DOI: 10.1111/j.1399-3011.1978.tb02869.x. SIDE REACTIONS IN PEPTIDE SYNTHESIS

10.1111/j.1399-3011.1978.tb02869.x

Crossref journal-article

Wiley

International Journal of Peptide and Protein Research (311)

Abstract

The base catalyzed ring closure in t‐Boc‐Asp‐X β‐naphthylamides was examined in a series of 2‐peptide derivatives in which position X was occupied by the neutral and acidic amino acid residues that occur in proteins. Bulkiness and functional groups in the side chain of X have a major effect on the rate of cyclization, e.g. acidic groups slow down the formation of aminosuccinyl derivatives. Rate‐enhancing effect can be observed in serine and threonine, while the side reaction is unexpectedly slow when X is methionine.

Bibliography

Bodanszky, M., & Kwei, J. Z. (1978). SIDE REACTIONS IN PEPTIDE SYNTHESIS. International Journal of Peptide and Protein Research, 12(2), 69â74. Portico.

Authors 2

Miklos Bodanszky (first)
Joseph Z. Kwei (additional)

References 6 Referenced 132

10.1021/jo00960a027
10.1021/ja01001a063
10.1111/j.1399-3011.1978.tb02868.x
{'key': 'e_1_2_1_5_1', 'first-page': '1', 'volume-title': 'Proc. 5th Am. Pept. Symp.', 'author': 'Goodman M.', 'year': '1977'} / Proc. 5th Am. Pept. Symp. by Goodman M. (1977)
10.1002/cber.19731061122
10.1007/BF00903135

Dates

Type	When
Created	15 years ago (Aug. 9, 2010, 6:08 p.m.)
Deposited	1 year, 9 months ago (Nov. 10, 2023, 10:14 a.m.)
Indexed	1 week ago (Aug. 27, 2025, 11:33 a.m.)
Issued	47 years, 1 month ago (Aug. 1, 1978)
Published	47 years, 1 month ago (Aug. 1, 1978)
Published Online	16 years, 7 months ago (Jan. 12, 2009)
Published Print	47 years, 1 month ago (Aug. 1, 1978)

Funders 0

None

BibTeX

@article{Bodanszky_1978, title={SIDE REACTIONS IN PEPTIDE SYNTHESIS: VII*. Sequence Dependence in the Formation of Aminosuccinyl Derivatives from β‐Benzyl‐Aspartyl Peptides}, volume={12}, ISSN={0367-8377}, url={http://dx.doi.org/10.1111/j.1399-3011.1978.tb02869.x}, DOI={10.1111/j.1399-3011.1978.tb02869.x}, number={2}, journal={International Journal of Peptide and Protein Research}, publisher={Wiley}, author={Bodanszky, Miklos and Kwei, Joseph Z.}, year={1978}, month=aug, pages={69–74} }

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