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: Barrios, P., Ielpi, L., Marino, C.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios
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spelling todo:paper_1551-701_v2011_n7_p38_Barrios2023-10-03T16:25:20Z Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase Barrios, P. Ielpi, L. Marino, C. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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
Barrios, P.
Ielpi, L.
Marino, C.
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.
format JOUR
author Barrios, P.
Ielpi, L.
Marino, C.
author_facet Barrios, P.
Ielpi, L.
Marino, C.
author_sort Barrios, P.
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
url http://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios
work_keys_str_mv AT barriosp improvedsynthesisofphytanyladcellobiosyldiphosphateassubstrateforadmannosyltransferase
AT ielpil improvedsynthesisofphytanyladcellobiosyldiphosphateassubstrateforadmannosyltransferase
AT marinoc improvedsynthesisofphytanyladcellobiosyldiphosphateassubstrateforadmannosyltransferase
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