Peptide Conformation. 12.1 Conformation of Cyclo-(L-Pro3) in Solution

Horst Kessler; Axel Friedrich; William E. Hull

doi:10.1021/jo00332a026

Peptide Conformation. 12.¹ Conformation of Cyclo-(L-Pro₃) in Solution

Horst Kessler, Axel Friedrich, William E. Hull

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Abstract

The 270- and 500-MHz ¹H NMR spectra of cyclo-(L-Pro₃) have been completely analyzed. The molecule shows effective C₃ symmetry. A number of previous spectral assignments had to be revised on the basis of 4H chemical shifts and changes in these shifts caused by the addition of benzene, Me₂SO, or the shift reagent Eu(fod)₃. The ¹H coupling constants are best interpreted in terms of an α⁺ (envelope) conformation. The high mobility of the γ-CH₂ group easily transforms this structure to twist conformations.

Original language	English
Pages (from-to)	3892-3895
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	46
Issue number	19
DOIs	https://doi.org/10.1021/jo00332a026
State	Published - Sep 1981
Externally published	Yes

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title = "Peptide Conformation. 12.1 Conformation of Cyclo-(L-Pro3) in Solution",

abstract = "The 270- and 500-MHz 1H NMR spectra of cyclo-(L-Pro3) have been completely analyzed. The molecule shows effective C3 symmetry. A number of previous spectral assignments had to be revised on the basis of 4H chemical shifts and changes in these shifts caused by the addition of benzene, Me2SO, or the shift reagent Eu(fod)3. The 1H coupling constants are best interpreted in terms of an α+ (envelope) conformation. The high mobility of the γ-CH2 group easily transforms this structure to twist conformations.",

author = "Horst Kessler and Axel Friedrich and Hull, {William E.}",

year = "1981",

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volume = "46",

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journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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T1 - Peptide Conformation. 12.1 Conformation of Cyclo-(L-Pro3) in Solution

AU - Kessler, Horst

AU - Friedrich, Axel

AU - Hull, William E.

PY - 1981/9

Y1 - 1981/9

N2 - The 270- and 500-MHz 1H NMR spectra of cyclo-(L-Pro3) have been completely analyzed. The molecule shows effective C3 symmetry. A number of previous spectral assignments had to be revised on the basis of 4H chemical shifts and changes in these shifts caused by the addition of benzene, Me2SO, or the shift reagent Eu(fod)3. The 1H coupling constants are best interpreted in terms of an α+ (envelope) conformation. The high mobility of the γ-CH2 group easily transforms this structure to twist conformations.

AB - The 270- and 500-MHz 1H NMR spectra of cyclo-(L-Pro3) have been completely analyzed. The molecule shows effective C3 symmetry. A number of previous spectral assignments had to be revised on the basis of 4H chemical shifts and changes in these shifts caused by the addition of benzene, Me2SO, or the shift reagent Eu(fod)3. The 1H coupling constants are best interpreted in terms of an α+ (envelope) conformation. The high mobility of the γ-CH2 group easily transforms this structure to twist conformations.

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DO - 10.1021/jo00332a026

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EP - 3895

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Peptide Conformation. 12.¹ Conformation of Cyclo-(L-Pro₃) in Solution

Abstract

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