MIF-1/Tyr-MIF-1

Kastin, Abba J.; Pan, Weihong

doi:10.1016/b978-0-12-385095-9.00112-3

Handbook of Biologically Active Peptides 2013

DOI: 10.1016/b978-0-12-385095-9.00112-3

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MIF-1/Tyr-MIF-1

Abba J. Kastin¹,

Weihong Pan²

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Cited by 13 publications

References 32 publications

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Covalently Crosslinked Hydrogels via Step‐Growth Reactions: Crosslinking Chemistries, Polymers, and Clinical Impact

2021

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Hydrogels are an important class of biomaterials with the unique property of high‐water content in a crosslinked polymer network. In particular, chemically crosslinked hydrogels have made a great clinical impact in past years because of their desirable mechanical properties and tunability of structural and chemical properties. Various polymers and step‐growth crosslinking chemistries are harnessed for fabricating such covalently crosslinked hydrogels for translational research. However, selecting appropriate crosslinking chemistries and polymers for the intended clinical application is time‐consuming and challenging. It requires the integration of polymer chemistry knowledge with thoughtful crosslinking reaction design. This task becomes even more challenging when other factors such as the biological mechanisms of the pathology, practical administration routes, and regulatory requirements add additional constraints. In this review, key features of crosslinking chemistries and polymers commonly used for preparing translatable hydrogels are outlined and their performance in biological systems is summarized. The examples of effective polymer/crosslinking chemistry combinations that have yielded clinically approved hydrogel products are specifically highlighted. These hydrogel design parameters in the context of the regulatory process and clinical translation barriers, providing a guideline for the rational selection of polymer/crosslinking chemistry combinations to construct hydrogels with high translational potential are further considered.

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Covalently Crosslinked Hydrogels via Step‐Growth Reactions: Crosslinking Chemistries, Polymers, and Clinical Impact

2021

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1,3‐Dipolar Cycloaddition between Dehydroalanines and C,N‐Cyclic Azomethine Imines: Application to Late‐Stage Peptide Modification

Bao

Wang

et al. 2021

Angewandte Chemie

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Anon-catalytic,mild, and easy-to-handle protecting group switched 1,3-dipolar cycloaddition (1,3-DC) between bior mono-N-protected Dha and C,N-cyclic azomethine imines, which affordv arious quaternary amino acids with diverse scaffolds,i sd isclosed. Specifically,n ormal-electron-demand 1,3-DC reaction occurs between biN protected Dha and C,Ncyclic azomethine imines,w hile inverse-electron-demand 1,3-DC reaction occurs between mono-N-protected Dha and C,Ncyclic azomethine imines.A bove all, the reactions can be carried out between peptides with Dha residues at the position of interest and C,N-cyclic azomethine imines,both in homogeneous phase and on resins in SPPS.I tp rovides an ew toolkit for late-stage peptide modification, labeling,and peptide-drug conjugation. To shed light on the high regioselectivity of the reaction, DFT calculations were carried out, which were qualitatively consistent with the experimental observations.

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1,3‐Dipolar Cycloaddition between Dehydroalanines and C,N‐Cyclic Azomethine Imines: Application to Late‐Stage Peptide Modification

Bao

Wang

et al. 2021

Angew Chem Int Ed

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MIF-1/Tyr-MIF-1

Cited by 13 publications

References 32 publications

Covalently Crosslinked Hydrogels via Step‐Growth Reactions: Crosslinking Chemistries, Polymers, and Clinical Impact

Covalently Crosslinked Hydrogels via Step‐Growth Reactions: Crosslinking Chemistries, Polymers, and Clinical Impact

1,3‐Dipolar Cycloaddition between Dehydroalanines and C,N‐Cyclic Azomethine Imines: Application to Late‐Stage Peptide Modification

1,3‐Dipolar Cycloaddition between Dehydroalanines and C,N‐Cyclic Azomethine Imines: Application to Late‐Stage Peptide Modification

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