Mária Mastihubová, Peter Biely
Index: Carbohydr. Res. 339(12) , 2101-10, (2004)
Full Text: HTML
Four modified substrates for acetylxylan esterases, 2-deoxy, 3-deoxy, 2-deoxy-2-fluoro, and 3-deoxy-3-fluoro derivatives of di-O-acetylated methyl beta-D-xylopyranoside were synthesized via 2,3-anhydropentopyranoside precursors. Methyl 2,3-anhydro-4-O-benzyl-beta-D-ribopyranoside was transformed into methyl 2,3-anhydro-4-O-benzyl-beta-D-lyxopyranoside in three steps. The epoxide ring opening of 2,3-anhydropentopyranosides was accomplished either by hydride reduction or hydrofluorination. Methyl beta-D-xylopyranoside 2,3,4-tri-O-, 2,4-di-O-, and 3,4-di-O-acetates, and the prepared diacetate analogues were tested as substrates of acetylxylan esterases from Schizophyllum commune and Trichoderma reesei. Measurement of their rate of deacetylation pointed to unique structural requirements of the enzymes for the substrates. The enzymes differed particularly in the requirement for the trans vicinal hydroxy group in the deacetylation at C-2 and C-3 and in the tolerance to the presence of trans vicinal acetyl groups esterifying the OH group at C-2 and C-3.
Structure | Name/CAS No. | Molecular Formula | Articles |
---|---|---|---|
![]() |
beta-D-Xylopyranoside, methyl
CAS:612-05-5 |
C6H12O5 |
Effects of inhibition of proteoglycan synthesis on the diffe...
1987-08-01 [J. Cell Biol. 105(2) , 1013-21, (1987)] |
Tetraisopropyldisiloxane-1,3-diyl as a versatile protecting ...
2012-05-15 [Carbohydr. Res. 353 , 92-5, (2012)] |
Transacetylations to carbohydrates catalyzed by acetylxylan ...
2003-10-13 [Biochim. Biophys. Acta 1623 , 62-71, (2003)] |
Synthesis of acylated methyl beta-D-xylopyranosides and thei...
1997-07-11 [Carbohydr. Res. 302(1-2) , 13-8, (1997)] |
Determination of sugar structures in solution from residual ...
2004-10-13 [J. Am. Chem. Soc. 126(40) , 13100-10, (2004)] |
Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer
Copyright © 2024 ChemSrc All Rights Reserved