Category: piperidines

Identification of a potent and selective covalent Pin1 inhibitor was written by Pinch, Benika J.;Doctor, Zainab M.;Nabet, Behnam;Browne, Christopher M.;Seo, Hyuk-Soo;Mohardt, Mikaela L.;Kozono, Shingo;Lian, Xiaolan;Manz, Theresa D.;Chun, Yujin;Kibe, Shin;Zaidman, Daniel;Daitchman, Dina;Yeoh, Zoe C.;Vangos, Nicholas E.;Geffken, Ezekiel A.;Tan, Li;Ficarro, Scott B.;London, Nir;Marto, Jarrod A.;Buratowski, Stephen;Dhe-Paganon, Sirano;Zhou, Xiao Zhen;Lu, Kun Ping;Gray, Nathanael S.. And the article was included in Nature Chemical Biology.Name: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid The following contents are mentioned in the article:

Peptidyl-prolyl cis/trans isomerase NIMA-interacting 1 (Pin1) is commonly over-expressed in human cancers, including pancreatic ductal adenocarcinoma (PDAC). While Pin1 is dispensable for viability in mice, it is required for activated Ras to induce tumorigenesis, suggesting a role for Pin1 inhibitors in Ras-driven tumors, such as PDAC. We report the development of rationally designed peptide inhibitors that covalently target Cys113, a highly conserved cysteine located in the Pin1 active site. The inhibitors were iteratively optimized for potency, selectivity and cell permeability to give BJP-06-005-3, a versatile tool compound with which to probe Pin1 biol. and interrogate its role in cancer. In parallel to inhibitor development, we employed genetic and chem.-genetic strategies to assess the consequences of Pin1 loss in human PDAC cell lines. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Name: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Name: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Identification of a potent and selective covalent Pin1 inhibitor was written by Pinch, Benika J.;Doctor, Zainab M.;Nabet, Behnam;Browne, Christopher M.;Seo, Hyuk-Soo;Mohardt, Mikaela L.;Kozono, Shingo;Lian, Xiaolan;Manz, Theresa D.;Chun, Yujin;Kibe, Shin;Zaidman, Daniel;Daitchman, Dina;Yeoh, Zoe C.;Vangos, Nicholas E.;Geffken, Ezekiel A.;Tan, Li;Ficarro, Scott B.;London, Nir;Marto, Jarrod A.;Buratowski, Stephen;Dhe-Paganon, Sirano;Zhou, Xiao Zhen;Lu, Kun Ping;Gray, Nathanael S.. And the article was included in Nature Chemical Biology.HPLC of Formula: 86069-86-5 The following contents are mentioned in the article:

Peptidyl-prolyl cis/trans isomerase NIMA-interacting 1 (Pin1) is commonly over-expressed in human cancers, including pancreatic ductal adenocarcinoma (PDAC). While Pin1 is dispensable for viability in mice, it is required for activated Ras to induce tumorigenesis, suggesting a role for Pin1 inhibitors in Ras-driven tumors, such as PDAC. We report the development of rationally designed peptide inhibitors that covalently target Cys113, a highly conserved cysteine located in the Pin1 active site. The inhibitors were iteratively optimized for potency, selectivity and cell permeability to give BJP-06-005-3, a versatile tool compound with which to probe Pin1 biol. and interrogate its role in cancer. In parallel to inhibitor development, we employed genetic and chem.-genetic strategies to assess the consequences of Pin1 loss in human PDAC cell lines. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5HPLC of Formula: 86069-86-5).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.HPLC of Formula: 86069-86-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Investigating Protein-Ligand Interactions with a Mutant FKBP Possessing a Designed Specificity Pocket was written by Yang, Wu;Rozamus, Leonard W.;Narula, Surinder;Rollins, Carl T.;Yuan, Ruth;Andrade, Lawrence J.;Ram, Mary K.;Phillips, Thomas B.;Van Schravendijk, Marie Rose;Dalgarno, David;Clackson, Tim;Holt, Dennis A.. And the article was included in Journal of Medicinal Chemistry in 2000.HPLC of Formula: 86069-86-5 The following contents are mentioned in the article:

Using structure-based design and protein mutagenesis we have remodeled the FKBP12 ligand binding site to include a sizable, hydrophobic specificity pocket. This mutant (F36V-FKBP) is capable of binding, with low or subnanomolar affinities, novel synthetic ligands possessing designed substituents that sterically prevent binding to the wild-type protein. Using binding and structural anal. of bumped compounds, we show here that the pocket is highly promiscuous-capable of binding a range of hydrophobic alkyl and aryl moieties with comparable affinity. Ligand affinity therefore appears largely insensitive to the degree of occupancy or quality of packing of the pocket. NMR spectroscopic anal. indicates that similar ligands can adopt radically different binding modes, thus complicating the interpretation of structure-activity relationships. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5HPLC of Formula: 86069-86-5).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.HPLC of Formula: 86069-86-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Investigating Protein-Ligand Interactions with a Mutant FKBP Possessing a Designed Specificity Pocket was written by Yang, Wu;Rozamus, Leonard W.;Narula, Surinder;Rollins, Carl T.;Yuan, Ruth;Andrade, Lawrence J.;Ram, Mary K.;Phillips, Thomas B.;Van Schravendijk, Marie Rose;Dalgarno, David;Clackson, Tim;Holt, Dennis A.. And the article was included in Journal of Medicinal Chemistry in 2000.Application In Synthesis of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid The following contents are mentioned in the article:

Using structure-based design and protein mutagenesis we have remodeled the FKBP12 ligand binding site to include a sizable, hydrophobic specificity pocket. This mutant (F36V-FKBP) is capable of binding, with low or subnanomolar affinities, novel synthetic ligands possessing designed substituents that sterically prevent binding to the wild-type protein. Using binding and structural anal. of bumped compounds, we show here that the pocket is highly promiscuous-capable of binding a range of hydrophobic alkyl and aryl moieties with comparable affinity. Ligand affinity therefore appears largely insensitive to the degree of occupancy or quality of packing of the pocket. NMR spectroscopic anal. indicates that similar ligands can adopt radically different binding modes, thus complicating the interpretation of structure-activity relationships. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Application In Synthesis of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application In Synthesis of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Urticaria 12 days after COVID-19 mRNA booster vaccination was written by Wolfson, Anna R.;Freeman, Esther E.;Blumenthal, Kimberly G.. And the article was included in JAMA, the Journal of the American Medical Association in 2022.Name: 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid The following contents are mentioned in the article:

A healthy 27-yr-old woman received a COVID-19 mRNA booster vaccine (Moderna) on Dec. 7, 2021. She had not experienced adverse effects after the first 2 vaccine doses on Jan. 17 and Feb. 5, 2021. Twelve days after the booster vaccination, she developed pruritic wheals on her face and bilateral, transient eyelid swelling. The patient’s urticaria did not resolve with standard-dose fexofenadine (180 mg daily) or with 4 times the standard dose, so montelukast(10 mg nightly) and an addition almidday dose of 360 mg fexofenadine was added. Two weeks after receiving omalizumab,her dermatographism resolved. Fexofenadine was decreased to 180 mg twice daily and continued omalizumab monthly for a total of 3 doses. She was counseled to increase her dose of non-sedating antihistamines starting 3 days prior to another COVID-19 mRNA vaccination. This study involved multiple reactions and reactants, such as 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid (cas: 83799-24-0Name: 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid).

2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid (cas: 83799-24-0) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Name: 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Structure-Activity Relationship and Bioactivity of Short Analogues of ELABELA as Agonists of the Apelin Receptor was written by Tran, Kien;Murza, Alexandre;Sainsily, Xavier;Delile, Eugenie;Couvineau, Pierre;Cote, Jerome;Coquerel, David;Peloquin, Maude;Auger-Messier, Mannix;Bouvier, Michel;Lesur, Olivier;Sarret, Philippe;Marsault, Eric. And the article was included in Journal of Medicinal Chemistry in 2021.SDS of cas: 86069-86-5 The following contents are mentioned in the article:

ELABELA (ELA) is the second endogenous ligand of the apelin receptor (APJ). Although apelin-13 and ELA both target APJ, there is limited information on structure-activity relationship (SAR) of ELA. In the present work, we identified the shortest bioactive C-terminal fragment ELA23-32, which possesses high affinity for APJ (K_i 4.6 nM) and produces cardiorenal effects in vivo similar to those of ELA. SAR studies on conserved residues (Leu25, His26, Val29, Pro30, Phe31, Pro32) show that ELA and apelin-13 may interact differently with APJ. His26 and Val29 emerge as important for ELA binding. Docking and binding experiments suggest that Phe31 of ELA may bind to a tight groove distinct from that of Phe13 of Ape13, while the Phe13 pocket may be occupied by Pro32 of ELA. Further characterization of signaling profiles on the Gα_i1, Gα₁₂, and β-arrestin2 pathways reveals the importance of aromatic residue at the Phe31 or Pro32 position for receptor activation. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5SDS of cas: 86069-86-5).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.SDS of cas: 86069-86-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Structure-Activity Relationship and Bioactivity of Short Analogues of ELABELA as Agonists of the Apelin Receptor was written by Tran, Kien;Murza, Alexandre;Sainsily, Xavier;Delile, Eugenie;Couvineau, Pierre;Cote, Jerome;Coquerel, David;Peloquin, Maude;Auger-Messier, Mannix;Bouvier, Michel;Lesur, Olivier;Sarret, Philippe;Marsault, Eric. And the article was included in Journal of Medicinal Chemistry in 2021.Safety of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid The following contents are mentioned in the article:

ELABELA (ELA) is the second endogenous ligand of the apelin receptor (APJ). Although apelin-13 and ELA both target APJ, there is limited information on structure-activity relationship (SAR) of ELA. In the present work, we identified the shortest bioactive C-terminal fragment ELA23-32, which possesses high affinity for APJ (K_i 4.6 nM) and produces cardiorenal effects in vivo similar to those of ELA. SAR studies on conserved residues (Leu25, His26, Val29, Pro30, Phe31, Pro32) show that ELA and apelin-13 may interact differently with APJ. His26 and Val29 emerge as important for ELA binding. Docking and binding experiments suggest that Phe31 of ELA may bind to a tight groove distinct from that of Phe13 of Ape13, while the Phe13 pocket may be occupied by Pro32 of ELA. Further characterization of signaling profiles on the Gα_i1, Gα₁₂, and β-arrestin2 pathways reveals the importance of aromatic residue at the Phe31 or Pro32 position for receptor activation. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Safety of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Safety of (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Potential COVID-19 Therapies from Computational Repurposing of Drugs and Natural Products against the SARS-CoV-2 Helicase was written by Piplani, Sakshi;Singh, Puneet;Winkler, David A.;Petrovsky, Nikolai. And the article was included in International Journal of Molecular Sciences in 2022.Recommanded Product: 83799-24-0 The following contents are mentioned in the article:

Repurposing of existing drugs is a rapid way to find potential new treatments for SARS-CoV-2. Here, we applied a virtual screening approach using Autodock Vina and mol. dynamic simulation in tandem to screen and calculate binding energies of repurposed drugs against the SARS-CoV-2 helicase protein (non-structural protein nsp13). Amongst the top hits from our study were antivirals, antihistamines, and antipsychotics, plus a range of other drugs. Approx. 30% of our top 87 hits had published evidence indicating in vivo or in vitro SARS-CoV-2 activity. Top hits not previously reported to have SARS-CoV-2 activity included the antiviral agents, cabotegravir and RSV-604; the NK1 antagonist, aprepitant; the trypanocidal drug, aminoquinuride; the analgesic, antrafenine; the anticancer intercalator, epirubicin; the antihistamine, fexofenadine; and the anticoagulant, dicoumarol. These hits from our in silico SARS-CoV-2 helicase screen warrant further testing as potential COVID-19 treatments. This study involved multiple reactions and reactants, such as 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid (cas: 83799-24-0Recommanded Product: 83799-24-0).

2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid (cas: 83799-24-0) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Recommanded Product: 83799-24-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and structural and biological studies of efrapeptin C analogues was written by Jost, Micha;Weigelt, Sven;Huber, Thomas;Majer, Zsuzsanna;Greie, Joerg-Christian;Altendorf, Karlheinz;Sewald, Norbert. And the article was included in Chemistry & Biodiversity in 2007.Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid The following contents are mentioned in the article:

A series of analogs of efrapeptin C, with variations in the central tripeptide epitope Leu-β-Ala-Gly (positions 6-8), were prepared by a combination of solid- and solution-phase peptide syntheses. The conformations of the modified compounds (Xaa⁶-Xaa⁷-Xaa⁸ = Leu-Gly-βAla, β-Ala-Leu-Gly, β³HLeu-Gly-Gly, Leu-β³-HPhe-Gly, Leu-Aib-Gly) were investigated by circular-dichroism (CD) spectroscopy to differentiate between 3₁₀– and α-helical secondary structures. The inhibitory activities of the new compounds towards F₁-ATPase from E. coli were determined Threee modified congeners were less active by one order of magnitude compared to efrapeptin C (K_i 10 μM), and one was completely inactive. Our experiments demonstrate that the flexible, central tripeptide epitope, comprising positions 6-8 in efrapeptin C, is crucial for mol. recognition, even slight sequence modifications being hardly tolerated. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and structural and biological studies of efrapeptin C analogues was written by Jost, Micha;Weigelt, Sven;Huber, Thomas;Majer, Zsuzsanna;Greie, Joerg-Christian;Altendorf, Karlheinz;Sewald, Norbert. And the article was included in Chemistry & Biodiversity in 2007.Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid The following contents are mentioned in the article:

A series of analogs of efrapeptin C, with variations in the central tripeptide epitope Leu-β-Ala-Gly (positions 6-8), were prepared by a combination of solid- and solution-phase peptide syntheses. The conformations of the modified compounds (Xaa⁶-Xaa⁷-Xaa⁸ = Leu-Gly-βAla, β-Ala-Leu-Gly, β³HLeu-Gly-Gly, Leu-β³-HPhe-Gly, Leu-Aib-Gly) were investigated by circular-dichroism (CD) spectroscopy to differentiate between 3₁₀– and α-helical secondary structures. The inhibitory activities of the new compounds towards F₁-ATPase from E. coli were determined Threee modified congeners were less active by one order of magnitude compared to efrapeptin C (K_i 10 μM), and one was completely inactive. Our experiments demonstrate that the flexible, central tripeptide epitope, comprising positions 6-8 in efrapeptin C, is crucial for mol. recognition, even slight sequence modifications being hardly tolerated. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid).

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Recommanded Product: (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem