About: Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin

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Description	Práce popisuje synthesu aduktů styren-7,8-oxidu s cysteinem, lysinem a histidinem a jejich analysu v lidském globinu, který reagoval in vitro se styrenoxidem. (cs) Synthesis of styrene 7,8-oxide (SO) adducts with cysteine, lysine and histidine is described. S-(2-hydroxy-1-phenylethyl)cysteine and S-(2-hydroxy-2-phenylethyl)cysteine were prepared by direct alkylation of cysteine with (R)-SO or (S)-SO enantiomers and isolated by semi-preparative HPLC. To obtain SO adducts with lysine and histidine, Nα-Boc protected lysine and histidine derivatives were alkylated with pure SO enantiomers. Deprotection of the Boc group afforded corresponding derivatives. Pure Nε-(2-hydroxy-1-phenylethyl)lysine, Nε-(2-hydroxy-2-phenylethyl)lysine, or Nπ-(2-hydroxy-1-phenylethyl)histidine, Nπ-(2-hydroxy-2-phenylethyl)histidine, Nτ-(2-hydroxy-1-phenylethyl)histidine, and Nτ-(2-hydroxy-2-phenylethyl)histidine isomers were isolated by semipreparative HPLC. Structural assignments of these isomers were based on the NMR techniques. The isomers were used to assign the SO adducts in globin incubated with SO in vitro. Deuterated analogues of the SO adducts Synthesis of styrene 7,8-oxide (SO) adducts with cysteine, lysine and histidine is described. S-(2-hydroxy-1-phenylethyl)cysteine and S-(2-hydroxy-2-phenylethyl)cysteine were prepared by direct alkylation of cysteine with (R)-SO or (S)-SO enantiomers and isolated by semi-preparative HPLC. To obtain SO adducts with lysine and histidine, Nα-Boc protected lysine and histidine derivatives were alkylated with pure SO enantiomers. Deprotection of the Boc group afforded corresponding derivatives. Pure Nε-(2-hydroxy-1-phenylethyl)lysine, Nε-(2-hydroxy-2-phenylethyl)lysine, or Nπ-(2-hydroxy-1-phenylethyl)histidine, Nπ-(2-hydroxy-2-phenylethyl)histidine, Nτ-(2-hydroxy-1-phenylethyl)histidine, and Nτ-(2-hydroxy-2-phenylethyl)histidine isomers were isolated by semipreparative HPLC. Structural assignments of these isomers were based on the NMR techniques. The isomers were used to assign the SO adducts in globin incubated with SO in vitro. Deuterated analogues of the SO adducts (en)
Title	Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin Synthesa a charakterisace aduktů styrenoxidu s cysteinem, histidinem a lysinem v lidském globinu. (cs) Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin (en)
skos:prefLabel	Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin Synthesa a charakterisace aduktů styrenoxidu s cysteinem, histidinem a lysinem v lidském globinu. (cs) Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin (en)
skos:notation	RIV/60461373:22310/07:00018504!RIV08-MSM-22310___
http://linked.open.../vavai/riv/strany	1442-1452
http://linked.open...avai/riv/aktivita	S Z
http://linked.open...avai/riv/aktivity	S, Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika	10
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Linhart, Igor
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	453881
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/07:00018504
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Styrene; Styrene 7,8-oxide; Protein adducts (en)
http://linked.open.../riv/klicoveSlovo	Styrene 8-oxide Protein adducts Styrene 7
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[96C2176A4A5E]
http://linked.open...i/riv/nazevZdroje	Chem. Res. Toxicol.
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...UplatneniVysledku	2007
http://linked.open...v/svazekPeriodika	20
http://linked.open...iv/tvurceVysledku	Pospíšil, Martin Linhart, Igor Mráz, Jaroslav Jágr, Michal
http://linked.open...n/vavai/riv/zamer	Catalytic processes in chemistry and chemical technology
issn	0893-228X
number of pages	11 (xsd:int)
http://localhost/t...ganizacniJednotka	22310
is http://linked.open...avai/riv/vysledek of	Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin Synthesis and Characterization of Styrene Oxide Adducts with Cysteine, Histidine, and Lysine in Human Globin

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