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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Arkat
2011
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| LEADER | 04641caa a22006137a 4500 | ||
|---|---|---|---|
| 001 | PAPER-10614 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518204040.0 | ||
| 008 | 190411s2011 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-79955434479 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a AGFUA | ||
| 100 | 1 | |a Barrios, P. | |
| 245 | 1 | 0 | |a Improved synthesis of phytanyl α-D-cellobiosyldiphosphate as substrate for α-D-mannosyltransferase |
| 260 | |b Arkat |c 2011 | ||
| 270 | 1 | 0 | |m Barrios, P.; Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Raetz, C.R.H., Whitfield, C., (2002) Annu. Rev. Biochem., 71, p. 635 | ||
| 504 | |a Whitfield, C., (2006) Ann. Rev. Biochem., 75, p. 39 | ||
| 504 | |a Guo, H., Yi, W., Song, J.K., Wang, P.G., (2008) Curr. Top. Med. Chem., 8, p. 141 | ||
| 504 | |a Lairson, L.L., Henrissat, B., Davies, G.J., Withers, S.G., (2008) Annu. Rev. Biochem., 77, p. 521 | ||
| 504 | |a Breton, C., Šnajdrová, L., Jeanneau, C., Koca, J., Imberty, A., (2006) Glycobiology, 16, pp. 29R | ||
| 504 | |a www.cazy.org; Cantarel, B.L., Coutinho, P.M., Rancurel, C., Bernard, T., Lombard, V., Henrissat, B., (2009) Nucl. Acids Res., 37, pp. D233 | ||
| 504 | |a Men, H., Park, P., Ge, M., Walker, S., (1998) J. Am. Chem. Soc, 120, p. 2484 | ||
| 504 | |a Ye, X.-Y., Lo, M.-C., Brunner, L., Walker, D., Kahne, D., Walker, S.J., (2001) Am. Chem. Soc, 123, p. 3155 | ||
| 504 | |a Chen, L., Men, H., Ha, S., Ye, X.Y., Brunner, L., Hu, Y., Walker, S., (2002) Biochemistry, 41, p. 6824 | ||
| 504 | |a Couso, R.O., Ielpi, L., Dankert, M.A., (1987) J. Gen. Microbiol., 133, p. 2123 | ||
| 504 | |a Couso, R.O., Ielpi, L., Dankert, M.A., (1996) J. Bacteriol., 178, p. 4814 | ||
| 504 | |a Abdian, P.L., Lellouch, A.C., Gautier, C., Ielpi, L., Geremia, R.A., (2000) J. Biol. Chem., 275, p. 40568 | ||
| 504 | |a Couso, R.O., Ielpi, L., Garcia, R.C., Dankert, M.A., (1982) Eur. J. Biochem., 123, p. 617 | ||
| 504 | |a Lellouch, A.C., Watt, G.M., Geremia, R.A., Flitsch, S.L., (2000) Biochem. Biophys. Res. Communn., 272, p. 290 | ||
| 504 | |a Kovac, J., Kovac, P.J., (1999) Carbohydr. Chem., 18, p. 461 | ||
| 504 | |a Sabesan, S., Neira, S., (1992) Carbohydr. Res., 223, p. 169 | ||
| 504 | |a Perich, J.W., Johns, R.B., (1988) Synthesis, 142 | ||
| 504 | |a Bax, A., Davis, D.G., (1985) J. Magn. Reson., 65, p. 355 | ||
| 504 | |a Bax, A., Griffey, R.H., Hawkins, B.L., (1983) J. Magn. Reson., 55, p. 301 | ||
| 504 | |a Braunschweiler, L., Ernst, R.R., (1983) J. Magn. Reson., 53, p. 521 | ||
| 504 | |a Flitsch, S.L., Pinches, H.L., Taylor, J.P., Turner, N.J., (1992) J. Chem. Soc Perkin Trans., 1, p. 2087 | ||
| 520 | 3 | |a 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. |l eng | |
| 593 | |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina | ||
| 593 | |a Fundación Instituto Leloir, IIBBA-CONICET, Av Patricias Argentinas 435, 1405 Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a ACETOBACTER XYLINIUM |
| 690 | 1 | 0 | |a GLYCOSYL PHOSPHATE |
| 690 | 1 | 0 | |a MANNOSYLTRANSFERASE |
| 690 | 1 | 0 | |a PHYTANYL PHOSPHATE |
| 700 | 1 | |a Ielpi, L. | |
| 700 | 1 | |a Marino, C. | |
| 773 | 0 | |d Arkat, 2011 |g v. 2011 |h pp. 38-48 |k n. 7 |p Arkivoc |x 1551-7012 |t Arkivoc | |
| 856 | 4 | 1 | |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-79955434479&partnerID=40&md5=6e7d3f3e23609b8007b2e72985f1b793 |y Registro en Scopus |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_1551-701_v2011_n7_p38_Barrios |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2011_n7_p38_Barrios |y Registro en la Biblioteca Digital |
| 961 | |a paper_1551-701_v2011_n7_p38_Barrios |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 999 | |c 71567 | ||