Poly(g-glutamic acid) is a linear anionic biopolymer synthesized by bacterial fermentation from sustainable resources. Being water soluble, biodegradable, edible and non-toxic to humans and the environment, applications of gamma-PGA are of interest in a broad range of industrial sectors. However, preparation of gamma-PGA derivatives is plagued by several difficulties including its scarce solubility in organic solvents. We here report a gamma-PGA derivatization procedure based on the use of its tetrabutylammonium salt. The modified solubility of gamma-PGA provided by counterion exchange led to the synthesis of poly(alpha-ethyl-gamma-glutamate), poly(alpha-benzyl-gamma-glutamate) and poly(alpha-n-butyl-gamma-glutamate) under smoother conditions and an almost complete functionalization degree.

Esterification of poly(γ-glutamic acid) (γ-PGA) mediated by its tetrabutylammonium salt / M. Biagiotti, G. Borghese, P. Francescato, C. Morelli, A..M. Albertini, T. Bavaro, D. Ubiali, R. Mendichi, G. Speranza. - In: RSC ADVANCES. - ISSN 2046-2069. - 6:50(2016), pp. 43954-43958. [10.1039/C6RA08567A]

Esterification of poly(γ-glutamic acid) (γ-PGA) mediated by its tetrabutylammonium salt

M. Biagiotti
Primo
;
G. Borghese
Secondo
;
P. Francescato;C. Morelli;G. Speranza
2016

Abstract

Poly(g-glutamic acid) is a linear anionic biopolymer synthesized by bacterial fermentation from sustainable resources. Being water soluble, biodegradable, edible and non-toxic to humans and the environment, applications of gamma-PGA are of interest in a broad range of industrial sectors. However, preparation of gamma-PGA derivatives is plagued by several difficulties including its scarce solubility in organic solvents. We here report a gamma-PGA derivatization procedure based on the use of its tetrabutylammonium salt. The modified solubility of gamma-PGA provided by counterion exchange led to the synthesis of poly(alpha-ethyl-gamma-glutamate), poly(alpha-benzyl-gamma-glutamate) and poly(alpha-n-butyl-gamma-glutamate) under smoother conditions and an almost complete functionalization degree.
poly(alpha-alkyl gamma-glutamate)s; microbial origin; glutamic acid; esters; microorganism; convenient
Settore CHIM/06 - Chimica Organica
Settore CHIM/08 - Chimica Farmaceutica
2016
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/467029
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