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Shifting Native Chemical Ligation into Reverse through N→S Acyl Transfer.

Macmillan D, Adams A, Premdjee B - Isr. J. Chem. (2011)

Bottom Line: Reasons for this likely include the often straightforward method of precursor assembly using Fmoc-based chemistry and the fundamentally interesting acyl migration process.In this review we introduce recent advances in this exciting area and discuss, in more detail, our own efforts towards the synthesis of peptide thioesters through N→S acyl transfer in native peptide sequences.We have found that several peptide thioesters can be readily prepared and, what's more, there appears to be ample opportunity for further development and discovery.

View Article: PubMed Central - PubMed

Affiliation: Christopher Ingold Laboratories, Department of Chemistry, University College London 20 Gordon Street, London WC1H 0AJ, UK phone: +44 (0)20 7679 4684 e-mail: d.macmillan@ucl.ac.uk.

ABSTRACT
Peptide thioester synthesis by N→S acyl transfer is being intensively explored by many research groups the world over. Reasons for this likely include the often straightforward method of precursor assembly using Fmoc-based chemistry and the fundamentally interesting acyl migration process. In this review we introduce recent advances in this exciting area and discuss, in more detail, our own efforts towards the synthesis of peptide thioesters through N→S acyl transfer in native peptide sequences. We have found that several peptide thioesters can be readily prepared and, what's more, there appears to be ample opportunity for further development and discovery.

No MeSH data available.


Related in: MedlinePlus

Exposure to CPE peptide 1 to 30 % v/v 3-mercaptopropionic acid at 60 °C for 48 h allowed the peptide thioester 2 to be isolated in 86 % yield.
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sch03: Exposure to CPE peptide 1 to 30 % v/v 3-mercaptopropionic acid at 60 °C for 48 h allowed the peptide thioester 2 to be isolated in 86 % yield.


Shifting Native Chemical Ligation into Reverse through N→S Acyl Transfer.

Macmillan D, Adams A, Premdjee B - Isr. J. Chem. (2011)

Exposure to CPE peptide 1 to 30 % v/v 3-mercaptopropionic acid at 60 °C for 48 h allowed the peptide thioester 2 to be isolated in 86 % yield.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3277902&req=5

sch03: Exposure to CPE peptide 1 to 30 % v/v 3-mercaptopropionic acid at 60 °C for 48 h allowed the peptide thioester 2 to be isolated in 86 % yield.
Bottom Line: Reasons for this likely include the often straightforward method of precursor assembly using Fmoc-based chemistry and the fundamentally interesting acyl migration process.In this review we introduce recent advances in this exciting area and discuss, in more detail, our own efforts towards the synthesis of peptide thioesters through N→S acyl transfer in native peptide sequences.We have found that several peptide thioesters can be readily prepared and, what's more, there appears to be ample opportunity for further development and discovery.

View Article: PubMed Central - PubMed

Affiliation: Christopher Ingold Laboratories, Department of Chemistry, University College London 20 Gordon Street, London WC1H 0AJ, UK phone: +44 (0)20 7679 4684 e-mail: d.macmillan@ucl.ac.uk.

ABSTRACT
Peptide thioester synthesis by N→S acyl transfer is being intensively explored by many research groups the world over. Reasons for this likely include the often straightforward method of precursor assembly using Fmoc-based chemistry and the fundamentally interesting acyl migration process. In this review we introduce recent advances in this exciting area and discuss, in more detail, our own efforts towards the synthesis of peptide thioesters through N→S acyl transfer in native peptide sequences. We have found that several peptide thioesters can be readily prepared and, what's more, there appears to be ample opportunity for further development and discovery.

No MeSH data available.


Related in: MedlinePlus