Abstract
Bacterial infections constitute a significant and increasing problem in healthcare originated from both bacterial colonization and biofilm development in biomaterials, a prelude to the onset of systemic infection and consequently the dysfunction of implanted devices. In addition, a serious issue is the growing incidence of multi-drug resistant bacteria, which cannot be killed using multiple antibiotics, coined by the term “superbugs”. Enormous efforts have focused on developing drugs which, at one hand, exhibit as characteristics great effectiveness and at the other hand, make the evolutionary resistant bacteria susceptible to them. The development of novel, more potent antibiotics able to overcome this acquired resistance remains until now, a provocation for the scientific world because novel modes of antibacterial activity are necessary. Biopolymeric antimicrobials have appeared as a hopeful nominee for investigation and evolution in the field of antibacterial therapy. Poly([R]-3-hydroxyalkanoates) (PHAs), the wide family of the naturally-synthesizing bacterial bio-polyesters, constitute one of the principal nominees, which dominates in prospective for utilization in the field of biomedical applications. They constitute a large class of biodegradable biopolymers that exhibit biocompatibility obtaining minimal tissue toxicity. Exploiting these properties, PHAs has been used as a matrix to construct slow-release formulations of antibiotic delivery, providing them antimicrobial, antifungal, anti-biofilm, anti-inflammatory and virucidal properties dependent on the conjugated/enclosed therapeutic agent. Moreover, the antimicrobial activity that PHAs themselves, or their derivatives have been reported to exhibit should not be ignored. Wound healing is a novel medical area where PHAs are also extended based on the same principle of the drug delivery for rapid tissue regeneration. This review covers all this collective information.
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References
Aggarwal V, Bakhshi H, Ecker N, Parvizi J, Gehrke T, Kendoff D (2014) Organism profile in periprosthetic joint infection: pathogens differ at two arthroplasty infection referral centers in Europe and in the United States. J Knee Surg 27:399–406. https://doi.org/10.1055/s-0033-1364102
Allen AD, Daley P, Ayorinde FO, Gugssa A, Anderson WA, Eribo BE (2012) Characterization of medium chain length (R)-3-hydroxycarboxylic acids produced by Streptomyces sp. JM3 and the evaluation of their antimicrobial properties. World J Microbiol Biotechnol 28:2791–2800. https://doi.org/10.1007/s11274-012-1089-z
Arias CA, Murray BE (2009) Antibiotic-resistant bugs in the 21st century – a clinical super-challenge. N Engl J Med 360:439–443. https://doi.org/10.1056/NEJMp0804651
Basnett P, Ching KY, Stolz M, Knowles JC, Boccaccini AR, Smith C, Locke IC, Keshavarz T, Roy I (2013) Novel poly(3-hydroxyoctanoate)/poly(3-hydroxybutyrate) blends for medical applications. React Funct Polym 73:1340–1348. https://doi.org/10.1016/j.reactfunctpolym.2013.03.019
Brophy MR, Deasy PB (1986) In vitro and in vivo studies on biodegradable polyester microparticles containing sulphamethizole. Int J Pharm 29:223–231. https://doi.org/10.1016/0378-5173(86)90119-5
Burgos N, Armentano I, Fortunati E, Dominici F, Luzi F, Fiori S, Cristofaro F, Visai L, Jiménez A, Kenny JM (2017) Functional properties of plasticized bio-based poly(lactic acid)-poly(hydroxybutyrate) (PLA-PHB) films for active food packaging. Food Bioprocess Technol 10:770–780. https://doi.org/10.1007/s11947-016-1846-3
Burke TR, Knight M, Chandrasekhar B (1989) Solid-phase synthesis of viscosin, a cyclic depsipeptide with antibacterial and antiviral properties. Tetrahedron Lett 30:519–522
Busscher HJ, van der Mei HC (2012) How do bacteria know they are on a surface and regulate their response to an adhering state? PLoS Pathog 8:e1002440. https://doi.org/10.1371/journal.ppat.1002440
Castro-Mayorga JL, Martínez-Abad A, Fabra MJ, Olivera C, Reis M, Lagarón JM (2014) Stabilization of antimicrobial silver nanoparticles by a polyhydroxyalkanoate obtained from mixed bacterial culture. Int J Biol Macromol 71:103–110. https://doi.org/10.1016/j.ijbiomac.2014.06.059
Castro-Mayorga J, Fabra M, Cabedo L, Lagaron JM (2016a) On the use of the electrospinning coating technique to produce antimicrobial polyhydroxyalkanoate materials containing in situ-stabilized silver nanoparticles. Nanomaterials 7:4. https://doi.org/10.3390/nano7010004
Castro-Mayorga JL, Fabra MJ, Lagaron JM (2016b) Stabilized nanosilver based antimicrobial poly(3-hydroxybutyrate-co-3-hydroxyvalerate) nanocomposites of interest in active food packaging. Innov Food Sci Emerg Technol 33:524–533. https://doi.org/10.1016/j.ifset.2015.10.019
Castro-Mayorga JL, Randazzo W, Fabra MJ, Lagaron JM, Aznar R (2017) Antiviral properties of silver nanoparticles against norovirus surrogates and their efficacy in coated polyhydroxyalkanoates systems. LWT-Food Sci Technol 79:503–510. https://doi.org/10.1016/j.lwt.2017.01.065
Castro-Mayorga JL, Freitas F, Reis M, Prieto A, Lagaron JM (2018) Biosynthesis of silver nanoparticles and polyhydroxybutyrate nanocomposites of interest in antimicrobial applications. Int J Biol Macromol 108:426–435. https://doi.org/10.1016/j.ijbiomac.2017.12.007
Chen G-Q (2009) A microbial polyhydroxyalkanoates (PHA) based bio- and materials industry. Chem Soc Rev 38:2434–2446. https://doi.org/10.1039/b812677c
Chen LJ, Wang M (2002) Production and evaluation of biodegradable composites based on PHB–PHV copolymer. Biomaterials 23:2631–2639. https://doi.org/10.1016/S0142-9612(01)00394-5
Chen G-Q, Wu Q (2005a) The application of polyhydroxyalkanoates as tissue engineering materials. Biomaterials 26:6565–6578. https://doi.org/10.1016/j.biomaterials.2005.04.036
Chen G-Q, Wu Q (2005b) Microbial production and applications of chiral hydroxyalkanoates. Appl Microbiol Biotechnol 67:592–599. https://doi.org/10.1007/s00253-005-1917-2
Chen L, Bromberg L, Hatton TA, Rutledge GC (2008) Electrospun cellulose acetate fibers containing chlorhexidine as a bactericide. Polymer (Guildf) 49:1266–1275. https://doi.org/10.1016/j.polymer.2008.01.003
Chiba T, Nakai T (1985) A synthetic approach to (+)-thienamycin from methyl (R)-3-hydroxybutanoate. A new entry to (3 R, 4 R)-3-[(R)-1-hydroxyethyl]-4-acetoxy-2-azetidinone. Chem Lett 14:651–654. https://doi.org/10.1246/cl.1985.651
Chung GM, Kim WH, Kim RB, Kim BY, Rhee HY (2012) Biocompatibility and antimicrobial activity of poly (3-hydroxyoctanoate) grafted with vinylimidazole. Int J Biol Macromol 50:310–316. https://doi.org/10.1016/j.ijbiomac.2011.12.007
Clokie MR, Millard AD, Letarov AV, Heaphy S (2011) Phages in nature. Bacteriophage 1:31–45. https://doi.org/10.4161/bact.1.1.14942
Cornell RJ, Donaruma LG (1965) 2-Methacryloxytropones. Intermediates for the synthesis of biologically active polymers. J Med Chem 8:388–390
Costerton JW, Geesey GG, Cheng K-J (1978) How bacteria stick. Sci Am 238:86–95. https://doi.org/10.1038/scientificamerican0178-86
Costerton JW, Cheng KJ, Geesey GG, Ladd TI, Nickel JC, Dasgupta M, Marrie TJ (1987) Bacterial biofilms in nature and disease. Annu Rev Microbiol 41:435–464. https://doi.org/10.1146/annurev.mi.41.100187.002251
Costerton JW, Stewart PS, Greenberg EP (1999) Bacterial biofilms: a common cause of persistent infections. Science 284:1318–1322
Costerton W, Veeh R, Shirtliff M, Pasmore M, Post C, Ehrlich G (2003) The application of biofilm science to the study and control of chronic bacterial infections. J Clin Invest 112:1466–1477. https://doi.org/10.1172/JCI200320365
Darouiche RO (2004) Treatment of infections associated with surgical implants. N Engl J Med 350:1422–1429. https://doi.org/10.1056/NEJMra035415
Davey ME, O’toole GA (2000) Microbial biofilms: from ecology to molecular genetics. Microbiol Mol Biol Rev 64:847–867. https://doi.org/10.1128/MMBR.64.4.847-867.2000
Defoirdt T, Halet D, Sorgeloos P, Bossier P, Verstraete W (2006) Short-chain fatty acids protect gnotobiotic Artemia franciscana from pathogenic Vibrio campbellii. Aquaculture 261:804–808. https://doi.org/10.1016/j.aquaculture.2006.06.038
Defoirdt T, Boon N, Sorgeloos P, Verstraete W, Bossier P (2009) Short-chain fatty acids and poly-β-hydroxyalkanoates: (New) biocontrol agents for a sustainable animal production. Biotechnol Adv 27:680–685. https://doi.org/10.1016/j.biotechadv.2009.04.026
DeLeo FR, Chambers HF (2009) Reemergence of antibiotic-resistant Staphylococcus aureus in the genomics era. J Clin Invest 119:2464–2474. https://doi.org/10.1172/JCI38226
Delie F, Blanco-Príeto MJ (2005) Polymeric particulates to improve oral bioavailability of peptide drugs. Molecules 10:65–80. https://doi.org/10.3390/10010065
Desbois A, Lawlor K (2013) Antibacterial activity of long-chain polyunsaturated fatty acids against Propionibacterium acnes and Staphylococcus aureus. Mar Drugs 11:4544–4557. https://doi.org/10.3390/md11114544
Desbois AP, Smith VJ (2010) Antibacterial free fatty acids: activities, mechanisms of action and biotechnological potential. Appl Microbiol Biotechnol 85:1629–1642. https://doi.org/10.1007/s00253-009-2355-3
Dhand C, Venkatesh M, Barathi VA, Harini S, Bairagi S, Goh Tze Leng E, Muruganandham N, Low KZW, Fazil MHUT, Loh XJ, Shirivasa DK, Liu SP, Beuerman RW, Verma NK, Ramakrishna S, Lakshminarayanan R (2017) Bio-inspired crosslinking and matrix-drug interactions for advanced wound dressings with long-term antimicrobial activity. Biomaterials 138:153–168. https://doi.org/10.1016/j.biomaterials.2017.05.043
Díez-Pascual A, Díez-Vicente A (2014) Poly(3-hydroxybutyrate)/ZnO bionanocomposites with improved mechanical, barrier and antibacterial properties. Int J Mol Sci 15:10950–10973. https://doi.org/10.3390/ijms150610950
Dinjaski N, Fernández-Gutiérrez M, Selvam S, Parra-Ruiz FJ, Lehman SM, San Román J, García E, García JL, García AJ, Prieto MA (2014) PHACOS, a functionalized bacterial polyester with bactericidal activity against methicillin-resistant Staphylococcus aureus. Biomaterials 35:14–24. https://doi.org/10.1016/j.biomaterials.2013.09.059
Donadio S, Maffioli S, Monciardini P, Sosio M, Jabes D (2010) Antibiotic discovery in the twenty-first century: current trends and future perspectives. J Antibiot (Tokyo) 63:423–430. https://doi.org/10.1038/ja.2010.62
Donlan RM (2002) Biofilms: microbial life on surfaces. Emerg Infect Dis 8:881–890. https://doi.org/10.3201/eid0809.020063
Escapa IF, Morales V, Martino VP, Pollet E, Avérous L, García JL, Prieto MA (2011) Disruption of β-oxidation pathway in Pseudomonas putida KT2442 to produce new functionalized PHAs with thioester groups. Appl Microbiol Biotechnol 89:1583–1598. https://doi.org/10.1007/s00253-011-3099-4
Fan X, Jiang Q, Sun Z, Li G, Ren X, Liang J, Huang TS (2015) Preparation and characterization of electrospun antimicrobial fibrous membranes based on polyhydroxybutyrate (PHB). Fibers Polym 16:1751–1758. https://doi.org/10.1007/s12221-015-5108-1
Fernandes JG, Correia DM, Botelho G, Padrão J, Dourado F, Ribeiro C, Lanceros-Méndez S, Sencadas V (2014) PHB-PEO electrospun fiber membranes containing chlorhexidine for drug delivery applications. Polym Test 34:64–71. https://doi.org/10.1016/j.polymertesting.2013.12.007
Fischbach MA, Walsh CT (2009) Antibiotics for emerging pathogens. Science 325:1089–1093. https://doi.org/10.1126/science.1176667
Fischer CL, Drake DR, Dawson DV, Blanchette DR, Brogden KA, Wertz PW (2012) Antibacterial activity of sphingoid bases and fatty acids against gram-positive and gram-negative bacteria. Antimicrob Agents Chemother 56:1157–1161. https://doi.org/10.1128/AAC.05151-11
Fux CA, Costerton JW, Stewart PS, Stoodley P (2005) Survival strategies of infectious biofilms. Trends Microbiol 13:34–40. https://doi.org/10.1016/j.tim.2004.11.010
Gallo J, Holinka M, Moucha CS (2014) Antibacterial surface treatment for orthopaedic implants. Int J Mol Sci 15:13849–13880. https://doi.org/10.3390/ijms150813849
Gantois I, Ducatelle R, Pasmans F, Haesebrouck F, Hautefort I, Thompson A, Hinton JC, Van Immerseel F (2006) Butyrate specifically down-regulates Salmonella pathogenicity island 1 gene expression. Appl Environ Microbiol 72:946–949. https://doi.org/10.1128/AEM.72.1.946-949.2006
Gomes ME, Reis RL (2004) Biodegradable polymers and composites in biomedical applications: from catgut to tissue engineering. Part 1 available systems and their properties. Int Mater Rev 49:261–273. https://doi.org/10.1179/095066004225021918
Gumel AM, Razaif-Mazinah MRM, Anis SNS, Annuar MSM (2015) Poly (3-hydroxyalkanoates)-co-(6-hydroxyhexanoate) hydrogel promotes angiogenesis and collagen deposition during cutaneous wound healing in rats. Biomed Mater 10:045001. https://doi.org/10.1088/1748-6041/10/4/045001
Gwynn MN, Portnoy A, Rittenhouse SF, Payne DJ (2010) Challenges of antibacterial discovery revisited. Ann N Y Acad Sci 1213:5–19. https://doi.org/10.1111/j.1749-6632.2010.05828.x
Hetrick EM, Schoenfisch MH (2006) Reducing implant-related infections: active release strategies. Chem Soc Rev 35:780–789. https://doi.org/10.1039/b515219b
Hu S-G, Jou C-H, Yang M-C (2003) Antibacterial and biodegradable properties of polyhydroxyalkanoates grafted with chitosan and chitooligosaccharides via ozone treatment. J Appl Polym Sci 88:2797–2803. https://doi.org/10.1002/app.12055
Huang CB, Altimova Y, Myers TM, Ebersole JL (2011) Short- and medium-chain fatty acids exhibit antimicrobial activity for oral microorganisms. Arch Oral Biol 56:650–654. https://doi.org/10.1016/j.archoralbio.2011.01.011
Ignatova M, Manolova N, Rashkov I, Markova N (2016) Quaternized chitosan/κ-carrageenan/caffeic acid-coated poly(3-hydroxybutyrate) fibrous materials: preparation, antibacterial and antioxidant activity. Int J Pharm 513:528–537. https://doi.org/10.1016/j.ijpharm.2016.09.062
Iida J, Une T, Ishihara C, Nishimura K, Tokura S, Mizukoshi N, Azuma I (1987) Stimulation of non-specific host resistance against Sendai virus and Escherichia coli infections by chitin derivatives in mice. Vaccine 5:270–274
Ismail I, Gurusamy TP, Ramachandran H, Al-Ashraf Amirul A (2017) Enhanced production of poly(3-hydroxybutyrate-co-4-hydroxybutyrate) copolymer and antimicrobial yellow pigmentation from Cupriavidus sp. USMAHM13 with antibiofilm capability. Prep Biochem Biotechnol 47:388–396. https://doi.org/10.1080/10826068.2016.1252925
Jendrossek D, Handrick R (2002) Microbial degradation of polyhydroxyalkanoates. Annu Rev Microbiol 56:403–432
Jeon JM, Brigham CJ, Kim YH, Kim H-J, Yi D-H, Kim H, Rha C, Sinskey A, Yang Y-H (2014) Biosynthesis of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) (P(HB-co-HXX)) from butyrate using engineered Ralstonia eutropha. Appl Microbiol Biotechnol 98:5461. https://doi.org/10.1007/s00253-014-5617-7
Johnson K, Jiang Y, Kleerebezem R, Muyzer G, van Loosdrecht M (2009) Enrichment of a mixed bacterial culture with a high polyhydroxyalkanoate storage capacity. Biomacromolecules 10:670. https://doi.org/10.1021/bm8013796
Kai D, Low ZW, Liow SS, Abdul Karim A, Ye H, Jin G, Li K, Loh XJ (2015) Development of lignin supramolecular hydrogels with mechanically responsive and self-healing properties. ACS Sustain Chem Eng 3:2160–2169. https://doi.org/10.1021/acssuschemeng.5b00405
Kandhasamy S, Perumal S, Madhan B, Umamaheswari N, Banday JA, Perumal PT, Santhanakrishnan VP (2017) Synthesis and fabrication of collagen-coated ostholamide electrospun nanofiber scaffold for wound healing. ACS Appl Mater Interfaces 9:8556–8568. https://doi.org/10.1021/acsami.6b16488
Kaplan JB, Ragunath C, Velliyagounder K, Fine DH, Ramasubbu N (2004) Enzymatic detachment of Staphylococcus epidermidis biofilms. Antimicrob Agents Chemother 48:2633–2636. https://doi.org/10.1128/AAC.48.7.2633-2636.2004
Karahaliloglu Z, Ercan B, Taylor EN, Chung S, Denkbaş EB, Webster TJ (2015) Antibacterial nanostructured polyhydroxybutyrate membranes for guided bone regeneration. J Biomed Nanotechnol 11:2253–2263. https://doi.org/10.1166/jbn.2015.2106
Ke Y, Zhang XY, Ramakrishna S, He LM, Wu G (2016) Synthetic routes to degradable copolymers deriving from the biosynthesized polyhydroxyalkanoates: a mini review. Express Polym Lett 10:36–53. https://doi.org/10.3144/expresspolymlett.2016.5
Ke Y, Liu C, Zhang X, Xiao M, Wu G (2017) Surface modification of polyhydroxyalkanoates toward enhancing cell compatibility and antibacterial activity. Macromol Mater Eng 302:1700258. https://doi.org/10.1002/mame.201700258
Kehail AA, Brigham CJ (2017) Anti-biofilm activity of solvent-cast and electrospun polyhydroxyalkanoate membranes treated with lysozyme. J Polym Environ. https://doi.org/10.1007/s10924-016-0921-1
Kiedrowski MR, Horswill AR (2011) New approaches for treating staphylococcal biofilm infections. Ann N Y Acad Sci 1241:104–121. https://doi.org/10.1111/j.1749-6632.2011.06281.x
Kim DY, Kim HW, Chung MG, Rhee YH (2007) Biosynthesis, modification, and biodegradation of bacterial medium-chain-length polyhydroxyalkanoates. J Microbiol 45:87–97
Kim HW, Chung MG, Kim YB, Rhee YH (2008) Graft copolymerization of glycerol 1,3-diglycerolate diacrylate onto poly(3-hydroxyoctanoate) to improve physical properties and biocompatibility. Int J Biol Macromol 43:307–313. https://doi.org/10.1016/j.ijbiomac.2008.07.002
Koneman EW, Allen SD, Janda WM, Sohreckenberger PC, Winn WC (1997) Color atlas and textbook of diagnostic microbiology. Lippincott, New York, 1736 p
Korsatko W, Wabnegg B, Braunegg G, Lafferty MR, Strempfl F (1983) Poly-D-(-)-3-hydroxybutyric acid (PHBA) a biodegradable carrier for long term medication dosage 1. Pharm Ind 45:525–527
Laverty G, Gorman SP, Gilmore BF (2013) Biomolecular mechanisms of staphylococcal biofilm formation. Future Microbiol 8:509–524. https://doi.org/10.2217/fmb.13.7
Lee SY, Park SH, Lee Y, Lee S (2002) Production of chiral and other valuable compounds from microbial polyester. In: Doi Y, Steinbüchel A (eds) Biopolymers. Wiley-VCH, Germany, pp 375–387. https://doi.org/10.1002/3527600035.bpol4014
Li Z, Loh XJ (2015) Water soluble polyhydroxyalkanoates: future materials for therapeutic applications. Chem Soc Rev 44:2865–2879. https://doi.org/10.1039/c5cs00089k
Li Z, Yang J, Loh XJ (2016) Polyhydroxyalkanoates: opening doors for a sustainable future. NPG Asia Mater 8:e265. https://doi.org/10.1038/am.2016.48
Li Y, Na R, Wang X, Liu H, Zhao L, Sun X, Ma G, Cui F (2017) Fabrication of antimicrobial peptide-loaded PLGA/Chitosan composite microspheres for long-acting bacterial resistance. Molecules 22:E1637. https://doi.org/10.3390/molecules22101637
Lipovsky A, Thallinger B, Perelshtein I, Ludwig R, Sygmund C, Nyanhongo GS, Guebitz GM, Gedanken A (2015) Ultrasound coating of polydimethylsiloxanes with antimicrobial enzymes. J Mater Chem B 3:7014–7019. https://doi.org/10.1039/C5TB00671F
Loh XJ (2017) Latest advances in antibacterial materials. J Mol Eng Mater 5:1740001. https://doi.org/10.1142/S2251237317400019
Lou Q, Ma Y, Che X, Zhong J, Sun X, Zhang H (2016) Preparation and characterization of polyhydroxyalkanoate bioplastics with antibacterial activity. Sheng Wu Gong Cheng Xue Bao 32:1052–1059. https://doi.org/10.13345/j.cjb.150488
Luef KP, Stelzer F, Wiesbrock F (2015) Poly (hydroxy alkanoate)s in medical applications. Chem Biochem Eng Q 29:287–297. https://doi.org/10.15255/CABEQ.2014.2261
Mah T-FC, O’Toole GA (2001) Mechanisms of biofilm resistance to antimicrobial agents. Trends Microbiol 9:34–39. https://doi.org/10.1016/S0966-842X(00)01913-2
Marcano A, Ba O, Thebault P, Crétois R, Marais S, Duncan AC (2015) Elucidation of innovative antibiofilm materials. Colloids Surf B Biointerfaces 136:56–63. https://doi.org/10.1016/j.colsurfb.2015.08.007
Mifune J, Nakamura S, Fukui T (2010) Engineering of pha operon on Cupriavidus necator chromosome for efficient biosynthesis of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from vegetable oil. Polym Degrad Stab 95:1305–1312. https://doi.org/10.1016/j.polymdegradstab.2010.02.026
Moritz M, Geszke-Moritz M (2013) The newest achievements in synthesis, immobilization and practical applications of antibacterial nanoparticles. Chem Eng J 228:596–613. https://doi.org/10.1016/j.cej.2013.05.046
Mozejko J, Ciesielski S (2013) Saponified waste palm oil as an attractive renewable resource for mcl-polyhydroxyalkanoate synthesis. J Biosci Bioeng 116:485–492. https://doi.org/10.1016/j.jbiosc.2013.04.014
Narayanan A, Ramana KV (2013) Synergized antimicrobial activity of eugenol incorporated polyhydroxybutyrate films against food spoilage microorganisms in conjunction with pediocin. Appl Biochem Biotechnol 170:1379–1388. https://doi.org/10.1007/s12010-013-0267-2
Naveen N, Kumar R, Balaji S, Uma TS, Natrajan TS, Sehgal PK (2010) Synthesis of nonwoven nanofibers by electrospinning – a promising biomaterial for tissue engineering and drug delivery. Adv Eng Mater 12:380–387. https://doi.org/10.1002/adem.200980067
Ohashi T, Hasegawa J (1992a) D-(−)-β-hydroxycarboxylic acids as raw materials for captopril and beta lactams. In: Collins A, Sheldrake G, Crosby J (eds) Chirality in industry. Wiley, New York, pp 269–278
Ohashi T, Hasegawa J (1992b) New preparative methods for optically active β- hydroxycarboxylic acids. In: Collins AN, Sheldrake GN, Crosby J (eds) Chirality in industry. Wiley, New York, pp 249–268
Onaizi SA, Leong SSJ (2011) Tethering antimicrobial peptides: current status and potential challenges. Biotechnol Adv 29:67–74. https://doi.org/10.1016/j.biotechadv.2010.08.012
Pamp SJ, Gjermansen M, Tolker-Nielsen T (2007) The biofilm matrix: a sticky framework. In: Kjelleberg S, Givskov M (eds) The biofilm mode of life: mechanisms and adaptations. HorizonBioscience, Norfolk, pp 37–69
Panith N, Assavanig A, Lertsiri S, Bergkvist M, Surarit R, Niamsiri N (2016) Development of tunable biodegradable polyhydroxyalkanoates microspheres for controlled delivery of tetracycline for treating periodontal disease. J Appl Polym Sci 133:44128–44141. https://doi.org/10.1002/app.44128
Paraje MG (2011) Antimicrobial resistance in biofilms. In: Mendez-Vilas A (ed) Science against microbial pathogens: communicating current research and technological advances. Formatex Research Center, Badajoz, pp 736–744 ISBN 978-84-939843-1-1
Peng L-H, Huang Y-F, Zhang C-Z, Niu J, Chen Y, Chu Y, Jiang Z-H, Gao J-Q, Mao Z-W (2016) Integration of antimicrobial peptides with gold nanoparticles as unique non-viral vectors for gene delivery to mesenchymal stem cells with antibacterial activity. Biomaterials 103:137–149. https://doi.org/10.1016/j.biomaterials.2016.06.057
Pihlstrom BL, Michalowicz BS, Johnson NW (2005) Periodontal diseases. Lancet 366:1809–1820. https://doi.org/10.1016/S0140-6736(05)67728-8
Prabaharan M (2011) Prospective of guar gum and its derivatives as controlled drug delivery systems. Int J Biol Macromol 49:117–124. https://doi.org/10.1016/j.ijbiomac.2011.04.022
Pramanik N, Mitra T, Khamrai M, Bhattacharyya A, Mukhopadhyay P, Gnanamani A, Basu RK, Kundu PP (2015) Characterization and evaluation of curcumin loaded guar gum/polyhydroxyalkanoates blend films for wound healing applications. RSC Adv 5:63489–63501. https://doi.org/10.1039/C5RA10114J
Radivojevic J, Skaro S, Senerovic L, Vasiljevic B, Guzik M, Kenny ST, Maslak V, Nikodinovic-Runic J, O’Connor KE (2016) Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds. Appl Microbiol Biotechnol 100:161–172. https://doi.org/10.1007/s00253-015-6984-4
Rai D, Singh JK, Roy N, Panda D (2008) Curcumin inhibits FtsZ assembly: an attractive mechanism for its antibacterial activity. Biochem J 410:147–155. https://doi.org/10.1042/BJ20070891
Rai M, Yadav A, Gade A (2009) Silver nanoparticles as a new generation of antimicrobials. Biotechnol Adv 27:76–83. https://doi.org/10.1016/j.biotechadv.2008.09.002
Ren Q, Ruth K, Thöny-Meyer L, Zinn M (2010) Enatiomerically pure hydroxycarboxylic acids: current approaches and future perspectives. Appl Microbiol Biotechnol 87:41–52. https://doi.org/10.1007/s00253-010-2530-6
Rodríguez-Contreras A, García Y, Manero JM, Rupérez E (2017) Antibacterial PHAs coating for titanium implants. Eur Polym J 90:66–78. https://doi.org/10.1016/j.eurpolymj.2017.03.004
Rossi S, Azghani AO, Omri A (2004) Antimicrobial efficacy of a new antibiotic-loaded poly(hydroxybutyric-co-hydroxyvaleric acid) controlled release system. J Antimicrob Chemother 54:1013–1018. https://doi.org/10.1093/jac/dkh477
Ruth K, Grubelnik A, Hartmann R, Egli T, Zinn M, Ren Q (2007) Efficient production of (R)-3-hydroxycarboxylic acids by biotechnological conversion of polyhydroxyalkanoates and their purification. Biomacromolecules 8:279–286. https://doi.org/10.1021/bm060585a
Sandoval A, Arias-Barrau E, Bermejo F, Caedo L, Naharro G, Olivera ER, Luengo JM (2005) Production of 3-hydroxy-n-phenylalkanoic acids by a genetically engineered strain of Pseudomonas putida. Appl Microbiol Biotechnol 67:97–105. https://doi.org/10.1007/s00253-004-1752-x
Schacht VJ, Neumann LV, Sandhi SK, Chen L, Henning T, Klar PJ, Theophel K, Schnell S, Bunge M (2013) Effects of silver nanoparticles on microbial growth dynamics. J Appl Microbiol 114:25–35
Seebach D, Albert M, Arvidsson P, Rueping M, Schreiber J (2001) From the biopolymer PHB to biological investigations of unnatural β- and γ-peptides. Chimia (Aarau) 55:345–353
Seidel W, Seebach D (1982) Grahamimycin A1 synthesis and determination of configuration and chirality. Tetrahedron Lett 23:159–162
Seuring B, Seebach D (1978) Syntheses and determinations of the absolute-configurations of norpyrenophorin, pyrenophorin, and vermiculine. Liebigs Ann Chem 12:2044–2073
Seymour RA, Heasman PA (2005) Tetracyclines in the management of periodontal diseases. J Clin Periodontol 22:22–35. https://doi.org/10.1111/j.1600-051X.1995.tb01767.x
Shah SR, Tatara AM, D’Souza RN, Mikos AG, Kasper FK (2013) Evolving strategies for preventing biofilm on implantable materials. Mater Today 16:177–182. https://doi.org/10.1016/j.mattod.2013.05.003
Shiraki M, Endo T, Saito T (2006) Fermentative production of (R)-(−)-3-hydroxybutyrate using 3-hydroxybutyrate dehydrogenase null mutant of Ralstonia eutropha and recombinant Escherichia coli. J Biosci Bioeng 102:529–534. https://doi.org/10.1263/jbb.102.529
Shishatskaya EI, Nikolaeva ED, Vinogradova ON, Volova TG (2016) Experimental wound dressings of degradable PHA for skin defect repair. J Mater Sci Mater Med 27:165. https://doi.org/10.1007/s10856-016-5776-4
Siedenbiedel F, Tiller JC (2012) Antimicrobial polymers in solution and on surfaces: overview and functional principles. Polymers (Basel) 4:46–71. https://doi.org/10.3390/polym4010046
Solaiman DKY, Ashby RD, Zerkowski JA, Krishnama A, Vasanthan N (2015) Control-release of antimicrobial sophorolipid employing different biopolymer matrices. Biocatal Agric Biotechnol 4:342–348. https://doi.org/10.1016/j.bcab.2015.06.006
Souli M, Galani I, Giamarellou H (2008) Emergence of extensively drug-resistant and pandrug-resistant gram-negative bacilli in Europe. Euro Surveill 13:19045. https://doi.org/10.2807/ese.13.47.19045-en
Stejskalová A, Almquist BD (2017) Using biomaterials to rewire the process of wound repair. Biomater Sci 5:1421–1434. https://doi.org/10.1039/C7BM00295E
Stoodley P, Hall-Stoodley L, Costerton B, DeMeo P, Shirtliff M, Gawalt E, Kathju S (2013) Biofilms, biomaterials, and device-related infections. In: Ratner B, Hoffman AS, Schoen FJ, Lemons JE (eds) Biomaterials science: an introduction to materials in medicine. Academic, Waltham, pp 565–583 ISBN 0-12-582460-2
Sutter MA, Seebach D (1983) Synthesis of (2E, 4E, 6S, 7R,10E, 12E, 14S, 15R)-6,7,14,15-tetramethyl-8,16-dioxa-2,4,10,12-cyclohexadecatet- raene-1,9-diones-A model system for elaiophylin. Liebigs Ann Chem 14:939–949. https://doi.org/10.1002/chin.198339350
Tappel R, Pan W, Bergey N, Wang Q, Patterson I, Ozumba O, Matsumoto K, Taguchi S, Nomura C (2014) Engineering Escherichia coli for improved production of short-chain-length-co-medium-chain-length poly[(R)-3-hydroxyalkanoate] (scl- R co -mcl PHA) Copolymers from renewable nonfatty acid feedstocks. Sustain Chem Eng 2:1879. https://doi.org/10.1021/sc500217p
Tenover FC (2006) Mechanisms of antimicrobial resistance in bacteria. Am J Med 119:S3–S10. https://doi.org/10.1016/j.amjmed.2006.03.011
Teow S-Y, Liew K, Ali SA, Khoo AS-B, Peh S-C (2016) Antibacterial action of curcumin against Staphylococcus aureus: a brief review. J Trop Med 2016:1–10. https://doi.org/10.1155/2016/2853045
Thallinger B, Prasetyo EN, Nyanhongo GS, Guebitz GM (2013) Antimicrobial enzymes: an emerging strategy to fight microbes and microbial biofilms. Biotechnol J 8:97–109. https://doi.org/10.1002/biot.201200313
Veleirinho B, Coelho DS, Dias PF, Maraschin M, Ribeiro-do-Valle RM, Lopes-da-Silva JA (2012) Nanofibrous poly(3-hydroxybutyrate-co-3-hydroxyvalerate)/chitosan scaffolds for skin regeneration. Int J Biol Macromol 51:343–350. https://doi.org/10.1016/j.ijbiomac.2012.05.023
Verraedt E, Pendela M, Adams E, Hoogmartens J, Martens JA (2010) Controlled release of chlorhexidine from amorphous microporous silica. J Control Release 142:47–52. https://doi.org/10.1016/j.jconrel.2009.09.022
Wang C, Sauvageau D, Elias A (2016) Immobilization of active bacteriophages on polyhydroxyalkanoate surfaces. ACS Appl Mater Interfaces 8:1128–1138. https://doi.org/10.1021/acsami.5b08664
Webb JS, Thompson LS, James S, Charlton T, Tolker-nielsen T, Koch B, Givskov M, Kjelleberg S, Al WET, Acteriol JB (2003) Cell death in Pseudomonas aeruginosa biofilm development. J Bacteriol 185:4585–4592. https://doi.org/10.1128/JB.185.15.4585
Williams SF, Martin DP (2005) Applications of Polyhydroxyalkanoates (PHA) in medicine and pharmacy. In: Doi Y, Steinbüchel A (eds) Biopolymers online. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. https://doi.org/10.1002/3527600035.bpol4004
Williamson DH, Mellanby J, Krebs HA (1961) Enzymic determination of D(-)-β-hydroxybutyric acid acetoacetic acid in blood. Biochem J 82:90–96
Wu Q, Wang Y, Chen G-Q (2009) Medical application of microbial biopolyesters polyhydroxyalkanoates. Artif Cells Blood Substit Biotechnol 37:1–12. https://doi.org/10.1080/10731190802664429
Zaborowska M, Welch K, Brånemark R, Khalilpour P, Engqvist H, Thomsen P, Trobos M (2014) Bacteria-material surface interactions: methodological development for the assessment of implant surface induced antibacterial effects. J Biomed Mater Res Part B Appl Biomater 103:179–187. https://doi.org/10.1002/jbm.b.33179
Zhu X, Jun Loh X (2015) Layer-by-layer assemblies for antibacterial applications. Biomater Sci 3:1505–1518. https://doi.org/10.1039/C5BM00307E
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Giourieva, V.S., Papi, R.M., Pantazaki, A.A. (2019). Polyhydroxyalkanoates Applications in Antimicrobial Agents Delivery and Wound Healing. In: Kalia, V. (eds) Biotechnological Applications of Polyhydroxyalkanoates. Springer, Singapore. https://doi.org/10.1007/978-981-13-3759-8_4
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