Abstract
A new method for the pre-activation cyclization of a long peptide is described. The approach involves the formation of a pre-activated succinimidyl ester species in advance of amidation, which completely eliminates the potentially troublesome amine end-capping side reaction. The cyclization reactions proceed with high efficiency and fast reaction kinetics for the long peptide with 25 residues. The exploration and large-scale preparation of synthetic cyclic peptides should become more accessible and feasible with this approach. This method has a potential to be further applied for the synthesis of much longer and more complex cyclic peptides.
| Original language | English |
|---|---|
| Pages (from-to) | 5335-5338 |
| Number of pages | 4 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 25 |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 2015 Nov 15 |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
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Highly efficient and fast pre-activation cyclization of the long peptide : Succinimidyl ester-amine reaction revisited. / Choi, Se Hwan; Jeong, Woo Jin; Choi, Sung Ju; Lim, Yong-beom.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 22, 15.11.2015, p. 5335-5338.Research output: Contribution to journal › Article
TY - JOUR
T1 - Highly efficient and fast pre-activation cyclization of the long peptide
T2 - Succinimidyl ester-amine reaction revisited
AU - Choi, Se Hwan
AU - Jeong, Woo Jin
AU - Choi, Sung Ju
AU - Lim, Yong-beom
PY - 2015/11/15
Y1 - 2015/11/15
N2 - A new method for the pre-activation cyclization of a long peptide is described. The approach involves the formation of a pre-activated succinimidyl ester species in advance of amidation, which completely eliminates the potentially troublesome amine end-capping side reaction. The cyclization reactions proceed with high efficiency and fast reaction kinetics for the long peptide with 25 residues. The exploration and large-scale preparation of synthetic cyclic peptides should become more accessible and feasible with this approach. This method has a potential to be further applied for the synthesis of much longer and more complex cyclic peptides.
AB - A new method for the pre-activation cyclization of a long peptide is described. The approach involves the formation of a pre-activated succinimidyl ester species in advance of amidation, which completely eliminates the potentially troublesome amine end-capping side reaction. The cyclization reactions proceed with high efficiency and fast reaction kinetics for the long peptide with 25 residues. The exploration and large-scale preparation of synthetic cyclic peptides should become more accessible and feasible with this approach. This method has a potential to be further applied for the synthesis of much longer and more complex cyclic peptides.
UR - http://www.scopus.com/inward/record.url?scp=84945952107&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84945952107&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2015.09.038
DO - 10.1016/j.bmcl.2015.09.038
M3 - Article
C2 - 26421991
AN - SCOPUS:84945952107
VL - 25
SP - 5335
EP - 5338
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 22
ER -