Glycomics: New Challenges and Opportunities in Regenerative Medicine

Russo, Laura; Cipolla, Laura

doi:10.1002/chem.201602156

Cited by 43 publications

(33 citation statements)

References 63 publications

(66 reference statements)

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“…As future perspective, deeper insights into the self‐aggregation mechanism could be given by further studies involving computational methodologies for molecular modeling and dynamics. Moreover, we would like to demonstrate that the functionality of the sugar moiety is maintained in the herein‐described glyco‐conjugates in order to be recognized by specific cellular receptors …”

Section: Discussionmentioning

confidence: 99%

Photoinduced Thiol‐ene Chemistry Applied to the Synthesis of Self‐Assembling Elastin‐Inspired Glycopeptides

Piccirillo

Pepe

Bedini

et al. 2017

Chemistry A European J

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Synthetic (glyco)peptides inspired by proteins able to self-assemble are appealing biomaterials in the field of tissue engineering and regenerative medicine. Herein, for the first time, taking advantage of thiol-ene chemistry coupled to solid-phase peptide synthesis, a self-assembling peptide inspired by elastin protein was bioconjugated to three carbohydrates in order to obtain the corresponding glycopeptides. They were studied at the molecular and supramolecular level. The results show that the carbohydrate influences the molecular conformation of the glycopeptide and its self-aggregation properties as well. As future perspective, the results could enable us to tune the final self-aggregation properties of the glycopeptide by changing the sugar moiety.

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Section: Discussionmentioning

confidence: 99%

Photoinduced Thiol‐ene Chemistry Applied to the Synthesis of Self‐Assembling Elastin‐Inspired Glycopeptides

Piccirillo

Pepe

Bedini

et al. 2017

Chemistry A European J

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“…There are several examples of glycan epitopes used to bio-activate natural and synthetic materials [7]. In hydrogel systems glycan conjugates have been used in order to control both cell growth and vitality [59,60].…”

Section: Hydrogel-glycan Conjugatesmentioning

confidence: 99%

Bioresponsive Hydrogels: Chemical Strategies and Perspectives in Tissue Engineering

Sgambato

Cipolla

Russo

2016

Preprint

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Disease, trauma, and aging account for a significant number of clinical disorders. Regenerative medicine is emerging as a very promising therapeutic option. The design and development of new cell-customised biomaterials able to mimic extracellular matrix (ECM) functionalities represents one of the major strategies to control the cell fate and stimulate tissue regeneration. Recently, hydrogels have received a considerable interest for their use in the modulation and control of cell fate during the regeneration processes. Several synthetic bioresponsive hydrogels are being developed in order to facilitate cell-matrix and cell-cell interactions. In this review, new strategies and future perspectives of such synthetic cell microenvironments will be highlighted.

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“…in cancer immunotherapeutic strategies. [3][4][5][6] Such multivalent conjugates can not only be tailored to effectively mimic complex glycan structures, [7][8][9] but also their physical properties can be changed and tuned. [4,10,11] Another example is the exploitation of the abundance of the circulating anti-L-rhamnose antibodies in human blood, [12,13] that can be recruited using multivalent rhamnose conjugates.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of C‐Glycosyl Amino Acid Building Blocks Suitable for the Solid‐Phase Synthesis of Multivalent Glycopeptide Mimics

et al. 2020

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Five C‐glycosyl functionalized lysine building blocks, featuring C‐glycosidic derivatives of α‐rhamnose, α‐mannose, α‐galactose, β‐galactose, and β‐N‐acetyl glucosamine have been designed and synthesized. These derivatives, equipped with acid‐labile protecting groups, are eminently suitable for solid‐phase synthesis of multivalent glycopeptides. The lysine building blocks were prepared from C‐allyl glycosides that underwent a Grubbs cross‐metathesis with an acrylate, followed by a reduction of the C=C double bond in the resulting α,β‐unsaturated esters, and liberation of the carboxylate to allow condensation with a lysine side chain. The thus obtained C‐glycosides, five in total, were applied in the solid‐phase peptide synthesis (SPPS) of three glycopeptides, showing the potential of the described building blocks in the assembly of well‐defined mimics of homo‐ and heteromultivalent glycopeptides and glycoclusters.

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Glycomics: New Challenges and Opportunities in Regenerative Medicine

Cited by 43 publications

References 63 publications

Photoinduced Thiol‐ene Chemistry Applied to the Synthesis of Self‐Assembling Elastin‐Inspired Glycopeptides

Photoinduced Thiol‐ene Chemistry Applied to the Synthesis of Self‐Assembling Elastin‐Inspired Glycopeptides

Bioresponsive Hydrogels: Chemical Strategies and Perspectives in Tissue Engineering

Synthesis of C‐Glycosyl Amino Acid Building Blocks Suitable for the Solid‐Phase Synthesis of Multivalent Glycopeptide Mimics

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