. Heating 10 g. RCOMe, 18 cc. dioxane, 22 cc. concentrated NH₄OH, 15 g. S, and 12 cc. yellow (NH₄)₂S_x in a bomb within 1 hr. at 142°, keeping the mixture 3.25 hrs. at 142°, raising the temperature the last 1/4 hr. to 152°, evaporating the contents of 3 runs on the water bath, and extracting the residue with hot H₂O gives 68% I, m. 146.5°. Refluxing 700 mg. I in 15 cc. 10% KOH 12 hrs. and acidifying with concentrated HCl give 300 mg. RCH₂CO₂H (II), m. 64°. Refluxing 6 g. II with 30 g. MeOH and 1 g. concentrated HCl 5 hrs. gives 82% RCH₂CO₂Me, b₂₅ 119-22°, n_D^19.5 1.5243. Adding dropwise 86 g. SnCl₄ over a period of 2 hrs. to 37.3 g. 2,5-dimethylthiophene, 26 g. AcCl, and 400 g. C₆H₆ with ice-NaCl cooling and stirring, and stirring the mixture 3 hrs. at 25-30° give 91% (with AlCl₃ in CS₂, 60%) 2,5-dimethyl-3-acetylthiophene (III), b₈ 96-105°, n_D²⁴ 1.5404 (semicarbazone, m. 211°). Refluxing 4.5 hrs. 132 g. III, 120 g. morpholine, and 45 g. S, pouring the mixture into 100 cc. EtOH-Me₂CO (1:1), and cooling with ice-NaCl give 56.8% 3-(2,5-dimethylthienyl)thioacetomorpholide (IV), shiny slightly yellow leaflets, m. 76°. Refluxing 12 hrs. 124 g. IV with 120 g. KOH in 1.2 l. MeOH, evaporating the mixture on a water bath to dryness, dissolving the residue in 700 cc. hot H₂O, washing the solution with CS₂ and ether, and acidifying with dilute H₂SO₄ give 50% 3-(2,5-dimethylthienyl)acetic acid, b_2.6 152-3°. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Recommanded Product: 19432-68-9).

Methyl 2-thienylacetate (cas: 19432-68-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: 19432-68-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Effect of Saccharomyces and non-Saccharomyces native yeasts on beer aroma compounds was written by Larroque, M. N.;Carrau, F.;Farina, L.;Boido, E.;Dellacassa, E.;Medina, K.. And the article was included in International Journal of Food Microbiology in 2021.Reference of 706-14-9 This article mentions the following:

Recently, the increase in microbreweries and the consequent production of craft beers have reached exponential growth. The interest in non-conventional yeasts for innovation and a unique selling feature in beer fermentation is increasing. This work studied the autochthonous Saccharomyces and non-Saccharomyces yeasts, isolated from various food sources, with the ability to modify and improve the fermentative and aromatic profiles during alc. fermentation The ability to ferment maltose and produce desirable aroma compounds were considered as the key characters for the screening selection. A synthetic beer wort was developed for this purpose, to simulate beer wort composition A total of forty-seven yeast strains belonging to different genera were analyzed according to their fermentation profile, volatile compounds production and sensory anal. Three native strains of Saccharomyces cerevisiae, Zygoascus meyerae and Pichia anomala were selected to evaluate their aromatic profile in single and mixed fermentations The strains produced 4-vinylguaiacol, β-phenylethyl alc., and isoamyl alc. at levels significantly above the sensory threshold, making them interesting for wheat and blond craft beer styles. The native Hanseniaspora vineae was also included in a co-fermentation treatment, resulting in a promising yeast to produce fruity beers. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Reference of 706-14-9).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Reference of 706-14-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Study on the key volatile compounds and aroma quality of jasmine tea with different scenting technology was written by An, Huimin;Ou, Xingchang;Zhang, Yangbo;Li, Shi;Xiong, Yifan;Li, Qin;Huang, Jianan;Liu, Zhonghua. And the article was included in Food Chemistry in 2022.SDS of cas: 105-87-3 This article mentions the following:

The aroma quality of jasmine tea refers to the strength and freshness of jasmine fragrance and its coordination with tea aroma, which is regulated by various volatile compounds In this study, seventy volatile compounds of jasmine tea scented by different scenting technol. were analyzed qual. and quant. by gas chromatog.-mass spectrometry (GC-MS). And seven compounds were identified as the key volatile compounds by weighted gene co-expression network anal. (WGCNA), orthogonal partial least squares discriminant anal. (OPLS-DA) and odor activity value (OAV). According to the equation describing seven key volatile compounds and quality of jasmine tea, the optimal scenting technol. was obtained, i.e., the amount of flowers (AF) was 65-78%, scenting time (ST) was 15-17 h, and scenting temperature (SW) was 35-40°C. This study lays a foundation for the study of aroma characteristics of jasmine tea, and guides enterprises to improve jasmine tea processing technol. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3SDS of cas: 105-87-3).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.SDS of cas: 105-87-3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics