Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase

Polyisoprenyl-pyrophosphate-linked cellobiose is the natural acceptor of the α-1,3-mannosyltransferase AceA from Acetobacter xylinum, which transfers mannose from GDPmannose during the assembly of the heptasaccharide repeat unit of the exopolysaccharide acetan. Phytanyl α-D- cellobiosyldiphosphate 4...

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Autores principales: Ielpi, Luis, Marino, María Carla
Publicado: 2011
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2011_n7_p38_Barrios
http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios
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spelling paper:paper_1551-701_v2011_n7_p38_Barrios2023-06-08T16:23:03Z Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase Ielpi, Luis Marino, María Carla Acetobacter xylinium Glycosyl phosphate Mannosyltransferase Phytanyl phosphate Polyisoprenyl-pyrophosphate-linked cellobiose is the natural acceptor of the α-1,3-mannosyltransferase AceA from Acetobacter xylinum, which transfers mannose from GDPmannose during the assembly of the heptasaccharide repeat unit of the exopolysaccharide acetan. Phytanyl α-D- cellobiosyldiphosphate 4 has been previously synthesized as an analogue acceptor by condensation of hepta-O-acetyl-α-D-cellobiosylphosphate 1 with phytanylphosphate 2, but the procedure was briefly described. We report here a modified detailed synthesis of 4. The complete NMR characterization of 4 is provided and also a selection of NMR signals of all the intermediate compounds which facilitate monitoring the synthesis. © ARKAT-USA, Inc. Fil:Ielpi, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Marino, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2011 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2011_n7_p38_Barrios http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Acetobacter xylinium
Glycosyl phosphate
Mannosyltransferase
Phytanyl phosphate
spellingShingle Acetobacter xylinium
Glycosyl phosphate
Mannosyltransferase
Phytanyl phosphate
Ielpi, Luis
Marino, María Carla
Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
topic_facet Acetobacter xylinium
Glycosyl phosphate
Mannosyltransferase
Phytanyl phosphate
description Polyisoprenyl-pyrophosphate-linked cellobiose is the natural acceptor of the α-1,3-mannosyltransferase AceA from Acetobacter xylinum, which transfers mannose from GDPmannose during the assembly of the heptasaccharide repeat unit of the exopolysaccharide acetan. Phytanyl α-D- cellobiosyldiphosphate 4 has been previously synthesized as an analogue acceptor by condensation of hepta-O-acetyl-α-D-cellobiosylphosphate 1 with phytanylphosphate 2, but the procedure was briefly described. We report here a modified detailed synthesis of 4. The complete NMR characterization of 4 is provided and also a selection of NMR signals of all the intermediate compounds which facilitate monitoring the synthesis. © ARKAT-USA, Inc.
author Ielpi, Luis
Marino, María Carla
author_facet Ielpi, Luis
Marino, María Carla
author_sort Ielpi, Luis
title Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
title_short Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
title_full Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
title_fullStr Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
title_full_unstemmed Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase
title_sort improved synthesis of phytanyl α-d-cellobiosyldiphosphate as substrate for α-d-mannosyltransferase
publishDate 2011
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2011_n7_p38_Barrios
http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios
work_keys_str_mv AT ielpiluis improvedsynthesisofphytanyladcellobiosyldiphosphateassubstrateforadmannosyltransferase
AT marinomariacarla improvedsynthesisofphytanyladcellobiosyldiphosphateassubstrateforadmannosyltransferase
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