Kinetics and pathway of biodegradation of dibutyl phthalate by
Pleurotus ostreatus
Miriam Ahuactzin-P
erez
c, d
, Saúl Tl
ecuitl-Beristain
e
, Jorge García-D
avila
e
,
Ericka Santacruz-Ju
arez
e
, Manuel Gonz
alez-P
erez
f
, María Concepci
on Guti
errez-Ruíz
b
,
Carmen S
anchez
a, *
a
Laboratory of Biotechnology, Research Centre for Biological Sciences, Universidad Aut onoma de Tlaxcala, Ixtacuixtla, Tlaxcala, CP 90062, Mexico
b
Departamento de Ciencias de la Salud, Universidad Aut onoma Metropolitana-Iztapalapa, CDMX, Mexico
c
Doctorado en Biología Experimental, Universidad Aut onoma Metropolitana-Iztapalapa (UAM-I), Mexico
d
Facultad de Agrobiología, Universidad Aut onoma de Tlaxcala, Ixtacuixtla, Tlaxcala, Mexico
e
Universidad Polit ecnica de Tlaxcala, San Pedro Xalcatzinco, Tepeyanco, Tlaxcala, CP 90180, Mexico
f
Universidad Popular Aut onoma del Estado de Puebla, Puebla, CP 72410, Mexico
article info
Article history:
Received 27 May 2018
Received in revised form
27 June 2018
Accepted 2 July 2018
Available online xxx
Corresponding Editor: Julian Rutherford
Keywords:
Basidiomycete
Biodegradation pathway
Constant of biodegradation
Plasticizer
Removal efficiency
abstract
Dibutyl phthalate (DBP) is a plasticizer, whose presence in the environment as a pollutant has attained a
great deal of attention due to its reported association with endocrine system disturbances on animals.
Growth parameters, glucose uptake, percentage of removal efficiency (%E) of DBP, biodegradation con-
stant of DBP (k) and half-life of DBP biodegradation (t
1/2
) were evaluated for Pleurotus ostreatus grown on
media containing glucose and different concentrations of DBP (0, 500 and 1000 mg l
1
). P . ostreatus
degraded 99.6 % and 94 % of 500 and 1000 mg of DBP l
1
after 312 h and 504 h, respectively. The k was
0.0155 h
1
and 0.0043 h
1
for 500 and 1000 mg of DBP l
1
, respectively. t
1/2
was 44.7 h and 161 h for 500
and 1000 mg of DBP l
1
, respectively. Intermediate compounds of biodegraded DBP were identified by
GC-MS and a DBP biodegradation pathway was proposed using quantum chemical calculation. DBP
might be metabolized to benzene and acetyl acetate, the first would be oxidated to muconic acid and the
latter would enter into the Krebs cycle. P . ostreatus has the ability to degrade DBP and utilizes it as source
of carbon and energy.
© 2018 British Mycological Society. Published by Elsevier Ltd. All rights reserved.
1. Introduction
Phthalates are a family of industrial compounds with a common
chemical structure, dialkyl or alkyl/aryl esters of 1,2-
benzenedicarboxylic acid. They are plasticizers that are added to
plastics to make them soft and flexible. Low molecular weight
phthalates, such as dibutyl phthalate (DBP), are used to impart
flexibility to thin films. DBP is used as a solvent in personal-care
products (e.g. perfumes, lotions), printing inks and resin solvents
(Meeker et al., 2009; P erez-Andr es et al., 2017). DBP is one of the
predominant phthalate esters present in atmospheric particles as
well as in fresh water and sediments (Gao and Wen, 2016). DBP can
be taken up by plants and other living organisms, thereby entering
the food supply in both marine and fresh environments (Muneer
et al., 2001). Several studies have shown that DBP has anti-
androgenic and estrogenic effects in male rats and fish and has
also been reported to cause reproductive defects in humans (Chen
et al., 2014; Xu et al., 2014). It has been reported that shorter ester
chains like DBP can be easier to biodegrade and mineralize than
phthalates with long ester chains such as di (2-ethyl hexyl)
phthalate (DEHP) (Liang et al., 2008). Therefore, the occurrence of
phthalate esters in the environment depends on their use, pro-
duction and biodegradability. The hydrolysis and photolysis of
phthalate esters are very slow. Microbial degradation plays a major
role in mineralizing phthalate esters in the environment (Prasad
and Suresh, 2012; Pradeep et al., 2013; Ahuactzin-P erez et al.,
2014; Bouchiat et al., 2015; Meng et al., 2015). Bhardwaj et al.
Abbreviations: DBP, dibutyl phthalate; m, specific growth rate; X
max
, maximum
biomass; k, constant of biodegradation; t
1/2
, half-life of DBP biodegradation; HOMO,
highest occupied molecular orbital; LUMO, lowest unoccupied molecular orbital;
Ed, electrostatic potential; dþ, molecular partial positive charge; d-, molecular
partial negative charge; E
Bg
, energy of band gap; ETC, electron transfer coefficient.
* Corresponding author.
E-mail address: sanher6@hotmail.com (C. S anchez).
Contents lists available at ScienceDirect
Fungal Biology
journal homepage: www.elsevier.com/locate/funbio
https://doi.org/10.1016/j.funbio.2018.07.001
1878-6146/© 2018 British Mycological Society. Published by Elsevier Ltd. All rights reserved.
Fungal Biology xxx (2018) 1e7
Please cite this article in press as: Ahuactzin-P erez, M., et al., Kinetics and pathway of biodegradation of dibutyl phthalate by Pleurotus ostreatus,
Fungal Biology (2018), https://doi.org/10.1016/j.funbio.2018.07.001