General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches

Abstract A general protocol is developed to obtain D‐glucosamine from three widely available biomass residues: shrimp shells, cicada sloughs, and cockroaches. The protocol includes three steps: (1) demineralization, (2) deproteinization, and (3) chitin hydrolysis. This simple, general protocol opens...

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Main Authors: Diego L. Bertuzzi, Tiago B. Becher, Naylil M. R. Capreti, Julio Amorim, Igor D. Jurberg, Jackson D. Megiatto Jr., Catia Ornelas
Format: Article
Language:English
Published: Wiley 2018-11-01
Series:Global Challenges
Subjects:
Online Access:https://doi.org/10.1002/gch2.201800046
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author Diego L. Bertuzzi
Tiago B. Becher
Naylil M. R. Capreti
Julio Amorim
Igor D. Jurberg
Jackson D. Megiatto Jr.
Catia Ornelas
author_facet Diego L. Bertuzzi
Tiago B. Becher
Naylil M. R. Capreti
Julio Amorim
Igor D. Jurberg
Jackson D. Megiatto Jr.
Catia Ornelas
author_sort Diego L. Bertuzzi
collection DOAJ
description Abstract A general protocol is developed to obtain D‐glucosamine from three widely available biomass residues: shrimp shells, cicada sloughs, and cockroaches. The protocol includes three steps: (1) demineralization, (2) deproteinization, and (3) chitin hydrolysis. This simple, general protocol opens the door to obtain an invaluable nitrogen‐containing compound from three biomass residues, and it can potentially be applied to other chitin sources. White needle‐like crystals of pure D‐glucosamine are obtained in all cases upon purification by crystallization. Characterization data (NMR, IR, and mass spectrometry) of D‐glucosamine obtained from the three chitin sources are similar and confirm its high purity. NMR investigation demonstrates that D‐glucosamine is obtained mainly as the α‐anomer, which undergoes mutarotation in aqueous solution achieving equilibrium after 440 min, in which the anomeric glucosamine distribution is 60% α‐anomer and 40% β‐anomer.
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spelling doaj.art-41474cbda9094705967176cbba84ee052023-08-14T09:40:50ZengWileyGlobal Challenges2056-66462018-11-01211n/an/a10.1002/gch2.201800046General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and CockroachesDiego L. Bertuzzi0Tiago B. Becher1Naylil M. R. Capreti2Julio Amorim3Igor D. Jurberg4Jackson D. Megiatto Jr.5Catia Ornelas6Institute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilInstitute of Chemistry University of Campinas – Unicamp Campinas SP 13083‐970 BrazilAbstract A general protocol is developed to obtain D‐glucosamine from three widely available biomass residues: shrimp shells, cicada sloughs, and cockroaches. The protocol includes three steps: (1) demineralization, (2) deproteinization, and (3) chitin hydrolysis. This simple, general protocol opens the door to obtain an invaluable nitrogen‐containing compound from three biomass residues, and it can potentially be applied to other chitin sources. White needle‐like crystals of pure D‐glucosamine are obtained in all cases upon purification by crystallization. Characterization data (NMR, IR, and mass spectrometry) of D‐glucosamine obtained from the three chitin sources are similar and confirm its high purity. NMR investigation demonstrates that D‐glucosamine is obtained mainly as the α‐anomer, which undergoes mutarotation in aqueous solution achieving equilibrium after 440 min, in which the anomeric glucosamine distribution is 60% α‐anomer and 40% β‐anomer.https://doi.org/10.1002/gch2.201800046biomasschitinglucosaminemutarotationresidues
spellingShingle Diego L. Bertuzzi
Tiago B. Becher
Naylil M. R. Capreti
Julio Amorim
Igor D. Jurberg
Jackson D. Megiatto Jr.
Catia Ornelas
General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
Global Challenges
biomass
chitin
glucosamine
mutarotation
residues
title General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
title_full General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
title_fullStr General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
title_full_unstemmed General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
title_short General Protocol to Obtain D‐Glucosamine from Biomass Residues: Shrimp Shells, Cicada Sloughs and Cockroaches
title_sort general protocol to obtain d glucosamine from biomass residues shrimp shells cicada sloughs and cockroaches
topic biomass
chitin
glucosamine
mutarotation
residues
url https://doi.org/10.1002/gch2.201800046
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