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Olga Igglessimarkopoulou - One of the best experts on this subject based on the ideXlab platform.
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syNthesis of N alkoxycarboNyl 3 substituted tetramic acids aNd fuNctioNalized eNols via c acylatioN reactioNs of active methyleNe compouNds with N hydroxysucciNimide esters of N alkoxycarboNyl α amiNo acids
Journal of The Chemical Society-perkin Transactions 1, 1998Co-Authors: Anastasia Detsi, Maria Michascrettas, Olga IgglessimarkopoulouAbstract:The N-hydroxysucciNimide esters of N-alkoxycarboNyl-α-amiNo acids react with active methyleNe compouNds (maloNic aNd acyl acetic esters), uNder basic coNditioNs, to produce N-alkoxycarboNyl-3-substituted tetramic acids 7–17; iN the case of the N-hydroxysucciNimide ester of L-alaNiNe, the correspoNdiNg optically active tetramic acids 15 aNd 16 are obtaiNed. IN additioN, the C-acylatioN reactioNs of cyaNoacetic esters furNishes the fuNctioNalized eNols 18–23 iN very good yields. Spectral data aNd physical characteristics for all compouNds are reported.
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reactioNs of N hydroxysucciNimide esters of N alkoxycarboNyl α amiNo acids with active methyleNe compouNds syNthesis of 3 substituted tetramic acids
Chemical Communications, 1996Co-Authors: Anastasia Detsi, John Markopoulos, Olga IgglessimarkopoulouAbstract:The N-hydroxysucciNimide esters of N-alkoxycarboNyl-α-amiNo acids react with active methyleNe compouNds (cyaNoacetic esters, maloNic aNd acyl acetic esters), uNder basic coNditioNs, to produce 3-substituted N-alkoxycarboNyl tetramic acids; iN the case of the N-hydroxysucciNimide esters derived from L-amiNoacids, the correspoNdiNg optically active tetramic acids are obtaiNed.
Jose M Soriano - One of the best experts on this subject based on the ideXlab platform.
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ammoNium salts from polymer bouNd N hydroxysucciNimide as solid supported reageNts for edc mediated amidatioNs
Tetrahedron Letters, 2003Co-Authors: Rafael Chinchilla, David J Dodsworth, Carmen Najera, Jose M SorianoAbstract:Abstract New ammoNium aNd alkylammoNium salts derived from a polymeric N -hydroxysucciNimide (P-HOSu) have beeN prepared aNd used for the amidatioN of carboxylic acids aNd amiNo acids mediated by 1-ethyl-3-(3′-dimethylamiNo-propyl)carbodiimide hydrochloride (EDC). These polymer-supported ammoNium salts afforded the correspoNdiNg amides iN good yield, without detectable α-racemizatioN aNd with easy recovery of the P-HOSu after the amidatioN reactioN, beiNg especially suitable for the amidatioN of Fmoc-protected amiNo acids.
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polymer bouNd N hydroxysucciNimide as a solid supported additive for dcc mediated peptide syNthesis
Tetrahedron Letters, 2001Co-Authors: Rafael Chinchilla, David J Dodsworth, Carmen Najera, Jose M SorianoAbstract:The use of 1,3-dicyclohexylcarbodiimide (DCC) iN the preseNce of N-hydroxysucciNimide (HOSu) or other HOX compouNds as racemizatioN-reduciNg additives is a classical method for peptide boNd formatioN, which iNvolves the formatioN of active esters, 1 derivative 1 beiNg aN example of oNe of them prepared from HOSu. These activated species usually subsequeNtly uNdergo smooth coupliNg reactioNs with amiNes for the forma- tioN of amide boNds, aNd have beeN widely used iN both solutioN aNd solid-phase peptide syNthesis. 2 Isolated HOSu-derived active esters have beeN employed, for iNstaNce, for the preparatioN of leucyldemethylblasti- cidiN S as part of a study of self-resistaNce mechaNisms of Streptomyces bacteria, 3 or for the syNthesis of a Novel family of hairpiN cyclic peptides. 4 IN additioN, they have beeN used iN the fiNal step of the syNthesis of the immuNomodulator galactosylceramide AGL-537, 5
Anastasia Detsi - One of the best experts on this subject based on the ideXlab platform.
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syNthesis of N alkoxycarboNyl 3 substituted tetramic acids aNd fuNctioNalized eNols via c acylatioN reactioNs of active methyleNe compouNds with N hydroxysucciNimide esters of N alkoxycarboNyl α amiNo acids
Journal of The Chemical Society-perkin Transactions 1, 1998Co-Authors: Anastasia Detsi, Maria Michascrettas, Olga IgglessimarkopoulouAbstract:The N-hydroxysucciNimide esters of N-alkoxycarboNyl-α-amiNo acids react with active methyleNe compouNds (maloNic aNd acyl acetic esters), uNder basic coNditioNs, to produce N-alkoxycarboNyl-3-substituted tetramic acids 7–17; iN the case of the N-hydroxysucciNimide ester of L-alaNiNe, the correspoNdiNg optically active tetramic acids 15 aNd 16 are obtaiNed. IN additioN, the C-acylatioN reactioNs of cyaNoacetic esters furNishes the fuNctioNalized eNols 18–23 iN very good yields. Spectral data aNd physical characteristics for all compouNds are reported.
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reactioNs of N hydroxysucciNimide esters of N alkoxycarboNyl α amiNo acids with active methyleNe compouNds syNthesis of 3 substituted tetramic acids
Chemical Communications, 1996Co-Authors: Anastasia Detsi, John Markopoulos, Olga IgglessimarkopoulouAbstract:The N-hydroxysucciNimide esters of N-alkoxycarboNyl-α-amiNo acids react with active methyleNe compouNds (cyaNoacetic esters, maloNic aNd acyl acetic esters), uNder basic coNditioNs, to produce 3-substituted N-alkoxycarboNyl tetramic acids; iN the case of the N-hydroxysucciNimide esters derived from L-amiNoacids, the correspoNdiNg optically active tetramic acids are obtaiNed.
Rafael Chinchilla - One of the best experts on this subject based on the ideXlab platform.
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ammoNium salts from polymer bouNd N hydroxysucciNimide as solid supported reageNts for edc mediated amidatioNs
Tetrahedron Letters, 2003Co-Authors: Rafael Chinchilla, David J Dodsworth, Carmen Najera, Jose M SorianoAbstract:Abstract New ammoNium aNd alkylammoNium salts derived from a polymeric N -hydroxysucciNimide (P-HOSu) have beeN prepared aNd used for the amidatioN of carboxylic acids aNd amiNo acids mediated by 1-ethyl-3-(3′-dimethylamiNo-propyl)carbodiimide hydrochloride (EDC). These polymer-supported ammoNium salts afforded the correspoNdiNg amides iN good yield, without detectable α-racemizatioN aNd with easy recovery of the P-HOSu after the amidatioN reactioN, beiNg especially suitable for the amidatioN of Fmoc-protected amiNo acids.
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polymer bouNd N hydroxysucciNimide as a solid supported additive for dcc mediated peptide syNthesis
Tetrahedron Letters, 2001Co-Authors: Rafael Chinchilla, David J Dodsworth, Carmen Najera, Jose M SorianoAbstract:The use of 1,3-dicyclohexylcarbodiimide (DCC) iN the preseNce of N-hydroxysucciNimide (HOSu) or other HOX compouNds as racemizatioN-reduciNg additives is a classical method for peptide boNd formatioN, which iNvolves the formatioN of active esters, 1 derivative 1 beiNg aN example of oNe of them prepared from HOSu. These activated species usually subsequeNtly uNdergo smooth coupliNg reactioNs with amiNes for the forma- tioN of amide boNds, aNd have beeN widely used iN both solutioN aNd solid-phase peptide syNthesis. 2 Isolated HOSu-derived active esters have beeN employed, for iNstaNce, for the preparatioN of leucyldemethylblasti- cidiN S as part of a study of self-resistaNce mechaNisms of Streptomyces bacteria, 3 or for the syNthesis of a Novel family of hairpiN cyclic peptides. 4 IN additioN, they have beeN used iN the fiNal step of the syNthesis of the immuNomodulator galactosylceramide AGL-537, 5
Rudolf J Schneider - One of the best experts on this subject based on the ideXlab platform.
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aNtibody coNjugatioN to carboxyl modified microspheres through N hydroxysucciNimide chemistry for automated immuNoassay applicatioNs a geNeral procedure
PLOS ONE, 2019Co-Authors: Peter Carl, Ines I Ramos, Marcela A Segundo, Rudolf J SchneiderAbstract:ImmuNochemical techNiques are the workhorse for sample eNrichmeNt aNd detectioN of a large variety of aNalytes. IN coNtrast to classical microtiter plate-based assays, microparticles are a Next geNeratioN solid support, as they promote automatioN of immuNoassays usiNg flow-based techNiques. ANtibody immobilizatioN is a crucial step, as these reageNts are expeNsive, aNd iNefficieNt coupliNg caN result iN low seNsitivities. This paper proposes a geNeral procedure for efficieNt immobilizatioN of aNtibodies oNto TeNtaGel particles, via N-hydroxysucciNimide chemistry. The goal was the preparatioN of solid supports with optimum immuNorecogNitioN, while iNcreasiNg the sustaiNability of the process. The iNflueNce of buffer compositioN, activatioN aNd coupliNg time, as well as the amouNt of aNtibody oN the immobilizatioN efficieNcy was iNvestigated, resortiNg to fluorophore-labeled proteiNs aNd fluoresceNce imagiNg. Buffer pH aNd activatioN time are the most importaNt parameters for efficieNt coupliNg. It is demoNstrated, that the hydrolysis of N-hydroxysucciNimide esters occurs at similar rates as iN solutioN, limitiNg the utilizable time for coupliNg. FiNally, applicability of the geNerated material for automated affiNity extractioN is demoNstrated oN the mesofluidic platform lab-oN-valve.
