Exploring the Solid-Phase Synthesis of ­Sulfotyrosine Peptides

Tyrosine sulfation is a common post‐translational modification operative in many biological processes, including hemostasis and intracellular trafficking. However, the precise structural and functional role of sulfotyrosine residues is not fully understood, so there is a demand for further detailed...

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Published inEuropean journal of organic chemistry Vol. 2015; no. 34; pp. 7413 - 7425
Main Authors Vale, Nuno, Carvalho Veloso, Rita, Gomes, Paula
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.12.2015
WILEY‐VCH Verlag
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ISSN1434-193X
1099-0690
DOI10.1002/ejoc.201500715

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Abstract Tyrosine sulfation is a common post‐translational modification operative in many biological processes, including hemostasis and intracellular trafficking. However, the precise structural and functional role of sulfotyrosine residues is not fully understood, so there is a demand for further detailed studies on the role of tyrosine sulfation in biochemical processes. Unfortunately, studies on the biological roles of tyrosine sulfation are hampered by difficulties in gaining access to large quantities of high‐purity and homogeneous sulfoproteins and sulfopeptides. This, however, may be addressed by appropriate solid‐phase peptide synthesis strategies, and these constitute the core subject of this review. An overview of efficient approaches to the synthesis of sulfopeptides and their associated pros and cons is presented. The structural and functional role of sulfotyrosine residues is not fully understood because is difficult to gain access to large quantities of high‐purity and homogeneous sulfopeptides. Efficient approaches to the synthesis of sulfopeptides can be developed by appropriate solid‐phase phase peptide synthesis strategies, the principal subject of this review.
AbstractList Tyrosine sulfation is a common post‐translational modification operative in many biological processes, including hemostasis and intracellular trafficking. However, the precise structural and functional role of sulfotyrosine residues is not fully understood, so there is a demand for further detailed studies on the role of tyrosine sulfation in biochemical processes. Unfortunately, studies on the biological roles of tyrosine sulfation are hampered by difficulties in gaining access to large quantities of high‐purity and homogeneous sulfoproteins and sulfopeptides. This, however, may be addressed by appropriate solid‐phase peptide synthesis strategies, and these constitute the core subject of this review. An overview of efficient approaches to the synthesis of sulfopeptides and their associated pros and cons is presented.
Tyrosine sulfation is a common post‐translational modification operative in many biological processes, including hemostasis and intracellular trafficking. However, the precise structural and functional role of sulfotyrosine residues is not fully understood, so there is a demand for further detailed studies on the role of tyrosine sulfation in biochemical processes. Unfortunately, studies on the biological roles of tyrosine sulfation are hampered by difficulties in gaining access to large quantities of high‐purity and homogeneous sulfoproteins and sulfopeptides. This, however, may be addressed by appropriate solid‐phase peptide synthesis strategies, and these constitute the core subject of this review. An overview of efficient approaches to the synthesis of sulfopeptides and their associated pros and cons is presented. The structural and functional role of sulfotyrosine residues is not fully understood because is difficult to gain access to large quantities of high‐purity and homogeneous sulfopeptides. Efficient approaches to the synthesis of sulfopeptides can be developed by appropriate solid‐phase phase peptide synthesis strategies, the principal subject of this review.
Author Carvalho Veloso, Rita
Gomes, Paula
Vale, Nuno
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  givenname: Nuno
  surname: Vale
  fullname: Vale, Nuno
  email: nuno.vale@fc.up.pt
  organization: UCIBIO/REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal, http://www.fc.up.pt/pessoas/pgomes/
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  givenname: Rita
  surname: Carvalho Veloso
  fullname: Carvalho Veloso, Rita
  organization: UCIBIO/REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal, http://www.fc.up.pt/pessoas/pgomes/
– sequence: 3
  givenname: Paula
  surname: Gomes
  fullname: Gomes, Paula
  organization: UCIBIO/REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal, http://www.fc.up.pt/pessoas/pgomes/
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Snippet Tyrosine sulfation is a common post‐translational modification operative in many biological processes, including hemostasis and intracellular trafficking....
Tyrosine sulfation is a common post-translational modification operative in many biological processes, including hemostasis and intracellular trafficking....
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SubjectTerms Chemical industry
Peptides
Post-translational modifications
Protecting groups
Protein modifications
Proteins
Solid-phase synthesis
Sulfopeptides
Title Exploring the Solid-Phase Synthesis of ­Sulfotyrosine Peptides
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