Day: November 22, 2022

Peptide thioacylation with high stereochemical preservation was written by Hoeg-Jensen, Thomas;Holm, Arne;Sorensen, Hilmer. And the article was included in Synthesis in 1996.Quality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) The following contents are mentioned in the article:

A dipeptide thioamide model system, Boc-Leu-ψ[CSNH]-Met-OMe, was used for evaluating the preservation of amino acid stereochem. during thioacylation utilizing amino monothio acids. The LL and DL peptide diastereomers were separated by use of high performance capillary electrophoresis (micellar electrokinetic capillary chromatog.). This thioacylation method combines monothio acids with coupling reagents of the PyBOP-family for generating active thiono esters with low-levels of enantiomerization (<2%). The best results in terms of stereochem. preservation and yield were obtained with PyNOP, a 6-nitro analog of PBOP. The successful activation of thiobenzoic acid with all 4 coupling reagents extended the scope of the method to include aryl monothio acids. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Quality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.Quality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Design of new small cyclic melanocortin receptor-binding peptides using molecular modeling: role of the His residue in the melanocortin peptide core was written by Prusis, Peteris;Muceniece, Ruta;Mutule, Ilze;Mutulis, Felikss;Wikberg, Jarl E. S.. And the article was included in European Journal of Medicinal Chemistry in 2001.Related Products of 156311-83-0 The following contents are mentioned in the article:

The conserved core, His-Phe-Arg-Trp, of melanocyte stimulating hormones (MSH) was probed by comparing a cyclic pentapeptide, cyclo(His-D-Phe-Arg-Trp-Gly), with three structurally similar cyclic peptides, cyclo(Asn-D-Phe-Arg-Trp-Gly), cyclo(D-Phe-Arg-Trp-Glu)-OH, and cyclo(D-Phe-Arg-Trp-Glu)-NH₂, but lacking in His. All three peptides bound to the MC₁, MC₃, MC₄ and MC₅ receptors with similar affinities. Mol. modeling indicated that the 3D structure of the DPhe-Arg-Trp of all three peptides were closely similar. The data showed that the His residue of the small rigid cyclic MSH core peptides does not participate in binding with the melanocortin receptors. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Related Products of 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeRelated Products of 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Proton Transfer Reactions of Triazol-3-ylidenes: Kinetic Acidities and Carbon Acid pK_a Values for Twenty Triazolium Salts in Aqueous Solution was written by Massey, Richard S.;Collett, Christopher J.;Lindsay, Anita G.;Smith, Andrew D.;O’Donoghue, AnnMarie C.. And the article was included in Journal of the American Chemical Society in 2012.Electric Literature of C11H12BF4N3O The following contents are mentioned in the article:

Second-order rate constants have been determined for deuteroxide ion-catalyzed exchange of the C(3)-proton for deuterium, k_DO (M^-1 s^-1), of a series of 20 triazolium salts in aqueous solution at 25 °C and ionic strength I = 1.0 (KCl). Evidence is presented that the rate constant for the reverse protonation of the triazol-3-ylidenes by solvent water is close to that for dielec. relaxation of solvent (10¹¹ s^-1). These data enabled the calculation of carbon acid pK_a values in the range 16.5-18.5 for the 20 triazolium salts. PD rate profiles for deuterium exchange of the triazolium salts reveal that protonation at nitrogen to give dicationic triazolium species occurs under acidic conditions, with estimates of pK_a^N1 = -0.2 to 0.5. This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0Electric Literature of C11H12BF4N3O).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeElectric Literature of C11H12BF4N3O

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

3-Nitro-1,2,4-triazol-1-yl-tris(pyrrolidin-1-yl)phosphonium hexafluorophosphate (PyNTP) as a condensing reagent for solid-phase peptide synthesis was written by Saito, Keita;Wada, Takeshi. And the article was included in Tetrahedron Letters in 2014.Reference of 156311-83-0 The following contents are mentioned in the article:

Solid-phase oligopeptide synthesis has been well developed and most short oligo-peptides can now be easily synthesized. However, when a desired oligopeptide forms a secondary structure or includes less reactive amino acids such as aminoisobutyric acid, its terminal amino groups become less reactive and synthesis of the desired oligo-peptides becomes difficult. To expand the number of synthetic peptide sequences, we have developed efficient coupling conditions using 3-nitro-l,2,4-triazol-l-yl-tris(pyrrolidin-1-yl)phosphonium hexafluorophosphate (PyNTP) as a highly reactive condensing reagent on an un-swellable solid support. PyNTP demonstrated higher reactivity than conventional condensing reagents and the optical purity of the synthesized oligo-peptides was sufficiently high for application to general oligopeptide synthesis. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Reference of 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeReference of 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Thermal Stability Assessment of Peptide Coupling Reagents Commonly Used in Pharmaceutical Manufacturing was written by Sperry, Jeffrey B.;Minteer, Christopher J.;Tao, JingYa;Johnson, Rebecca;Duzguner, Remzi;Hawksworth, Michael;Oke, Samantha;Richardson, Paul F.;Barnhart, Richard;Bill, David R.;Giusto, Robert A.;Weaver, John D.. And the article was included in Organic Process Research & Development in 2018.Name: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) The following contents are mentioned in the article:

Amide couplings are one of, if not the most common, chem. reactions performed in the pharmaceutical industry. Many amide bonds are generated with the help of highly active peptide coupling reagents. These reagents garnered wide use in the pharmaceutical industry, but many contain high-energy functional groups. As a result, significant time is spent assessing the thermal stability of these reagents before scale-up commences. This work assessed the thermal stability of 45 common peptide coupling reagents by differential scanning calorimetry and accelerating rate calorimetry. Those compounds flagged as potentially impact-sensitive or potentially explosive were tested by drop-hammer and explosivity screening techniques. The data are presented to drive development of these reactions toward the use of one of the more thermally stable reagents. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Name: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Due to the structural characteristics, both 1,2,3- and 1,2,4-triazoles are able to accommodate a broad range of substituents (electrophiles and nucleophiles) around the core structures and pave the way for the construction of diverse novel bioactive molecules.Name: ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Total synthesis of anti-tuberculosis natural products Ilamycins E₁ and F was written by Cheng, Yingying;Tang, Shoubin;Guo, Yian;Ye, Tao. And the article was included in Organic Letters in 2018.Reference of 156311-83-0 The following contents are mentioned in the article:

The first total synthesis of the potent anti-tuberculosis cyclopeptide natural products Ilamycins E₁ and F was achieved. This highly convergent strategy consists of the synthesis of the two units (I) (Teoc = CO₂(CH₂)₂TMS) and (II) (TBDPS = tert-butyltriphenylsilyl; TMSE = O(CH₂)₂TMS) and linking them together to form the macrocyclic lactam. The upper unit I was prepared from tryptophan in five steps, and the lower unit II was prepared from glutamic acid in thirteen steps. Conversion of Ilamycin F, the most abundant of the cyclopeptides, into the more active congener, Ilamycin E₁, was also accomplished. This would provide sufficient material of Ilamycin E₁ for more extensive biol. studies. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Reference of 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Reference of 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Total Synthesis of Chloptosin was written by Oelke, Alexander J.;France, David J.;Hofmann, Tatjana;Wuitschik, Georg;Ley, Steven V.. And the article was included in Angewandte Chemie, International Edition in 2010.SDS of cas: 156311-83-0 The following contents are mentioned in the article:

Total synthesis of chloptosin has been achieved in 30 steps (17 steps in the longest linear sequence) and in 4 % overall yield from azodicarboxylate. Especially pleasing, during this work we developed a versatile enantioselective organo-catalytic route to piperazic acids that employs a new differentially substituted (Boc and Troc) azodicarboxylate, to generate orthogonally protected piperazic acid building blocks in multigram quantities in a short and efficient sequence (> 80 % from cheap com. achiral starting materials). Furthermore, a Stille reaction was used successfully to couple two sterically demanding o-chloropyrroloindoles. Following this readily modifiable route, a new generation of analogs for biol. testing can be realized that could provide valuable new information concerning the mechanism of action of this structurally interesting mol. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0SDS of cas: 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. The triazole ring is a relatively stable functional group, and the triazole bond can be used for a variety of applications, such as replacing the phosphate backbone of DNA. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.SDS of cas: 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Development of a Diastereoselective Phosphorylation of a Complex Nucleoside via Dynamic Kinetic Resolution was written by Tran, Kristy;Beutner, Gregory L.;Schmidt, Michael;Janey, Jacob;Chen, Ke;Rosso, Victor;Eastgate, Martin D.. And the article was included in Journal of Organic Chemistry in 2015.Computed Properties of C17H27F6N7OP2 The following contents are mentioned in the article:

The development of a diastereoselective nucleoside phosphorylation is described, which produces a single isomer of a complex nucleoside monophosphate prodrug. A stable phosphoramidic acid derivative is coupled to the nucleoside, in a process mediated by HATU and quinine, to deliver the coupled product in high chem. yield and good diastereoselectivity. This unusual process was shown to proceed through a dynamic kinetic resolution of a 1:1 mixture of activated phosphonate ester diastereoisomers. The optimized conditions afforded the product with a combined [S,S(P)] and [S,R(P)] in-process yield of 89% and a ∼ 7:1 [S,S(P):S,R(P)] diastereomeric ratio. Isolation of the major isomer was facilitated by single crystallization from anisole, where the product was obtained in 57% isolated yield, excellent purity (>95%), and a high diastereomeric ratio (>50:1). This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Computed Properties of C17H27F6N7OP2).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Computed Properties of C17H27F6N7OP2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Solid phase and solution synthesis of NvocLys(CO(CH₂)₅NH-NBD)OCH₂CN, a trifunctional fluorescent lysine derivative was written by Patkar, Kshitij A.;Highsmith, W. Edward;Aldrich, Jane V.. And the article was included in Amino Acids in 2009.Related Products of 156311-83-0 The following contents are mentioned in the article:

Herein, the authors describe a general strategy for the facile synthesis of a multifunctional amino acid derivative bearing both fluorescent and photolabile groups such as the lysine derivative Nvoc-Lys[CO(CH₂)₅NHNBD]-OCH₂CN (1) that can be used as a biophys. tool for studying protein structure. The synthetic strategy involves functionalization of the amine groups while the amino acid is attached to a solid support, followed by esterification of the carboxylic acid in solution The solid support protects the carboxylic acid, preventing a side reaction associated with the synthesis in solution and obviating the need for chromatog. purification of several intermediates. This synthetic strategy can be used for the preparation of a variety of amino acid derivatives with unusual α-amine and side chain functionalities. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Related Products of 156311-83-0).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Related Products of 156311-83-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Chemical synthesis of the lantibiotic Lacticin 481 reveals the importance of lanthionine stereochemistry was written by Knerr, Patrick J.;van der Donk, Wilfred A.. And the article was included in Journal of the American Chemical Society in 2013.Quality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) The following contents are mentioned in the article:

Lantibiotics are a family of antibacterial peptide natural products characterized by the post-translational installation of the thioether-containing amino acids lanthionine and methyllanthionine. Until recently, only a single naturally occurring stereochem. configuration for each of these cross-links was known. The discovery of lantibiotics with alternative lanthionine and methyllanthionine stereochem. has prompted an investigation of its importance to biol. activity. Here, solid-supported chem. synthesis enabled the total synthesis of the lantibiotic lacticin 481 and analogs containing cross-links with non-native stereochem. configurations. Biol. evaluation revealed that these alterations abolished the antibacterial activity in all of the analogs, revealing the critical importance of the enzymically installed stereochem. for the biol. activity of lacticin 481. This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Quality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)).

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeQuality Control of ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V)

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics