Tag: M.W=250-300

Szczepanska, Elzbieta published the artcileEfficient method for the concentration determination of Fmoc groups incorporated in the core-shell materials by Fmoc-glycine, Computed Properties of 35661-58-6, the publication is Molecules (2020), 25(17), 3983, database is CAplus and MEDLINE.

In this paper, we described the synthesis procedure of TiO2@SiO2 core-shell modified with 3-(aminopropyl)trimethoxysilane (APTMS). The chem. attachment of Fmoc-glycine (Fmoc-Gly-OH) at the surface of the core-shell structure was performed to determine the amount of active amino groups on the basis of the amount of Fmoc group calculation We characterized nanostructures using various methods: transmission electron microscope (TEM), SEM (SEM), Fourier-transform IR spectroscopy (FTIR), thermogravimetric anal. (TGA) and XPS to confirm the modification effectiveness. The UV-visible spectroscopy (UV-vis) measurement was adopted for the quant. determination of amino groups present on the TiO2@SiO2 core-shell surface by determination of Fmoc substitution. The nanomaterials were functionalized by Fmoc-Gly-OH and then the fluorenylmethyloxycarbonyl (Fmoc) group was cleaved using 20% (ν/ν) solution of piperidine in DMF. This reaction led to the formation of a dibenzofulvene-piperidine adduct enabling the estimation of free Fmoc groups by measurement the maximum absorption at 289 and 301 nm using UV-vis spectroscopy. The calculations of Fmoc loading on core-shell materials was performed using different molar absorption coefficient: 5800 and 6089 dm3 x mol-1 x cm-1 for λ = 289 nm and both 7800 and 8021 dm3 x mol-1 x cm-1 for λ = 301 nm. The obtained results indicate that amount of Fmoc groups present on TiO2@SiO2-(CH2)3-NH2 was calculated at 6 to 9μmol/g. Furthermore, all measurements were compared with Fmoc-Gly-OH used as the model sample.

Molecules published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C7H13NO2, Computed Properties of 35661-58-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Puckett, James W. published the artcileMicrowave Assisted Synthesis of Py-Im Polyamides, Recommanded Product: 1-((9H-Fluoren-9-yl)methyl)piperidine, the publication is Organic Letters (2012), 14(11), 2774-2777, database is CAplus and MEDLINE.

Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chem. on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several addnl. coupling steps.

Organic Letters published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Recommanded Product: 1-((9H-Fluoren-9-yl)methyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Fidecka, Katarzyna published the artcileQuantification of amino groups on halloysite surfaces using the Fmoc-method, Category: piperidines, the publication is RSC Advances (2020), 10(24), 13944-13948, database is CAplus and MEDLINE.

The functionalization of halloysite nanotube (HNT) surfaces with aminosilanes is an important strategy for their further decoration with organic mols. to obtain hybrid inorganic-organic nanoarchitectures to be used in catalysis and drug delivery. The exact quantification of amino groups on the surface is an important aspect in view of the obtainment of systems with a known number of loaded mols. In the present study, we describe a simple and reliable method for the correct quantification of groups present on HNT surfaces after their reaction with aminopropyltriethoxysilane (APTES). This method, applied for the first time to HNT chem., was based on the use of Fmoc groups as probes covalently bound to APTES and quantified by UV-Vis after release from the HNT-APTES-Fmoc system. Interestingly, this method showed great accordance with the already employed quant. thermogravimetric anal. (TGA), with some benefits such as simple and non-destructive procedure, besides the possibility to monitor the deprotection reaction.

RSC Advances published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Bevan, Thomas W. published the artcileA colorful azulene-based protecting group for carboxylic acids, SDS of cas: 35661-58-6, the publication is Tetrahedron (2018), 74(24), 2942-2955, database is CAplus.

An intensely blue-colored protecting group for carboxylic acids has been developed. The protecting group is introduced through Steglich esterification that couples 6-(2-hydroxyethyl)azulene (AzulE) and the carboxylic acid substrate RC(O)OH (R = cyclohexyl, (E,E)-CH₃CH=CH-CH=CH, ([(9H-fluoren-9-ylmethoxy)carbonyl]amino)methyl, etc.). Deprotection is effected under basic conditions by the addition of the amidine base DBU, whereupon cleavage occurs, accompanied by a color change. A two-step deprotection methodol. comprising activation with oxalyl chloride and deprotection with a very mild base was developed for use with base-sensitive substrates. The AzulE esters I were found to be compatible with other commonly employed protecting groups – silyl ethers, MOM acetals – by studying their orthogonal and concomitant deprotections. The stability of the new protecting group towards various synthetic processes – oxidation, reduction, cross-coupling, olefination and treatment with base – provided the basis of a versatility profile. This indicated that AzulE esters are sensitive to strongly oxidizing and basic agents while being compatible with reducing conditions and selected other reactions. The convenience of a highly colored protecting group for tracking material (and avoiding loss of compound) through laboratory processes warrants further investigation of this and/or related species.

Tetrahedron published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, SDS of cas: 35661-58-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Babaev, E. V. published the artcileBasic techniques of working on a solid phase: From ABC of the peptide synthesis to libraries of non-natural amino acids, COA of Formula: C19H21N, the publication is Russian Journal of General Chemistry (2010), 80(12), 2572-2589, database is CAplus.

Libraries of hardly available amino acids bearing a heteroaromatic ring (2-pyrimidyl, substituted 2-pyridyl or 2-thiazolyl) at the amino group were prepared using solid-phase synthesis on various resins. The synthesized compounds are structurally similar to some known antidiabetic drugs. The paper combines features of a review (elementary introduction to the solid-phase synthesis methodol. and technique for beginners and selected methods from peptide chem.) and step-by-step exptl. protocols (tested by the authors) useful as a methodic tool. The presented protocols (immobilization and modification of amino acids, placing and removal of common protective groups) require no sophisticated equipment and may be useful as pictorial introductory tasks for students education.

Russian Journal of General Chemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, COA of Formula: C19H21N.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Rubach, Jon K. published the artcileThe Amino-Acid Substituents of Dipeptide Substrates of Cathepsin C Can Determine the Rate-Limiting Steps of Catalysis, Safety of 1-((9H-Fluoren-9-yl)methyl)piperidine, the publication is Biochemistry (2012), 51(38), 7551-7568, database is CAplus and MEDLINE.

We examined the cathepsin C-catalyzed hydrolysis of dipeptide substrates of the form Yaa-Xaa-AMC, using steady-state and pre-steady-state kinetic methods. The substrates group into three kinetic profiles based upon the broad range observed for k_cat/K_a and k_cat values, pre-steady-state time courses, and solvent kinetic isotope effects (sKIEs). The dipeptide substrate Gly-Arg-AMC displayed large values for k_cat/K_a (1.6±0.09 μM^-1 s^-1) and k_cat (255±6 s^-1), an inverse sKIE on k_cat/K_a (^D(k_cat/K_a) = 0.6±0.15), a modest, normal sKIE on k_cat (^Dk_cat = 1.6±0.2), and immeasurable pre-steady-state kinetics, indicating an extremely fast pre-steady-state rate (>400 s^-1). (Errors on fitted values are omitted in the text for clarity but may be found in Table 2.). These results conformed to a kinetic model where the acylation (k_ac) and deacylation (k_dac) half-reactions are very fast and similar in value. The second substrate type, Gly-Tyr-AMC and Ser-Tyr-AMC, the latter the subject of a comprehensive kinetic study (Schneck et al. (2008) Biochem. 47, 8697-8710), were found to be less active substrates compared to Gly-Arg-AMC, with resp. k_cat/K_a values of 0.49±0.07 μM^-1 s^-1 and 5.3±0.5 μM^-1 s^-1, and k_cat values of 28±1 s^-1 and 25±0.5 s^-1. Solvent kinetic isotope effects for Ser-Tyr-AMC were found to be inverse for k_cat/K_a (^D(k_cat/K_a) = 0.74±0.05) and normal for k_cat (^Dk_cat = 2.3±0.1) but unlike Gly-Arg-AMC, pre-steady-state kinetics of Gly-Tyr-AMC and Ser-Tyr-AMC were measurable and characterized by a single-exponential burst, with fast transient rates (490 s^-1 and 390 s^-1, resp.), from which it was determined that k_ac ≫ k_dac ∼ k_cat. The third substrate type, Gly-Ile-AMC, gave very low values of k_cat/K_a (0.0015±0.0001 μM^-1 s^-1) and k_cat (0.33±0.02 s^-1), no sKIEs, (^D(k_cat/K_a) = 1.05±0.5 and ^Dk_cat = 1.06±0.4), and pre-steady-state kinetics exhibited a discernible, but negligible, transient phase. For this third class of substrate, kinetic modeling was consistent with a mechanism in which k_dac > k_ac ∼ k_cat, and for which an isotope-insensitive step in the acylation half-reaction is the slowest. The combined results of these studies suggested that the identity of the amino acid at the P₁ position of the substrate is the main determinant of catalysis. On the basis of these kinetic data, together with crystallog. studies of substrate analogs and mol. dynamics anal. with models of acyl-enzyme intermediates, we present a catalytic model derived from the relative rates of the acylation vs. deacylation half-reactions of cathepsin C. The chem. steps of catalysis are proposed to be dependent upon the conformational freedom of the amino acid substituents for optimal alignment for thiolation (acylation) or hydrolysis (deacylation). These studies suggest ideas for inhibitor design for papain-family cysteine proteases and strategies to progress drug discovery for other classes of disease-relevant cysteine proteases.

Biochemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Safety of 1-((9H-Fluoren-9-yl)methyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Gandioso, Albert published the artcileA Green Light-Triggerable RGD Peptide for Photocontrolled Targeted Drug Delivery: Synthesis and Photolysis Studies, Product Details of C19H21N, the publication is Journal of Organic Chemistry (2016), 81(23), 11556-11564, database is CAplus and MEDLINE.

We describe for the first time the synthesis and photochem. properties of a coumarin-caged cyclic RGD peptide and demonstrate that uncaging can be efficiently performed with biol. compatible green light. This was accomplished by using a new dicyanocoumarin derivative (DEAdcCE) for the protection of the carboxyl function at the side chain of the aspartic acid residue, which was selected on the basis of Fmoc-tBu SPPS compatibility and photolysis efficiency. The shielding effect of a Me group incorporated in the coumarin derivative near the ester bond linking both moieties in combination with the use of acidic additives such as HOBt or Oxyma during the basic Fmoc-removal treatment were found to be very effective for minimizing aspartimide-related side reactions. In addition, a conjugate between the dicyanocoumarin-caged cyclic RGD peptide and ruthenocene, which was selected as a metallodrug model cargo, has been synthesized and characterized. The fact that green-light triggered photoactivation can be efficiently performed both with the caged peptide and with its ruthenocenoyl bioconjugate reveals great potential for DEAdcCE-caged peptide sequences as selective drug carriers in the context of photocontrolled targeted anticancer strategies.

Journal of Organic Chemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Product Details of C19H21N.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Marchand-Brynaert, Jacqueline published the artcileDesign and Synthesis of Functionalized Oxaziridines as Topological Analogs of Penicillins, Product Details of C19H21N, the publication is Israel Journal of Chemistry (2013), 29(2-3), 247-255, database is CAplus.

Oxaziridines were examined as potential alkylating inhibitors of bacterial serine D,D-peptidases. Structures were designed to mimic known β-lactam antibiotics taking into account stereoelectronic requirements for a nucleophilic attack on a three-membered ring. Novel oxaziridines equipped with functionalized side chains were prepared They showed poor antibacterial activities in vitro, perhaps as a result of their low chem. stability.

Israel Journal of Chemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Product Details of C19H21N.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Marchand-Brynaert, Jacqueline published the artcileDesign and synthesis of functionalized oxaziridines as topological analogs of penicillins, SDS of cas: 35661-58-6, the publication is Israel Journal of Chemistry (1989), 29(2-3), 247-55, database is CAplus.

Oxaziridines were examined as potential alkylating inhibitors of bacterial serine D,D-peptidases. Structures were designed to mimic known β-lactam antibiotics taking into account stereoelectronic requirements for a nucleophilic attack on a 3-membered ring. Novel oxaziridines, e.g., I (R = CO₂CMe₃, fluorenylmethyloxycarbonyl, COCH₂Ph, COCH₂OPh; R¹ = Me, allyl, SiPh₂CMe₃), with functionalized side chains were prepared They showed poor antibacterial activity in vitro, perhaps, as a result of their low chem. stability.

Israel Journal of Chemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, SDS of cas: 35661-58-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Shannon, Simon K. published the artcile4-(9-Fluorenylmethyloxycarbonyl)phenylhydrazine (FmPH): A New Chromophoric Reagent for Quantitative Monitoring of Solid-Phase Aldehydes, Formula: C19H21N, the publication is Journal of Organic Chemistry (2004), 69(14), 4586-4594, database is CAplus and MEDLINE.

A direct method for quantifying solid-phase aldehydes was developed, using a new reagent, 4-(9-fluorenylmethyloxycarbonyl)phenylhydrazine (FmPH). The FmPH reagent was synthesized in three steps (24% overall yield) from com. available p-hydrazinobenzoic acid. Resin-bound aldehydes reacted quant. with FmPH, in the presence of trimethylorthoformate (TMOF) as a dehydrating agent, to form a highly conjugated, immobilized FmPH-hydrazone. Next, mild treatment of the hydrazone with an excess of piperidine-DMF (1:1) released the piperidine-dibenzofulvene adduct chromophore (ε_301nm = 7800 M^-1 cm^-1) from the support. FmPH quantitation of aldehydes proved to be a straightforward, sensitive, and reproducible technique for monitoring resin-bound aldehydes [albeit insufficiently reactive to allow reliable quantification of ketones]. The FmPH aldehyde assay is applicable to a range of solid supports, as demonstrated specifically for poly(ethylene glycol)-polystyrene (PEG-PS), aminomethylpolystyrene (AMP), and cross-linked ethoxylate acrylate resin (CLEAR).

Journal of Organic Chemistry published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C9H13NO2, Formula: C19H21N.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem