GlU
PIR
12.
a Reuniao do Grupo de Glucidos
Carboidratos em Portugal
e potencial de diferenciac;ao internacional
Programa e livro de resumos
Universidade de Aveiro
,
Portugal
GLU
POR
•
CIUCI OS
12.a Reuniao do Grupo de Glucidos
Carboidratos em Portugal e potencial de
diferencia~ao
internacional
Aveiro, 11-13 setembro 2017
CUI 12.' Reunlao do Grupo de Glticidos
POR Aveiro, 11-13 setembro 2017
COMISSAO 0RGANIZADORA
Chair: Manuel A. Coimbra (UA) Artur Silva (UA) - Presidente da SPQ Ana Moreira (UA)
Carmen Freire (UA) Claudia Nunes (UA) Claudia Passes (UA) Dulce Helena Teixeira (UA) Elisabete Coelho (UA) ldalina Gonc;:alves (UA) Joao Mano (UA) Paula Ferreira (UA)
COMISSAO CIENTiFICA
Manuel A. Coimbra (UA) - Chair
Amelia Rauter (FCUL)-Chair XXIX International Carbohydrate Symposium Artur Silva (UA) - Presidente da SPQ
Dulcineia Ferreira (IPV)- Presidente do Grupo de Glucidos Albertino Figueiredo (UBI)
Ana Maria Gomes (ESB) Angelina Palma (UNL) Ant6nio Vicente (UM) Armando Silvestre (UA) Artur Cavaco-Paulo (UM) Carmen Freire (UA) Fernando Nunes (UTAD) Hans Peter Wessel (UA) lsabel Ferreira (IPB) lsabel lsmael (UBI) Joao Mano (UA)
Jose A. Lopes da Silva (UA) Leticia Estevinho (IPB) Miguel Gama (UM) Pilar Gonc;:alves (FEUP) Rosario Domingues (UA) Victor Freitas (FCUP)
Gll 12.' Reunlio do Grupo de Glucidos Pll Aveiro, 11-13 setembro 2017
K14- Role of Cellulosomes in the deconstruction of complex carbohydrates ... 40 K15 - lmmunostimulatory polysaccharides from the hot water extracts of prickled broom (P. tridentatum (L.) Willk) dried inflorescences ...... 41 0RAIS ... 43 001 - Bacterial Cellulose: a nature's made nanostructured material for drug delivery ... 45 002 - Development of bacterial cellulose wound dressings with controlled delivery of vitamin D3 •.•••••••••••••••••••••••••••••••••••••••••••••••••••••.•.•••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••••• 46
003- Deciphering ErbB2 Glycosylation Profile in Gastric Cancer Cells ... 47 004 - Sialic acids as immune regulators of antigen presentation in dendritic cells ... 48 005- Apple pomace arabinan- phloridzin binding capacity ... 49 006- Reducing negative volatile phenols in red wine by chitosan: impact on wine quality. 50 007 - Dextrin-based hydrogel for the development of an injectable bone substitute ... 51 008 - Supramolecular hydrogels based on the eo-assembly of simple carbohydrates and peptide amphiphiles for biological applications ... 52 009 - Cyclodextrins: impact on anthocyanins thermal and gastrointestinal stability ... 53 010- The glycosylic profile of edible flowers while alternative foods ... 54 011 -Mimicking Plusiotis Resplendens Cuticule with a New Photonic Properties of
Cellulose Nanocrystals Films ... 55 012- Designing of a laccase super-catalyst ... 56 013- The role of choline chloride-based Deep Eutectic Solvent (DES) and curcumin on chitosan films properties ... 57 014- "POTATOPLASTIC": Development of starch-based bioplastics using potato chips industry byproducts ... 58 015- Hemicellulose extraction using Deep Eutectic Solvents for Biorefinery purposes ... 59 016 - Straw pentoses for the production of added-value products ... 60 017 -Identification and structural-functional characterization of a new chitin-binding protein module from Clostridium thermocel/um ...... 61 018 -Glycan recognition in the human gut- A combined approach to unravel microbiome strategies ... 62 019 -Potential of thiol-amphiphile glycosaminoglycans as redox-sensitive nanoparticles. 63 020- Modification of cyclo-oligosaccharides for drug encapsulation ... 64 021 - Carcinoembryonic antigen carries a2-3 linked sialic acid on type 11 chains and is implicated in the metastatic potential of gastric cancer cells ... 65 022 - Hypoxia enhances the malignant nature of bladder cancer cells and concomitantly antagonizes protein 0-glycosylation extension ... 66 023- Targeted 0-glycoproteomics explored increased sialylation and identified MUC16 as a poor prognosis biomarker in advanced stage bladder tumours ... 67 024- Structural Basis for the Highly Selective Recognition of Di-Glucosylated N-glycans by Human Malectin in the Endoplasmic Reticulum ... 68 025 - Magnetic and electrical conductive chitosan-based bionanocomposites ... 69 026 - Cellulose nanocrystals coated with gold nanoparticles and folic acid-conjugated chitosan as candidates for nanotheranostic systems ... 70 027 - In vitro digestions to predict the glycemic index of rice ...... 71
GlU 12.' Reuniao do Grupo de Glucidos
Pll . Aveiro,11-13 setembro 2017
028 -The effect of immobilized Hyaluronic Acid on CD44-overexpressing MKN45 gastric cancer cell line ... 72 029 ·Influence of ionizing radiation on the free sugars content of several aromatic and medicinal plants ... 73 030 ·Composition in sugars of white and black garlic from different origins ... 74 031 - Structural characterization of polysaccharides from Nannochloropsis oculata and their use in microarrays ... 75 032 -Incorporation of an extract rich in rosmarinic acid into cupcakes: Influence on the sugars and total carbohydrates composition ... 76 033 • Protein-Glycan driven qui nary interactions under macromolecular crowding unveiled by NMR Spectroscopy ... 77 034- Non-enzymatic transglycosylation reactions and Mail lard reaction: a competition with relevance for coffee melanoidins formation ... 78 035- Which arabinogalactans structural features can contribute to in vitro
immunostimulatory activity of coffee? ... 79 036 - Chemical synthesis of GaiNAc mimetics aimming macrophage galactose C-type lectin and block viral infections ... 80 P6STERES ••••••••••••••••••••••••••••••••••••••·•·•••••••••••••••••••••••••••·•••···•···•···•··•··· 81
GlU 12.' Reuniiio do Grupo de Glucldos Pll_ Avalro, 11-13 setembro 2017
PROGRAMA CIENTiFICO
~! ""'\ ... ,!tr.'l. 1~.
..
: llil"l-10h00 10h50 Registo - Atrio da Escola Superior de Saude, Campus do Crasto
10h50 11h10 Sessao de Abertura
Anfiteatro 30A. 1 . 14
11h10 12h10 Chairperson: Amelia Rauter
Anf;teatro 30A 1.14
11h10 11h40 PL01 - Patrick Rollin (U Orleans)
f - - - · Thioglyoosides in ow daily vegetables?
11h40 12h10 PL02- Susana Dias Lucas (Hovione)
Carbohydrates. from bench to market- A process chemistry v1ew Sessoes Paralelas
Bacterial Cellulose
12h10 13h00 Chairperson: Jose A Lopes da Silva
Anfiteatro 30A 1 14
12h10 12h30 Bacterial NanocelluloseK01 - Fernando Dourado (UM) . a novel marketable multifunctional biopolymer
12h30 12h45 001 - Carla Vilela (UA)
Bacterial Cellulose: a nature's made nanostructured material for drug delivery
12h45 13h00 Development of bacterial cellulose wound dressings with controlled delivery of vitamin D002 -Ana Cristina Rodrigues (UM) 3 Glycobiology
12h10 13h00 Chairperson: Angelina Palma
Anf;teatro 30A.2.05 K02- Alexandre Ferre;ra (I PO)
12h10 12h30 Circulating tumor cells analysis using glycan-affinity m1croffwdic devices-Possible Climcallmplicatlons towards precision oncology
12h30 12h45 Deciphering ErbB2 glycosylation profile in gastric cancer 003 - Henrique Duarte (13SUP) cells 12h45 13h00 Sialic acids as immune regulators of antigen presentation in dendritic cells 004- Zelia Silva (UNL)
Carbohydrates In Food
12h10 13h00 Chairperson: Oulclnela Wessel
sala 308.2.16
12h10 12h30 Carbohydrates and food organoleptic propert1esK03 - Susana Soares (FCUP) : eo/or and taste modulation 12h30 12h45 Apple pomace arabinan - phloridzin binding capacity 005- Pedro Fernandes (UA)
12h45 13h00 Reducing negative volatile phenols in red wine by chitosan: impact on wine quality 006- Luis Filipe Ribeiro (UTAD)
GlU 12.' Reuniao do Grupo de Glucidos
POR Avelro, 11-13 setembro 2017
14h30 15h30 Chairperson: Joao Mano Anfiteatro 30A 114
-14h30 15h00 Pl03- IHd10 Corre1a (UBI)
Biomedical app!Jcattons of carboiJYdrates
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-15h00 15h30 Engmeenng supramolecular funPL04- lva Pashkuleva (UM) cttonai btomatenals from glycans Sessoes Paralelas
Biomedical Applications
15h30 16h20 Chairperson; Celso Reis
Anfiteatro 30A.1. 14
15h30 15h50 K04 - lsabel Coelhoso (UNL)
Membranes from mtcrobial polysacchandes
15h50 16h05 007 - lsabel Pereira (UM)
Dextrin-based hydrogel for the development of an injectable bone substitute
008- Alexandra Brito (UM)
16h05 16h20 Supramolecular hydrogels based on the eo-assembly of simple carbohydrates and peptide amphiphiles for biological applications
Novel Foods and Packaging
15h30 16h20 Chairperson; Fernando Dourado
Anf1teatro 30A2.05
15h30 15h50 Targeted modification of g/ucuronoxylan for food packaging applicatKOS -Dm1try Evtugin (UA) ions
15h50 16h05 009 -Ana Luisa Fernandes (UP)
Cyclodextrins: impact on anthocyanins thermal and gastrointestinal stability
16h05 16h20 010- Tania Pires (IPB)
The glycosylic profile of edible flowers while alternative foods
Chemical and Enzymatic Synthesis
15h30 16h20 Chairperson; lsabellsmael
sala 308.2 16
15h30 15h50 K06-Mana Teresa Blazquez-Sanchez (FCUL)
Synthests of C-glycosyl phenols as a strategy for the treatment of amyloid diseases
011 - Susete Fernandes (UNL)
15h50 16h05 Mimicking plusiotis resplendens cuticule wt1h a new photonic properties of cellulose nanocrystals films
16h05 16h20 Designing of a laccase super-catalyst 012- Jing Su (UM)
16h20 17h30 Cafe + P6steres
17h30 18h30 Chairperson: Patrick Rollin
Anf1teatro 30A 1.14
17h30 18h00 PLOS- Mana Helena Godmho (CT-UNL}
Cellulose b10-mimetic matenals ··
-18h00 18h30 PL06- Raul Fangueim (UM)
Natural fibers challenges for advanced matenals and products
19h00 Recec;ao de Boas-Vindas
GLU 12.' Reunllo do Grupo de Ghicidos
PIR Avelro,11-13 setembro 2017
010- The glycosylic profile of edible flowers while alternative foods
T.C. S.
P.
Pires1,C. Pereira1,M.I.Dias1, L. Barros1, M.B. P.P. Oliveira2, C. Santos-Buelga3,I.C.F.R. Ferreira1
1.Centro de lnvestiga<;:ao de Montanha (CIMO), Institute Politecnico de Bragan<;:a. Campus de Santa Apol6nia, 5300-253 Bragan<;:a, Portugal; 2. REQUIMTE/LAQV, Science Chemical Department, Faculty of
Pharmacy of University of Porto, Rua Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal;3. Grupo de
lnvestigaci6n en Polifenoles (GIP-USAL), Facultad de Farmacia, Universidad de Salamanca, Campus
Miguel de Unamuno sin, 37007 Salamanca, Espaiia
iferreira@ipb.pt
Edible flowers have been used in the human diet with secular records in Asia, ancient
Greece and Rome, medieval France, England and the Middle East region [1). Due to
consumer's interest in healthier living habits, edible flowers have performed an
increasingly important function. These flowers are abundant natural sources of
phytochemical compounds around the world with health benefits [2).The aim of this study
was to determine the individual profile of soluble sugars and glycosylated flavonoids in
petals and respective infusions of four edible flower species (Dahlia·· mignon, Rose
damascena 'Alexandria' and R. Gallica 'Francesa' grafted on R. canina, Calendula
officina/is L. and Centaurea cyanus L). The soluble sugars were determined by high
performance liquid chromatography coupled to a refractive index detector (HPLC-RI) and quantification was performed using the internal standard (melezitose) method. The
phenolic profile analysis was performed by LC-DAD-ESI/MSn. Fructose, glucose and
sucrose were found in the petals and in the infusions of the different species. Fructose was
the main sugar present in three of the studied edible flowers, except for the Calendula
officina/is L. where sucrose was the predominant sugar. Dahlia and rose petals (10.24 ±
0.62 and 10.75
±
1.05 g/1 00 g dry weight), and their infusions (0.19±
0.02 and 0.19±
0.01mg/100 mL respectively) presented higher values of total sugars, while the centaurea
petals (1.5 ± 0.1 g/1 00 g) and its infusion (0.14 ± 0.01 mg/1 00 mL) presented lower values.
The phenolic profile, of dahlia sample presented a total of 21 compounds, the main being
naringenin-3-0-glucoside. The rose petals presented 12 flavonoids (kaempferol- and quercetin-3-0-glucosides as major compounds). Calendula presented a profile with 13 phenolic compounds (isorhamnetin-3-0-rutinoside as the most abundant molecule) and centaurea flowers presented 14 polyphenols (apigenin-0-glucuronide as the most
abundant).
These results confirm the potential of edible flowers as a source of bioactive compounds
and their applicability, not only as ingredients in gourmet cooking but also as sources of
bioactive phytochemicals with interest for the pharmaceutical and food industries.
Acknowledgments: The authors are grateful to the Foundation for Science and Technology (FCT, Portugal) and FEDER under Programme PT2020 for financial support to CIMO (U/D/AGR/0069012013), REQUIMTE (UID/QU//5000612013 -POCI/0110145/FERDER/007) and L. Barros' contract. GIP-USAL is financially supported by the Spanish government
through project AGL2015-64522-C2-2-R.
References
1. T. C. S. P.Pires; M. I. Dias; L. Barros; I. C. F. R. Ferreira, Food Chem. 2017, 220, 337-343. 2. B. Lu; M. Li;R. Yin, Crit Rev Food Sci Nutr2015, 56, 130-148.
