Determination of fungal glucosamine using HPLC with 1-napthyl isothiocyanate derivatization and microwave heating

Biotechnology and Bioprocess Engineering

Volumn 14, Issue 6, 2009, Pages 819-827

  Sitanggang, Azis Boing ^a   Wu, Ho Shing ^a   Wang, Shaw S ^a,b  

^a YUAN ZE UNIVERSITY   (Taiwan)

^b The State University of New Jersey   (United States)

Author keywords

Chromatography; Fungal glucosamine; Kinetics; Microbial; Microwave; Optimization

Indexed keywords

ANALYTICAL METHOD; ANALYTICAL RESULTS; ASPERGILLUS SP; DERIVATIZATIONS; FUNGAL CELLS; FUNGAL GLUCOSAMINE; FUNGAL SOURCES; GLUCOSAMINES; HIGH RESOLUTION; HYDROCHLORINATION; ISOTHIOCYANATES; MICROBIAL; MICROWAVE METHODS; RAPID METHOD; REACTION TIME; RELATIVE ERRORS; STANDARD DEVIATION; THERMAL METHODS;

CHROMATOGRAPHIC ANALYSIS; CHROMATOGRAPHY; HEATING; MICROWAVE HEATING;

MICROWAVES;

1 NAPHTHYL ISOTHIOCYANATE; CHLORIDE; GLUCOSAMINE;

ANALYTICAL ERROR; ARTICLE; ASPERGILLUS; CARBOHYDRATE ANALYSIS; CHEMICAL REACTION; CHLORINATION; DERIVATIZATION; FUNGAL CELL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICROWAVE RADIATION; NONHUMAN; REACTION TIME; STATISTICAL ANALYSIS;

ASPERGILLUS;

EID: 76049091283     PISSN: 12268372     EISSN: None     Source Type: Journal    
DOI: 10.1007/s12257-009-0105-0     Document Type: Article

References (49)

1. J. W. Hsieh H. S. Wu Y. H. Wei S. S. Wang 2007 Determination and kinetics of producing glucosamine using fungi Biotechnol. Prog. 23 1009 1016 1:CAS:528:DC%2BD2sXhtVCqtL3J
2. N. Nwe W. F. Stevens 2004 Effect of urea on fungal chitosan production in solid substrate fermentation Process Biochem. 39 1639 1642 10.1016/S0032- 9592(03)00301-7 1:CAS:528:DC%2BD2cXlsVejtLs%3D (Pubitemid 38871498)
3. N. Nwe W. F. Stevens 2002 Production of fungal chitosan by solid substrate fermentation followed by enzymatic extraction Biotechnol. Lett. 24 131 134 10.1023/A:1013850621734 1:CAS:528:DC%2BD38XhsVSnsbw%3D (Pubitemid 34118235)
4. W. Chen R. Y. Y. Chiou 1999 A modified chemical procedure for rapid determination of glucosamine and its application for estimation of mold growth in peanut kernels and koji J. Agric. Food Chem. 47 1999 2004 10.1021/jf981049f 1:CAS:528:DyaK1MXisFGntro%3D (Pubitemid 29438750)
5. W. J. Kim W. G. Lee K. Theodore H. N. Chang 2001 Optimization of culture conditions and continuous production of chitosan by the fungi, Absidia coerulea Biotechnol. Bioprocess Eng. 6 6 10 10.1007/BF02942243 1:CAS:528: DC%2BD3MXhs12ks7k%3D
6. Sumbali, G. (2005) The fungi. 1st ed., pp. 230-250. Alpha Science International Ltd, UK.
7. J. S. Mojarrad M. Nemati H. Valizadeh M. Ansarin S. Bourbour 2007 Preparation of glucosamine from exoskeleton of shrimp and predicting production yield by response surface methodology J. Agric. Food Chem. 55 2246 2250 10.1021/jf062983a 1:CAS:528:DC%2BD2sXhvFKrtbo%3D (Pubitemid 46562354)
8. J. W. Anderson R. J. Nicolosi J. F. Borzelleca 2005 Glucosamine effects in humans: a review of effects on glucose metabolism, side effects, safety considerations, and efficacy Food Chem. Toxicol. 43 187 201 10.1016/j.fct.2004. 11.006 1:CAS:528:DC%2BD2MXhtVGkug%3D%3D (Pubitemid 40044716)
9. W. J. Jung G. H. Jo J. H. Kuk K. Y. Kim R. D. Park 2005 Demineralization of crab shells by chemical and biological treatments Biotechnol. Bioprocess Eng. 10 67 72 10.1007/BF02931185 1:CAS:528:DC%2BD2MXitFymt74%3D
10. K. W. Yu Y. S. Kim K. S. Shin J. M. Kim H. J. Suh 2005 Macrophage stimulating activity of exobiopolymer from cultured rice bran with Monascus pilosus Appl. Biochem. Biotechnol. 126 35 48 10.1007/s12010-005-0004-6 1:CAS:528:DC%2BD2MXmslGhtr8%3D
11. F. Ruiz-Teran J. D. Owens 1996 Chemical enzymatic changes during the fermentation of bacteria-free soya bean tempe J. Sci. Food Agric. 71 523 530 10.1002/(SICI)1097-0010(199608)71:4<523::AID-JSFA613>3.0.CO;2-R 1:CAS:528:DyaK28XkvVCku74%3D (Pubitemid 26309205)
12. S. B. Carter S. E. Nokes C. L. Crofcheck 2004 The influence of environmental temperature and substrate initial moisture content on Aspergillus niger growth and phytase production in solid state cultivation Trans. Americ. Soc. Agric. Eng. 47 945 949 1:CAS:528:DC%2BD2cXmsl2ksLY%3D
13. P. Pochanavanich W. Suntornsuk 2002 Fungal chitosan production and its characterization Lett. Appl. Microbiol. 35 17 21 10.1046/j.1472-765X.2002.01118. x 1:CAS:528:DC%2BD38Xmt1Glt70%3D (Pubitemid 34748201)
14. S. Chatterjee M. Adhya A. K. Guha B. P. Chatterjee 2005 Chitosan from Mucor rouxii: production and physico-chemical characterization Process Biochem. 40 395 400 10.1016/j.procbio.2004.01.025 1:CAS:528:DC%2BD2cXntlGmt7o%3D (Pubitemid 39197434)
15. Y. Liu W. Liao S. Chen 2008 Co-production of lactic acid and chitin using a pelletized filamentous fungus Rhizopus oryzae cultured on cull potatoes and glucose J. App. Microbiol. 105 1521 1528 10.1111/j.1365-2672.2008.03913.x 1:CAS:528:DC%2BD1cXhsVyqs7bF
16. R. A. Sparringa J. D. Owens 1999 Short communication: Glucosamine content of tempe mould, Rhizopus oligosporus Int. J. Food Microbiol. 47 153 157 10.1016/S0168-1605(99)00020-3 1:CAS:528:DyaK1MXjs1ejtb4%3D (Pubitemid 29225310)
17. W. D. Wagner 1979 A more sensitive assay discriminating galactosamine and glucosamine in mixtures Anal. Biochem. 94 394 396 10.1016/0003-2697(79)90379-8 1:CAS:528:DyaE1MXhs1ChsbY%3D (Pubitemid 9173030)
18. 14C] glucosamine to the rat Pharmatherapeutica 3 538 550 1:CAS:528:DyaL2cXhsFSlsrY%3D
19. T. Shinohara 1981 Use of a flame fherminoic detector in the determination of glucosamine and galactosamine in glycoconjugates by gas chromatography J. Chromatogr. 2 262 267 10.1016/S0021-9673(00)89941-0
20. A. Guttman 1997 Analysis of monosaccharide composition by capillary electophoresis J. Chromatogr. A. 763 271 277 10.1016/S0021-9673(96)00750-9 1:CAS:528:DyaK2sXitFSmtbk%3D (Pubitemid 27149996)
21. A. Zamani A. Jeihanipour L. Edebo C. Niklasson M. J. Taherzadeh 2008 Determination of glucosamine and N-Acetyl glucosamine in fungal cell walls J. Agric. Food Chem. 56 8314 8318 10.1021/jf801478j 1:CAS:528:DC%2BD1cXhtVGgu7%2FM
22. J. Cai J. Yang Y. Du L. Fan Y. Qiu J. Li J. F. Kennedy 2006 Enzymatic preparation of chitosan from the waste Aspergillus niger mycelium of citric acid production plant Carbohydr. Polym. 64 151 157 10.1016/j.carbpol.2005.11.004 1:CAS:528:DC%2BD28XjvFyntbo%3D
23. N. Nwe W. F. Stevens S. Tokura H. Tamura 2008 Characterization of chitosan and chitosan-glucan complex extracted from the cell wall of fungus Gongronella butleri USDB 0201 by enzymatic method Enz. Microb. Technol. 42 242 251 10.1016/j.enzmictec.2007.10.001 1:CAS:528:DC%2BD1cXptlCqug%3D%3D
24. S. A. White P. R. Farina I. Fulton 1979 Production and isolation of chitosan from Mucor rouxii Appl. Environ. Microbiol. 32 323 328
25. K. J. Hu J. L. Hu K. P. Ho K. W. Yeung 2004 Screening of fungi for chitosan producers, and copper adsorption capacity of fungal chitosan and chitosanaceous materials Carbohydr. Polym. 58 45 52 10.1016/j.carbpol.2004.06. 015 1:CAS:528:DC%2BD2cXnsVGiur8%3D
26. M. Hiroshi S. Kaori W. Kimitsuna O. Kazukiyo 1992 Characterization of some fungal chitosans Biosci. Biotechnol. Biochem. 56 1901 1905 10.1271/bbb.56.1901
27. N. Nwe S. Chandrkrachang W. F. Stevens T. Maw T. K. Tan E. Khor S. M. Wong 2002 Production of fungal chitosan by solid state and submerged fermentation Carbohydr. Polym. 49 235 237 10.1016/S0144-8617(01)00355-1 1:CAS:528:DC%2BD38XjtVSit7Y%3D (Pubitemid 34410799)
28. L. J. Zhang T. M. Huang X. L. Fang X. N. Li Q. S. Wang Z. W. Zhang X. Y. Sha 2006 Determination of glucosamine sulfate in human plasma by precolumn derivatization using high performance liquid chromatography with fluorescence detection: its application to a bioequivalence study J. Chromatogr. B. 842 8 12 10.1016/j.jchromb.2006.04.045 1:CAS:528:DC%2BD28XpsVWru7Y%3D (Pubitemid 44311086)
29. X. Zhu J. Cai J. Yang Q. Su 2005 Determination of glucosamine in impure chitin samples by highperformance liquid chromatography Carbohydr. Res. 340 1732 1738 10.1016/j.carres.2005.01.045 1:CAS:528:DC%2BD2MXlsFGisLw%3D (Pubitemid 40828481)
30. Z. Liang J. Leslie A. Adebowale M. Ashraf N. D. Eddington 1999 Determination of the nutraceutical, glucosamine hydrochloride, in raw materials, dosage forms, and plasma using pre-column derivatization with ultraviolet HPLC J. Pharm. Biomed. Anal. 20 807 814 10.1016/S0731-7085(99)00085-0 1:CAS:528:DyaK1MXlsVOktLY%3D (Pubitemid 29342266)
31. T. M. Huang C. H. Deng N. Z. Chen Z. Liu G. L. Duan 2006 High performance liquid chromatography for the determination of glucosamine sulfate in human plasma after derivatization with 9-fluorenylmethyl chloroformate J. Sep. Sci. 29 2296 2302 10.1002/jssc.200600162 1:CAS:528:DC%2BD28XhtFygu7vM (Pubitemid 44649643)
32. J. Z. Zhou T. Waszkuc F. Mohammed 2005 Determination of glucosamine in raw materials and dietary supplements containing glucosamine sulfate and/or glucosamine hydrochloride by high performance liquid chromatography with FMOC-Su derivatization: collaborative study J. AOAC. Int. 88 1048 1058 1:CAS:528:DC%2BD2MXntFCrs7k%3D
33. J. Diaz J. L. Lliberia L. Comellas F. B. Puig 1996 Amino acid and amino sugar determination by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate followed by high-performance liquid chromatography and fluorescence detection J. Chromatogr. A. 719 171 179 10.1016/0021-9673(95)00372-X 1:CAS:528:DyaK28XntlWq (Pubitemid 26016628)
34. A. Aghazadeh-Habashi S. Sattari F. Pasutto F. Jamali 2002 High performance liquid chromatographic determination of glucosamine in rat plasma J. Pharm. Pharmaceut. Sci. 5 176 180 1:CAS:528:DC%2BD38XmtlWjtr8%3D
35. V. Polshettiwar R. S. Varma 2007 Greener and sustainable approaches to the synthesis of pharmaceutically active heterocycles Curr. Opin. Drug Discovery Dev. 10 723 737 1:CAS:528:DC%2BD2sXhsVWju77L
36. C. O. Kappe 2002 High-speed combinatorial synthesis utilizing microwave irradiation Curr. Opin. Chem. Biol. 6 314 320 10.1016/S1367-5931(02)00306-X 1:CAS:528:DC%2BD38XjvVeksbg%3D (Pubitemid 34522056)
37. V. Polshettiwar R. S. Varma 2008 Microwaveassisted organic synthesis and transformations using benign reaction media Acc. Chem. Res. 41 629 639 10.1021/ar700238s 1:CAS:528:DC%2BD1cXksl2gur4%3D
38. Y. F. Zhao J. Chen 2008 Applications of microwaves in nuclear chemistry and engineering Pro. Nucl. Energy 50 1 6 10.1016/j.pnucene.2007.08.009 1:CAS:528:DC%2BD1cXitVSmtrw%3D (Pubitemid 351215555)
39. Y. V. Bykov K. I. Rybakov V. E. Semenov 2001 High-temperature microwave processing of materials Appl. Phys. 34 55 75
40. Cao, L., Y. Jiang, Y. Yu, X. Wei, and W. Li (2008) Methods for producing glucosamine from microbial biomass. US Patent 0,188,649 A1.
41. W. K. Way K. G. Gibson A. G. Breite 2000 Determination of glucosamine in nutritional supplements by reversed-phase ion-pairing HPLC J. Liq. Chromatogr. Rel. Technol. 23 2861 2871 10.1081/JLC-100101238 1:CAS:528:DC%2BD3cXnslGnu7w%3D (Pubitemid 30800654)
42. K. R. Anumula P. B. Taylor 1991 Quantitative determination of phenyl isothiocyanate-derivatized amino sugars and amino sugar alcohols by high-performance liquid chromatography Anal. Biochem. 197 113 120 10.1016/0003-2697(91)90365-Z 1:CAS:528:DyaK3MXmtVagtro%3D
43. F. Altmann 1992 Determination of amino sugars and amino acids in glycoconjugates using precolumn derivatization with o-phthalaldehyde Anal. Biochem. 204 215 219 10.1016/0003-2697(92)90164-3 1:CAS:528:DyaK38XkvVKisrg%3D
44. S. R. Hagen 1993 High-performance liquid chromatographic quantitation of phenylthiocarbamyl muramic acid and glucosamine from bacterial cell walls J. Chromatogr. A. 632 63 68 10.1016/0021-9673(93)80026-5 1:CAS:528: DyaK3sXktVChs7g%3D (Pubitemid 23065995)
45. B. A. Bindlingmeyer S. A. Cohen T. L. Tarvin 1984 Rapid analysis of amino acids using precolumn derivitization J. Chromatogr. 336 93 104 10.1016/S0378-4347(00)85133-6
46. M. J. Spiro R. G. Spiro 1992 Monosaccharide determination of glycoconjugates by reverse phase highperformance liquid chromatography of their phenylthiocarbamyl derivatives Anal. Biochem. 204 152 157 10.1016/0003-2697(92) 90155-Z 1:CAS:528:DyaK38XkvVKisrs%3D
47. D. Fu R. A. O'Neill 1995 Monosaccharide composition analysis of oligosaccharides and glycoproteins by High-Pressure Liquid Chromatography Anal. Biochem. 227 377 384 10.1006/abio.1995.1294 1:CAS:528:DyaK2MXmt1WisL0%3D
48. B. A. Roberts C. R. Strauss 2005 Toward rapid, "green", predictable microwave-assisted synthesis Acc. Chem. Res. 38 653 661 10.1021/ar040278m 1:CAS:528:DC%2BD2MXkt1aju7Y%3D (Pubitemid 41260519)
49. C. Gabriel S. Gabriel E. H. Grant B. S. J. Halstead 1998 Dielectric parameters relevant to microwave dielectric heating Chem. Soc. Rev. 27 213 223 10.1039/a827213z 1:CAS:528:DyaK1cXjtVahtbg%3D (Pubitemid 128653103)