BIOCATALYSIS AND BIOTRANSFORMATION
9
of methanol as a cosolvent in amoxicillin synthesis and its
advantage over ethylene glycol. Biotechnol Bioprocess
Eng. 12(4):390–398.
presence of organic cosolvents. J Mol Catal B Enzym.
11(4–6):587–595.
Illanes A, Wilson L, Aguirre C. 2009. Synthesis of cephalexin
in aqueous medium with carrier-bound and carrier-free
penicillin acylase biocatalysts. Appl Biochem Biotechnol.
157(1):98–110.
Chow Y, Wu JC, Li RJ. 2005. Influence of 6-aminopenicillanic
acid on amoxicillin synthesis and p-hydroxyphenylglycine
methyl ester hydrolysis. Biocatal Biotransform. 23(5):
3
47–351.
Illanes A, Wilson L, Corrotea O, Tavernini L, Zamorano F,
Aguirre C. 2007. Synthesis of cephalexin with immobilized
penicillin acylase at very high substrate concentrations in
fully aqueous medium. J Mol Catal B Enzym. 47(1–2):
Duggleby HJ, Tolley SP, Hill CP, Dodson EJ, Dodson G,
Moody PC. 1995. Penicillin acylase has a single-amino-acid
catalytic centre. Nature. 373(6511):264–268.
Estruch I, Tagliani AR, Guisan JM, Fernandez-Lafuente R,
Alcantara AR, Toma L, Terreni M. 2008. Immobilization of
the acylase from Escherichia coli on glyoxyl-agarose gives
efficient catalyst for the synthesis of cephalosporins.
Enzyme Microb Technol. 42(2):121–129.
7
2–78.
Jager SAW, Jekel PA, Janssen DB. 2007. Hybrid penicillin acy-
lases with improved properties for synthesis of b-lactam
antibiotics. Enzyme Microb Technol. 40(5):1335–1344.
ꢁ
Jager SA, Shapovalova IV, Jekel PA, Alkema WB, Svedas VK,
Janssen DB. 2008. Saturation mutagenesis reveals the
importance of residues aR145 and aF146 of penicillin acy-
lase in the synthesis of b-lactam antibiotics. J Biotechnol.
Garc ꢀı a-Gal ꢀa n C, Berenguer-Murcia A, Fernandez-Lafuente R,
Rodrigues RC. 2011. Potential of different enzyme immo-
bilization strategies to improve enzyme performance. Adv
Synth Catal. 353:2885–2904.
1
33(1):18–26.
Kasche V. 1986. Mechanism and yields in enzyme catalysed
equilibrium and kinetically controlled synthesis of b-lac-
tam antibiotics, peptides and other condensation prod-
ucts. Enzyme Microb Technol. 8(1):4–16.
Giordano RC, Ribeiro MP, Giordano RL. 2006. Kinetics of
beta-lactam antibiotics synthesis by penicillin G acylase
(PGA) from the viewpoint of the industrial enzymatic
reactor optimization. Biotechnol Adv. 24(1):27–41.
Kim MG, Lee SB. 1996a. Effect of organic solvents on penicil-
lin acylase-catalyzed reactions: interaction of organic sol-
vents with enzymes. J Mol Catal B Enzym. 1(3–6):181–190.
Kim MG, Lee SB. 1996b. Penicillin acylase-catalyzed synthesis
of b-lactam antibiotics in water-methanol mixtures: effect
of cosolvent content and chemical nature of substrate on
reaction rates and yields. J Mol Catal B Enzym. 1(3–6):
Gon c¸ alves LRB, Fern ꢀa ndez-Lafuente R, Guis ꢀa n JM, Giordano
RLC. 2002. The role of 6-aminopenicillanic acid on the kin-
etics of amoxicillin enzymatic synthesis catalyzed by peni-
cillin G acylase immobilized onto glyoxyl-agarose. Enzyme
Microb Technol. 31(4):464–471.
Gon c¸ alves LR, Sousa R, Jr., Fernandez-Lafuente R, Guisan JM,
Giordano RL, Giordano RC. 2002. Enzymatic synthesis of
amoxicillin: avoiding limitations of the mechanistic
approach for reaction kinetics. Biotechnol Bioeng. 80(6):
2
01–211.
Koreishi M, Tani K, Ise Y, Imanaka H, Imamura K, Nakanishi K.
007. Enzymatic synthesis of b- lactam antibiotics and N-
2
622–631.
fatty-acylated amino compounds by the acyl-transfer reac-
tion catalyzed by penicillin V acylase from Streptomyces
mobaraensis. Biosci Biotechnol Biochem. 71(6):1582–1586.
Kumar A, Prabhune A, Suresh CG, Pundle A. 2008.
Characterization of smallest active monomeric penicillin V
acylase from new source: a yeast, Rhodotorula aurantiaca
Hern ꢀa ndez-J uꢀ stiz O, Fern ꢀa ndez-Lafuente R, Terreni M, Guis ꢀa n
JM. 1998. Use of aqueous two-phase systems for in situ
extraction of water soluble antibiotics during their synthe-
sis by enzymes immobilized on porous supports.
Biotechnol Bioeng. 59:73–79.
Hern ꢀa ndez-J uꢀ stiz O, Terreni M, Pagani G, Garc ꢀı a JL, Guis ꢀa n
(NCIM 3425). Process Biochem. 43(9):961–967.
JM, Fern ꢀa ndez-Lafuente R. 1999. Evaluation of different
enzymes as catalysts for the production of beta-lactam
Lee YS, Kim HW, Park SS. 2000. The role of alpha-amino
group of the N-terminal serine of beta-subunit for enzyme
catalysis and autoproteolytic activation of glutaryl 7- ami-
nocephalosporanic acid acylase. J Biol Chem. 275(50):
antibiotics following
a kinetically controlled strategy.
Enzyme Microb Technol. 25(3–5):336–343.
Hormigo D, de la Mata I, Castill oꢀ n MP, Acebal C, Arroyo M.
3
9200–39206.
2009. Kinetic and microstructural characterization of
Mare ꢁs ov ꢀa H, Pla ꢁc kov ꢀa M, Grulich M, Kys lꢀı k P. 2014. Current
state and perspectives of penicillin G acylase-based bioca-
talyses. Appl Microbiol Biotechnol. 98(7):2867–2879.
Nam DH, Ryu DDY. 1984. Enzymatic synthesis of phenoxy-
methylpenicillin using Erwinia aroideae enzyme. J Antibiot.
immobilized penicillin acylase from Streptomyces lavendu-
lae on Sepabeads EC-EP. Biocatal Biotransform. 27(4):
271–281.
Hyun CK, Kim JH, Ryu DDY. 1993. Enhancement effect of
water activityl on enzymatic synthesis of cephalexin.
Biotechnol Bioeng. 42(7):800–806.
Illanes A, Anjar ꢀı S, Arrieta R, Aguirre C. 2002. Optimization of
yield in kinetically controlled synthesis of ampicillin with
immobilized penicillin acylase in organic media. Appl
Biochem Biotechnol. 97(3):165–179.
Illanes A, Cabrera Z, Wilson L, Aguirre C. 2003. Synthesis of
cephalexin in ethylene glycol with glyoxyl-agarose immo-
bilised penicillin acylase: temperature and pH optimisa-
tion. Process Biochem. 39(1):111–117.
Illanes A, Fajardo A. 2001. Kinetically controlled synthesis of
ampicillin with immobilized penicillin acylase in the
3
7(10):1217–1223.
Ospina S, Barzana E, Ramırez OT, Lopez-Munguıa A. 1996.
Effect of pH in the synthesis of ampicillin by penicillin
acylase. Enzyme Microb Technol. 19(6):462–469.
Pereira SC, Bussamara R, Marin G, Giordano RLC, Dupont J,
Giordano RD. 2012. Enzymatic synthesis of amoxicillin by
penicillin G acylase in the presence of ionic liquids. Green
Chem. 14:3146–3156.
ꢀ
ꢀ
ꢀ
Rosell CM, Terreni M, Fern ꢀa ndez-Lafuente R, Guisan JM.
1998. A criterion for the selection of monophasic solvents
for enzymatic synthesis. Enzyme Microb Technol. 23(1–2):
64–69.