Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds

Anatoly M. Belostotsky; Elisheva Genizi; A. Hassner

Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds

Anatoly M. Belostotsky, Elisheva Genizi, A. Hassner

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Unexpected cleavage of the macrocyclic ring of secondary azacrown ethers when interacting with the Aib8 (Aib = α-aminoisobutyric acid) oxazolone indicates the possibility for a new mechanism of peptide racemization due to transformations of the oxazolones formed from the N-derivatives of α-amino acids in peptide synthesis.

Original language	American English
Pages (from-to)	1960-1961
Journal	Chemical Communications
Volume	19
State	Published - 2001

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title = "Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds",

abstract = "Unexpected cleavage of the macrocyclic ring of secondary azacrown ethers when interacting with the Aib8 (Aib = α-aminoisobutyric acid) oxazolone indicates the possibility for a new mechanism of peptide racemization due to transformations of the oxazolones formed from the N-derivatives of α-amino acids in peptide synthesis.",

author = "Belostotsky, {Anatoly M.} and Elisheva Genizi and A. Hassner",

year = "2001",

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publisher = "Royal Society of Chemistry",

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Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds. / Belostotsky, Anatoly M.; Genizi, Elisheva; Hassner, A.
In: Chemical Communications, Vol. 19, 2001, p. 1960-1961.

Research output: Contribution to journal › Article › peer-review

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T1 - Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds

AU - Belostotsky, Anatoly M.

AU - Genizi, Elisheva

AU - Hassner, A.

PY - 2001

Y1 - 2001

N2 - Unexpected cleavage of the macrocyclic ring of secondary azacrown ethers when interacting with the Aib8 (Aib = α-aminoisobutyric acid) oxazolone indicates the possibility for a new mechanism of peptide racemization due to transformations of the oxazolones formed from the N-derivatives of α-amino acids in peptide synthesis.

AB - Unexpected cleavage of the macrocyclic ring of secondary azacrown ethers when interacting with the Aib8 (Aib = α-aminoisobutyric acid) oxazolone indicates the possibility for a new mechanism of peptide racemization due to transformations of the oxazolones formed from the N-derivatives of α-amino acids in peptide synthesis.

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M3 - Article

SN - 1359-7345

VL - 19

SP - 1960

EP - 1961

JO - Chemical Communications

JF - Chemical Communications

ER -

Peptide conjugation: unexpected ring opening of azacrown ether nucleophiles in the oxazolone-based couplingElectronic supplementary information (ESI) available: spectral data for representative examples of new compounds

Abstract

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