Category: 324017-21-2

Tressler, Caitlin M.; Zondlo, Neal J. published their research in Organic Letters on December 16 ,2016. The article was titled 《Synthesis of Perfluoro-tert-butyl Tyrosine, for Application in 19F NMR, via a Diazonium-Coupling Reaction》.Formula: C24H22N2O4 The article contains the following contents:

A practical synthesis of the novel highly fluorinated amino acid Fmoc-perfluoro-tert-Bu tyrosine was developed. The sequence proceeds in two steps from com. available Fmoc-4-NH2-phenylalanine via diazotization followed by diazonium coupling reaction with perfluoro-tert-butanol. In peptides, perfluoro-tert-Bu tyrosine was detected in 30 s by NMR spectroscopy at 500 nM peptide concentration due to nine chem. equivalent fluorines that are a sharp singlet by 19F NMR. Perfluoro-tert-Bu ether has an estimated σp Hammett substituent constant of +0.30. In addition to this study using Fmoc-D-Phe(4-NH2)-OH, there are many other studies that have used Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2Formula: C24H22N2O4) was used in this study.

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Formula: C24H22N2O4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Feng, Siliang; Li, Senhao; Kang, Xiaoyu; Liu, Keliang published an article in Journal of Chemical Research. The title of the article was 《One step synthesis of biotinylated amino acids》.COA of Formula: C24H22N2O4 The author mentioned the following in the article:

A rapid method is reported for the preparation of biotinylated 4-amino-D-phenylalanine(D-Aph) with Fmoc (Fmoc = 9-fluorenylmethoxycarbonyl) as the protecting group at the α-amino. Different coupling reagents and conditions were studied to get the biotinylated compound Coupling reagents like 1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-oxide hexafluorophosphate and BOP were found to be very efficient. Biotinylated Boc-L-Aph and biotinylated Fmoc-L-lysine were also successfully prepared by this method. In the part of experimental materials, we found many familiar compounds, such as Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2COA of Formula: C24H22N2O4)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. COA of Formula: C24H22N2O4 The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jiang, Guangcheng; Stalewski, Jacek; Galyean, Robert; Dykert, John; Schteingart, Claudio; Broqua, Pierre; Aebi, Audrey; Aubert, Michel L.; Semple, Graeme; Robson, Peter; Akinsanya, Karen; Haigh, Robert; Riviere, Pierre; Trojnar, Jerzy; Junien, Jean Louis; Rivier, Jean E. published an article on February 1 ,2001. The article was titled 《GnRH Antagonists: A New Generation of Long Acting Analogues Incorporating p-Ureido-phenylalanines at Positions 5 and 6》, and you may find the article in Journal of Medicinal Chemistry.HPLC of Formula: 324017-21-2 The information in the text is summarized as follows:

A series of antagonists of gonadotropin-releasing hormone (GnRH) of the general formula Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph/4Amf(P)-D4Aph/D4Amf(Q)-Leu-ILys-Pro-DAla-NH2 was synthesized, characterized, and screened for duration of inhibition of LH release in a castrated male rat assay. Selected analogs were tested in a reporter gene assay (IC50 and pA2) and an in vitro histamine release assay. P and Q contain urea/carbamoyl functionalities designed to increase potential intra- and intermol. hydrogen bonding opportunities for structural stabilization and peptide/receptor interactions, resp. These substitutions resulted in analogs with increased hydrophilicity and a lesser propensity to form gels in aqueous solution than azaline B [Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(Atz)-D4Aph(Atz)-Leu-ILys-Pro-DAla-NH2; Atz = 3′-amino-1H-1′,2′,4′-triazol-5′-yl], and in some cases they resulted in a significant increase in duration of action after s.c. administration. Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(L-hydroorotyl)-D4Aph(carbamoyl)-Leu-ILys-Pro-DAla-NH2 (acetate salt is FE200486) (I) and eight other congeners (20, 35, 37, 39, 41, 45-47) were identified that exhibited significantly longer duration of action than acyline [Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(Ac)-D4Aph(Ac)-Leu-ILys-Pro-DAla-NH2] (6) when administered s.c. in castrated male rats at a dose of 50 μg in 100 μL of phosphate buffer. No correlation was found between retention times on a C18 reverse phase column using a triethylammonium phosphate buffer at pH 7.0 (a measure of hydrophilicity) or affinity in an in vitro human GnRH report gene assay (pA2) and duration of action. I was selected for preclin. studies, and some of its properties were compared to those of other clin. candidates. In the intact rat, ganirelix, abarelix, azaline B, and I inhibited plasma testosterone for 1, 1, 14, and 57 days, resp., at 2 mg/kg s.c. in 5% mannitol (injection volume = 20 μL). Based on the information that I, 33, 35 and 37 were significantly shorter acting than acyline or azaline B after i.v. administration (100 μg/rat), we surmised that the very long duration of action of the related I (for example) was likely due to unique physicochem. properties such as solubility in aqueous milieu, comparatively low propensity to form gels, and ability to diffuse at high concentrations in a manner similar to that described for slow release formulations of peptides. Indeed, in rats injected s.c. with I (2 mg/kg), plasmatic concentrations of I remained above 5 ng/mL until day 41, and the time after which they dropped below 3 ng/mL and plasma LH levels started rising until full recovery was reached at day 84 with levels of I hovering around 1 ng/mL. Addnl., I was less potent at releasing histamine from isolated rat mast cells than any of the GnRH antagonists presently described in preclin. reports. In the experiment, the researchers used many compounds, for example, Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2HPLC of Formula: 324017-21-2)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.HPLC of Formula: 324017-21-2Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Recommanded Product: 324017-21-2On November 13, 2017 ,《Library design-facilitated high-throughput sequencing of synthetic peptide libraries》 appeared in ACS Combinatorial Science. The author of the article were Vinogradov, Alexander A.; Gates, Zachary P.; Zhang, Chi; Quartararo, Anthony J.; Halloran, Kathryn H.; Pentelute, Bradley L.. The article conveys some information:

A methodol. to achieve high-throughput de novo sequencing of synthetic peptide mixtures is reported. The approach leverages shotgun nanoliquid chromatog. coupled with tandem mass spectrometry-based de novo sequencing of library mixtures (up to 2000 peptides) as well as automated data anal. protocols to filter away incorrect assignments, noise, and synthetic side-products. For increasing the confidence in the sequencing results, mass spectrometry-friendly library designs were developed that enabled unambiguous decoding of up to 600 peptide sequences per h while maintaining greater than 85% sequence identification rates in most cases. The reliability of the reported decoding strategy was addnl. confirmed by matching fragmentation spectra for select authentic peptides identified from library sequencing samples. The methods reported here are directly applicable to screening techniques that yield mixtures of active compounds, including particle sorting of one-bead one-compound libraries and affinity enrichment of synthetic library mixtures performed in solution In the part of experimental materials, we found many familiar compounds, such as Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2Recommanded Product: 324017-21-2)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.Recommanded Product: 324017-21-2Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Synthesis and antiageing properties of antioxidant pseudopeptides designed based on the bioisostere principle》 was published in Archiv der Pharmazie (Weinheim, Germany) in 2019. These research results belong to Li, Yanbing; Zhang, Chao; Wang, Huailing; Zhou, Fan; Liu, Jie; Tang, Yinying; Jiang, Zhenlei; Liu, Zhijun; Chen, Heru. COA of Formula: C24H22N2O4 The article mentions the following:

Nineteen antioxidant pseudopeptides were designed and synthesized. They were confirmed as mild antioxidants, in which L1-11 was the most active antioxidant with a cellular antioxidant activity (CAA) value of 5.65 ± 0.64 μmol QE/g, and L1-12 was the second most active one (5.58 ± 0.66 μmol QE/g). The existence of nonnatural amino acids in L1-12 increased its stability. Pretreatment with L1-12 dose-dependently extended the lifespan of Caenorhabditis elegans. L1-12 improved resistance against UVB irradiation, oxidative stress induced by paraquat, and thermal shock. It decreased the reactive oxygen species level and upregulated the superoxide dismutase activity inside C. elegans. This pseudopeptide sensitively enhanced the expressions of the Cat-1 and Nhr-8 genes to reduce oxidative damage, leading to an extension of the lifespan. All the evidence support that L1-12 may probably be a potential antiageing agent. In the part of experimental materials, we found many familiar compounds, such as Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2COA of Formula: C24H22N2O4)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.The C-O bonds that comprise simple ethers are strong. COA of Formula: C24H22N2O4 They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of C24H22N2O4On November 30, 2016 ,《Synthesis of new tetrazolyl derivatives of L- and D-phenylalanine》 appeared in Russian Journal of Organic Chemistry. The author of the article were Tolstyakov, V. V.; Tolstobrova, E. S.; Zarubina, O. S.; Popova, E. A.; Protas, A. V.; Chuprun, S. S.; Trifonov, R. E.. The article conveys some information:

(2S)- and (2R)-3-[4-(1H-Tetrazol-1-yl)phenyl]-2-aminopropionic acids were synthesized starting from L- and D-phenylalanine via azidation of Pr esters of (2S)- and (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-aminophenyl)propionic acids. The experimental process involved the reaction of Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2Synthetic Route of C24H22N2O4)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Synthetic Route of C24H22N2O4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Recommanded Product: 324017-21-2On September 20, 2021 ,《Fluorosulfuryl Isocyanate Enabled SuFEx Ligation of Alcohols and Amines》 was published in Angewandte Chemie, International Edition. The article was written by Sun, Shoujun; Gao, Bing; Chen, Junyu; Sharpless, K. Barry; Dong, Jiajia. The article contains the following contents:

Fluorosulfuryl isocyanate (FSI, FSO2NCO) is established as a reliable bis-electrophilic linker for stepwise attachment of an alc. bearing module to an amine bearing module and thence a new module RO-C(=O)-NH-SO2-NR1R2 e.g., I is created. FSI’s isocyanate motif fuses directly and quickly with alcs. and phenols, affording fluorosulfuryl carbamates in nearly quant. yield. A new reagent and process to deliver the FSI-derived fluorosulfuryl carbamate fragment to amines are also developed. The resulting SVI-F motifs from step-1 are remarkably stable, given the great structural complexities in diverse products. In the step-2 reaction with amines, the best yield of the S-N linked products arise with water alone. This “”on water”” interfacial reactivity phenomenon is crucial, revealing the latent reactivity of SVI-F probe for potential covalent capture of proteins in vivo which is important in today’s drug discovery. The scope of the SuFEx chem. is largely expanded thereby and the facile entry to these phosphate-like connections should prove useful to click chem. across diverse fields. In the part of experimental materials, we found many familiar compounds, such as Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2Recommanded Product: 324017-21-2)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Recommanded Product: 324017-21-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem