Mycosporine-Like Amino Acids (MAAs): Biology, Chemistry and Identification Features

被引:127
作者
Geraldes, Vanessa [1 ,2 ]
Pinto, Ernani [2 ]
机构
[1] Univ Sao Paulo, Sch Pharmaceut Sci, Ave Prof Lineu Prestes 580, BR-05508000 Sao Paulo, SP, Brazil
[2] Univ Sao Paulo, Ctr Nucl Energy Agr, BR-13400970 Piracicaba, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
mycosporines; mycosporine-like amino acids (MAAs); mass spectrometry; database; photoprotective compounds; UV-absorbing compounds; PHOTOPROTECTIVE COMPOUNDS; SUNSCREEN BIOSYNTHESIS; ANTIOXIDANT PROPERTIES; LIQUID-CHROMATOGRAPHY; REDUNDANT PATHWAYS; B RADIATION; ACCUMULATION; CYANOBACTERIA; ULTRAVIOLET; MACROALGAE;
D O I
10.3390/ph14010063
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Mycosporines and mycosporine-like amino acids are ultra-violet-absorbing compounds produced by several organisms such as lichens, fungi, algae and cyanobacteria, especially upon exposure to solar ultraviolet radiation. These compounds have photoprotective and antioxidant functions. Mycosporine-like amino acids have been used as a natural bioactive ingredient in cosmetic products. Several reviews have already been developed on these photoprotective compounds, but they focus on specific features. Herein, an extremely complete database on mycosporines and mycosporine-like amino acids, covering the whole class of these natural sunscreen compounds known to date, is presented. Currently, this database has 74 compounds and provides information about the chemistry, absorption maxima, protonated mass, fragments and molecular structure of these UV-absorbing compounds as well as their presence in organisms. This platform completes the previous reviews and is available online for free and in the public domain. This database is a useful tool for natural product data mining, dereplication studies, research working in the field of UV-absorbing compounds mycosporines and being integrated in mass spectrometry library software.
引用
收藏
页码:1 / 17
页数:17
相关论文
共 111 条
[1]   Rapid Recovery of Cyanobacterial Pigments in Desiccated Biological Soil Crusts following Addition of Water [J].
Abed, Raeid M. M. ;
Polerecky, Lubos ;
Al-Habsi, Amal ;
Oetjen, Janina ;
Strous, Marc ;
de Beer, Dirk .
PLOS ONE, 2014, 9 (11)
[2]  
Abou-Khalil E, 2016, U.S. Patent, Patent No. [9487474B2, 9487474]
[3]   Antioxidant Properties and UV Absorbance Pattern of Mycosporine-Like Amino Acids Analogs Synthesized in an Environmentally Friendly Manner [J].
Andreguetti, Daniel ;
Stein, Erika M. ;
Pereira, Claudio M. P. ;
Pinto, Ernani ;
Colepicolo, Pio .
JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 2013, 27 (06) :305-312
[4]  
Arai T., 1992, MBI Report, Marine Biotechnology Institute, 23510 Hongo, Bunkyoku, Tokyo 113, Japan, P88
[5]   The Genetic and Molecular Basis for Sunscreen Biosynthesis in Cyanobacteria [J].
Balskus, Emily P. ;
Walsh, Christopher T. .
SCIENCE, 2010, 329 (5999) :1653-1656
[6]   Chemical composition during maturing and spawning of the sponge Dysidea herbacea (Porifera: Demospongiae) [J].
Bandaranayake, WM ;
Bourne, DJ ;
Sim, RG .
COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY B-BIOCHEMISTRY & MOLECULAR BIOLOGY, 1997, 118 (04) :851-859
[7]   Production and properties of mycosporine-like amino acids isolated from seaweeds [J].
Bedoux, Gilles ;
Pliego-Cortes, Hugo ;
Dufau, Chrystele ;
Hardouin, Kevin ;
Boulho, Romain ;
Freile-Pelegrin, Yolanda ;
Robledo, Daniel ;
Bourgougnon, Nathalie .
SEAWEEDS AROUND THE WORLD: STATE OF ART AND PERSPECTIVES, 2020, 95 :213-245
[8]   THE INFLUENCE OF ENVIRONMENTAL FEATURES IN THE CONTENT OF MYCOSPORINE-LIKE AMINO ACIDS IN RED MARINE ALGAE ALONG THE BRAZILIAN COAST [J].
Briani, Bruno ;
Sissini, Marina N. ;
Lucena, Leidson A. ;
Batista, Manuela B. ;
Costa, Iara O. ;
Nunes, Jose M. C. ;
Schmitz, Caroline ;
Ramlov, Fernanda ;
Maraschin, Marcelo ;
Korbee, Nathalie ;
Rorig, Leonardo ;
Horta, Paulo A. ;
Figueroa, Felix L. ;
Barufi, Jose B. .
JOURNAL OF PHYCOLOGY, 2018, 54 (03) :380-390
[9]   A theoretical and mass spectrometry study of the fragmentation of mycosporine-like amino acids [J].
Cardozo, Karina H. M. ;
Vessecchi, Ricardo ;
Carvalho, Valdernir M. ;
Pinto, Ernani ;
Gates, Paul J. ;
Colepicolo, Pio ;
Galembeck, Sergio E. ;
Lopes, Norberto P. .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2008, 273 (1-2) :11-19
[10]   A Fragmentation Study of Di-Acidic Mycosporine-like Amino Acids in Electrospray and Nanospray Mass Spectrometry [J].
Cardozo, Karina H. M. ;
Vessecchi, Ricardo ;
Galembeck, Sergio E. ;
Guaratini, Thais ;
Gates, Paul J. ;
Pinto, Ernani ;
Lopes, Norberto P. ;
Colepicolo, Pio .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (09) :1625-1631