About: Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases

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About: Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Obě alfa- a beta-D-galaktopyranosylfosfonové kyseliny byly připraveny Michaelis-Arbuzovovou reakcí 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-galaktopyranosy s triethyl-fosfitem a trimethylsilyl-trifluormethansulfonátem v celkovém výtěžku 33 a 28 %. (alfa-D-Galaktopyranosylmethyl)fosfonová kyselina byla připravena pětistupňovou syntézou z 2,3,4,6-tetra-O-benzyl-D-galaktopyranosy ve výtěžku 52 %. Všechny tři sloučeniny byly velmi slabými inhibitory hovězí alfa-1,3- a beta-1,4-galaktosyltransferasy. (cs) Employing the Michaelis-Arbuzov reaction of 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-galactopyranose with triethyl phosphite and trimethylsilyl trifluoromethanesulfonate, alfa- and beta-D-galactopyranosylphosphonic acids were prepared in 33 and 28% yields, respectively. (alfa-D-Galactopyranosylmethyl)phosphonic acid was synthesized by a five-step route from 2,3,4,6-tetra-O-benzyl-D-galactopyranose in 52% overall yield. When tested against bovine α-1,3- and β-1,4-galactosyltransferases, all three compounds showed, at best, very poor inhibitions. Employing the Michaelis-Arbuzov reaction of 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-galactopyranose with triethyl phosphite and trimethylsilyl trifluoromethanesulfonate, alfa- and beta-D-galactopyranosylphosphonic acids were prepared in 33 and 28% yields, respectively. (alfa-D-Galactopyranosylmethyl)phosphonic acid was synthesized by a five-step route from 2,3,4,6-tetra-O-benzyl-D-galactopyranose in 52% overall yield. When tested against bovine α-1,3- and β-1,4-galactosyltransferases, all three compounds showed, at best, very poor inhibitions. (en)
Title	Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases Příprava D-galaktopyranosylfosfonové a D-(galaktopyranosylmethyl)fosfonové kyseliny jako intermediátů inhibitorů galaktosyltransferas (cs) Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases (en)
skos:prefLabel	Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases Příprava D-galaktopyranosylfosfonové a D-(galaktopyranosylmethyl)fosfonové kyseliny jako intermediátů inhibitorů galaktosyltransferas (cs) Synthesis of D-Galactopyranosylphosphonic and D-(Galactopyranosylmethyl)phosphonic Acids as Intermediates of Inhibitors of Galactosyltransferases (en)
skos:notation	RIV/60461373:22330/06:00017233!RIV07-MSM-22330___
http://linked.open.../vavai/riv/strany	1659-1672
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA203/04/0355), Z(MSM6046137305)
http://linked.open...iv/cisloPeriodika	11-12
http://linked.open...vai/riv/dodaniDat	2007
http://linked.open...aciTvurceVysledku	Hlaváčková, Martina Heissigerová, Helena Kočalka, Petr Moravcová, Jitka
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 potravinářské a biochemické technologie
http://linked.open...dnocenehoVysledku	502828
http://linked.open...ai/riv/idVysledku	RIV/60461373:22330/06:00017233
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Carbohydrates; UDP-Gal; Michaelis-Arbuzov reaction; Phosphonates; Galactosyltransferases; C-Glycosides (en)
http://linked.open.../riv/klicoveSlovo	Phosphonates Carbohydrates Michaelis-Arbuzov reaction UDP-Gal C-Glycosides Galactosyltransferases
http://linked.open...odStatuVydavatele	CZ - Česká republika
http://linked.open...ontrolniKodProRIV	[58A72AFB9FFE]
http://linked.open...i/riv/nazevZdroje	Collection of Czechoslovak Chemical Communications
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	7 (xsd:int)
http://linked.open...vavai/riv/projekt	Inhibitors of alfa(1-3) galactosyltransferases based on the natural donor matrix
http://linked.open...UplatneniVysledku	2006
http://linked.open...v/svazekPeriodika	71
http://linked.open...iv/tvurceVysledku	Imberty, Anne Moravcová, Jitka Hlaváčková, Martina Kočalka, Petr Heissigerová, Helena Breton, Christelle Chazalet, Valerie
http://linked.open...n/vavai/riv/zamer	Teoretické základy potravinářských a biochemických technologií
issn	0010-0765
number of pages	14 (xsd:int)
http://localhost/t...ganizacniJednotka	22330

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