Mini-review: The role of redox in Dopa-mediated marine adhesion

Nicklisch, Sascha; Waite, J. Herbert

doi:10.1080/08927014.2012.719023

Cited by 118 publications

(113 citation statements)

References 52 publications

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“…Particularly interesting was the identification of plaque enzymes including tyrosinase, superoxide dismutase, amino oxidase, glycosyl‐hydrolase and peroxidase. DOPA is a common post‐translationally modified tyrosine in mussels, and thus the presence of tyrosinase enzymes is expected: eight such enzymes were found, oxidizing tyrosine to DOPA and further DOPA to o‐quinone leading to tanning, which has been proposed to play a focal role in mussel adhesion and cohesion (Waite et al ., 2005; Anderson et al ., 2010; Niklisch & Waite, 2012). The identified peroxidase enzymes may also be part of this redox balance system.…”

Section: Comparison Of Cement With Other Biological Adhesivesmentioning

confidence: 99%

Tick attachment cement – reviewing the mysteries of a biological skin plug system

et al. 2017

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The majority of ticks in the family Ixodidae secrete a substance anchoring their mouthparts to the host skin. This substance is termed cement. It has adhesive properties and seals the lesion during feeding. The particular chemical composition and the curing process of the cement are unclear. This review summarizes the literature, starting with a historical overview, briefly introducing the different hypotheses on the origin of the adhesive and how the tick salivary glands have been identified as its source. Details on the sequence of cement deposition, the curing process and detachment are provided. Other possible functions of the cement, such as protection from the host immune system and antimicrobial properties, are presented. Histochemical and ultrastructural data of the intracellular granules in the salivary gland cells, as well as the secreted cement, suggest that proteins constitute the main material, with biochemical data revealing glycine to be the dominant amino acid. Applied methods and their restrictions are discussed. Tick cement is compared with adhesives of other animals such as barnacles, mussels and sea urchins. Finally, we address the potential of tick cement for the field of biomaterial research and in particular for medical applications in future.

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Section: Comparison Of Cement With Other Biological Adhesivesmentioning

confidence: 99%

Tick attachment cement – reviewing the mysteries of a biological skin plug system

et al. 2017

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“…5a) [56]. Measured adhesive forces of Mfps are considerably lower at pH 5.5 and in most cases adhesion is completely abolished above pH 7.5 [29,40,43,52]. pH-dependent oxidation of Dopa has been implicated in the pH dependence of Mfp adhesion [29,50,52].…”

Section: Surface Interactions Of Catecholmentioning

confidence: 99%

“…These materials include Mfps [40,49,52], squid beaks [3], sand castle worm cement [4], and melanins [71]. Additionally, antioxidant tea catechins and neurotransmitters (e.g., dopamine, epinephrine, and norepinephrine) are also classes of catechol-containing small molecules that are susceptible to autoxidation [69,[72][73][74].…”

Section: Catechol Oxidationmentioning

confidence: 99%

Siderophores and mussel foot proteins: the role of catechol, cations, and metal coordination in surface adhesion

Maier

Butler

2017

J Biol Inorg Chem

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Metal coordination, hydrogen bonding, redox reactions, and covalent crosslinking are seemingly disparate chemical and physicochemical processes that are all accomplished in natural materials by the catechol functional group. This review focuses on the reactivity of catechols in tris-2,3-dihydroxybenzoyl-containing microbial siderophores and synthetic analogs, as well as Dopa-(3,4-dihydroxyphenylalanine)-containing mussel foot proteins that adhere to surfaces in aqueous conditions.Mussel foot proteins with a high content of Dopa and cationic amino acids, Lys and Arg, adhere strongly to mica, an aluminosilicate mineral, in aqueous conditions. The siderophore cyclic trichrysobactin, tris-(2,3-dihydroxybenzoyl-D-Lys-L-Ser) and related synthetic analogs in which the tri-Ser macrolactone is replaced by Tren, tris-(2-aminoethyl)amine, also adheres strongly to mica. Variation in the nature of the catechol and cationic groups in synthetic analogs reveals a synergism between the cationic amino acid and the catechol, required for strong aqueous adhesion. Autoxidation and iron(III)-catalyzed oxidation of 2,3-dihydroxy and 3,4-dihydroxy catechols is also considered. These siderophore analogs provide a platform to understand catechol interactions and reactivity on surfaces, which may ultimately improve the design of synthetic materials that address diverse challenges in medicine, materials science, as well as other disciplines, in which surface adhesion in aqueous conditions is important.

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“…Mfp-6 is largely responsible for the reducing activity of the plaque, with a capacity of at least 17 electrons per molecule of Mfp-6 at pH 3 (Nicklisch and Waite, 2012;Nicklisch et al, 2016). Nine cysteine thiols and four Dopa residues contribute to the reservoir of reducing electrons, but little is known about the sequence of reactions involved, particularly the flow of electrons (Mirshafian et al, 2016).…”

Section: Redoxmentioning

confidence: 99%

Mussel adhesion – essential footwork

Waite

2017

Journal of Experimental Biology

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505

744

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Robust adhesion to wet, salt-encrusted, corroded and slimy surfaces has been an essential adaptation in the life histories of sessile marine organisms for hundreds of millions of years, but it remains a major impasse for technology. Mussel adhesion has served as one of many model systems providing a fundamental understanding of what is required for attachment to wet surfaces. Most polymer engineers have focused on the use of 3,4-dihydroxyphenyl-L-alanine (Dopa), a peculiar but abundant catecholic amino acid in mussel adhesive proteins. The premise of this Review is that although Dopa does have the potential for diverse cohesive and adhesive interactions, these will be difficult to achieve in synthetic homologs without a deeper knowledge of mussel biology; that is, how, at different length and time scales, mussels regulate the reactivity of their adhesive proteins. To deposit adhesive proteins onto target surfaces, the mussel foot creates an insulated reaction chamber with extreme reaction conditions such as low pH, low ionic strength and high reducing poise. These conditions enable adhesive proteins to undergo controlled fluid-fluid phase separation, surface adsorption and spreading, microstructure formation and, finally, solidification.

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Mini-review: The role of redox in Dopa-mediated marine adhesion

Cited by 118 publications

References 52 publications

Tick attachment cement – reviewing the mysteries of a biological skin plug system

Tick attachment cement – reviewing the mysteries of a biological skin plug system

Siderophores and mussel foot proteins: the role of catechol, cations, and metal coordination in surface adhesion

Mussel adhesion – essential footwork

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