Enzymatic description of the anhydrofructose pathway of glycogen degradation: I. Identification and purification of anhydrofructose dehydratase, ascopyrone tautomerase and α-1,4-glucan lyase in the fungus Anthracobia melaloma

Biochimica et Biophysica Acta - General Subjects

Volumn 1672, Issue 2, 2004, Pages 120-129

  Yu, Shukun ^a   Refdahl, Charlotte ^a   Lundt, Inge ^b  

^a DANISCO A S   (Denmark)

^b TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

Author keywords

1,5 anhydro D fructose (1,5 anhydro D arabino hex 2 ulose); 1,5AnFru; Anhydrofructose pathway; Anthracobia; APM; APP; Ascopyrone; Ascopyrone P (1,5 anhydro 4 deoxy D glycero hex 1 en 3 ulose); Dehydratase; Glucan lyase; Tautomerase

Indexed keywords

1,5 ANHYDRO DEXTRO FRUCTOSE DEHYDRATASE; ALPHA 1,4 GLUCAN LYASE; ASCOPYRONE TAUTOMERASE; GLYCOGEN; HYDROLYASE; LYASE; PYRONE DERIVATIVE; UNCLASSIFIED DRUG;

ANTHRACOBIA MELALOMA; ANTIBACTERIAL ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CATALYSIS; ENZYMATIC DEGRADATION; ENZYME ISOLATION; ENZYME METABOLISM; ENZYME PURIFICATION; FRACTIONATION; FUNGUS; GEL FILTRATION CHROMATOGRAPHY; GLYCOGEN METABOLISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ION EXCHANGE; ISOMERIZATION; METABOLISM; METABOLITE; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; SIGNAL TRANSDUCTION; SPECTROPHOTOMETRY;

ASCOMYCOTA; CHROMATOGRAPHY, GEL; ELECTROPHORESIS, POLYACRYLAMIDE GEL; ENZYMES; FRUCTOSE; GLYCOGEN; HYDROLYSIS;

ALGAE; ANTHRACOBIA; FUNGI; RHODOPHYTA;

EID: 1942478545     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbagen.2004.03.004     Document Type: Article

References (26)

1. Yu S., Pedersén M., Kenne L. α-1.4-Glucan lyase, a new class of starch/glycogen degrading enzyme: I. Efficient purification and characterization from red seaweeds. Biochim. Biophys. Acta. 1156:1993;313-320.
2. Yu S., Ahmad T., Pedersén M., Kenne L. α-1,4-Glucan lyase, a new class of starch/glycogen degrading enzyme: III. Substrate specificity, mode of action, and cleavage mechanism. Biochim. Biophys. Acta. 1244:1995;1-9.
3. Yu S., Christensen T.M.I.E., Kragh K.M., Bojsen K., Marcussen J. Efficient purification, characterization and partial amino acid sequencing of two α-1.4-glucan lyases from fungi. Biochim. Biophys. Acta. 1339:1997;311-320.
4. Yu S., Bojsen K., Svensson B., Marcussen J. α-1,4-Glucan lyases producing 1,5-anhydro-D-fructose from starch and glycogen have sequence similarity to α-glucosidases. Biochim. Biophys. Acta. 1433:1999;1-15.
5. Baute R., Baute M.-A., Deffieux G. Proposed pathway to the pyrones cortalcerone and microthecin in fungi. Phytochemistry. 26:1987;1395-1397.
6. Baute M.-A., Deffieux G., J., Baute R., Badoc A., Vercauteren J., Léger J.-M., Neveu A. Fungal enzymic activity degrading 1,4-α-glucans to echinosporin (5-epipentenomycin I). Phytochemistry. 30:1991;1419-1423.
7. Baute M.-A., Deffieux G., Vercauteren J., Baute R., Badoc A. Enzymic activity degrading 1,4-α-glucans to Ascopyrones P and T in Pezizales and Tuberales. Phytochemistry. 33:1993;41-45.
8. Broberg A., Kenne L., Pedersén M. Presence of microthecin in the red algae Gracilariopsis lemaneiformis and its formation from 1,5-anhydro-D-fructose. Phytochemistry. 41:1995;151-154.
9. Broberg A., Kenne L., Pedersén M. Analysis of 1,5-anhydro-D- fructose, microthecin, and 4-deoxy-glycero-hexo-2,3-diulose in algae using gas chromatography-mass spectrometry in selected ion monitoring mode. Anal. Biochem. 268:1999;35-42.
10. Andersen S.M., Jensen H.M., Yu S. Ascopyrone P: chemical synthesis from D-glucose. J. Carbohydr. Chem. 21:2002;569-578.
11. Thomas L.V., Yu S., Ingram R.E., Refdahl C., Elsser D., Delves-Broughton J. Ascopyrone P, a novel antibacterial derived from fungi. J. Appl. Microbiol. 93:2002;697-705.
12. T. Ahmad, Studies on the degradation of some pentoses and of 1,5-anhydro-D-fructose, the product of the starch-degrading enzyme α-1,4-glucan lyase. PhD thesis, The Swedish University of Agricultural Sciences, Sweden, 1995, pp. 1-34.
13. Andersen S.M., Lundt I., Marcussen J., Yu S. 1,5-Anhydro-D-fructose; a versatile chiral building block: biochemistry and chemistry. Carbohydr. Res. 337:2002;873-890.
14. Lee S.S., Yu S., Withers S.G. α-1,4-Glucan lyase performs a trans-elimination via a nucleophilic displacement followed by a syn-elimination. J. Am. Chem. Soc. 124:2002;4948-4949.
15. Bojsen K., Yu S., Kragh K.M., Marcussen K.M.J. A group of α-1,4-glucan lyases and their genes from the red alga Gracilariopsis lemaneiformis: purification, cloning, and heterologous expression. Biochim. Biophys. Acta. 1430:1999;396-402.
16. Bojsen K., Yu S., Marcussen J. A family of α-1,4-glucan lyase genes from fungi. Cloning, complete sequencing, and heterologous expression. Plant Mol. Biol. 40:1999;445-454.
17. Shafizadeh F., Furneaux R.H., Stevenson T., Cochran T.G. 1,5-Anhydro-4-deoxy-D-glcero-hex-1-en-3-ulose and other pyrolysis products of cellulose. Carbohydr. Res. 67:1978;433-447.
18. Yu S., Olsen C.-E., Marcussen J. Methods for the assay of 1,5-anhydro-D-fructose and α-1,4-glucan lyase. Carbohydr. Res. 305:1998;73-82.
19. Koths K., Halenbeck R., Moreland M. Synthesis of the antibiotic cortalcerone from D-glucose using pyranose 2-oxidase and a novel fungal enzyme, aldos-2-ulose dehydratase. Carbohydr. Res. 232:1992;59-75.
20. Gabriel J., Volc J., Sedmera P., Daniel G., Kubatova E. Pyranosone dehydratase from the basidiomycete Phanerochaete chrysosporium: improved purification, and identification of 6-deoxy-D-glucosone and D-xylosone reaction products. Arch. Microbiol. 160:1993;27-34.
21. Yu S., Marcussen J. α-1,4-Glucan lyase, molecular features and its use for production of 1,5-anhydro-D-fructose from starch. Gilbert H.J., Davies G.J., Henrissat B., Svensson B. Recent Advances in Carbohydrate Bioengineering. 1999;243-250 Royal Society of Chemistry (RSC) Press.
22. Shiga Y., Kametani S., Kadokura T., Akanuma H. 1,5-Anhydroglucitol promotes glycogenolysis in Escherichia coli. J. Biochem. 125:1999;166-172.
23. Suzuki M., Kametani S., Uchida K., Akanuma H. Production of 1,5-anhydroglucitol from 1,5-anhydrofructose in erythroleukemia cells. Eur. J. Biochem. 240:1996;23-29.
24. Kametani S., Shiga Y., Akanuma H. Hepatic production of 1,5-anhydrofructose and 1,5-anhydroglucitol in rat by the third glycogenolytic pathway. Eur. J. Biochem. 242:1996;832-838.
25. Hirano K., Ziak M., Kamoshita K., Sukenaga Y., Kametani S., Shiga Y., Roth J., Akanuma H. N-linked oligosaccharide processing enzyme glucosidase II produces 1,5-anhydrofructose as a side product. Glycobiology. 10:2000;1283-1289.
26. Sakuma M., Kametani S., Akanuma H. Purification and some properties of a hepatic NADPH-dependent reductase that specifically acts on 1,5-anhydro-D- fructose. J. Biochem. 123:1998;189-193.