The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1): An NMR and molecular modelling study

Richard H. Herbert; Fintan Kelleher

doi:10.1016/S0040-4039(00)73534-9

The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1): An NMR and molecular modelling study

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Abstract

Comparison of NMR data with structures from molecular modelling of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6-(S)-phenylmethyl-2,5-piperazinedione (1) showed it to have a specific solution conformation with the phenyl ring over the diketopiperazine ring and the tryptophan sidechain in the [G^-_o] rotamer.

Original language	English
Pages (from-to)	5497-5500
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(00)73534-9
Publication status	Published - 25 Jul 1994
Externally published	Yes

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title = "The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1): An NMR and molecular modelling study",

abstract = "Comparison of NMR data with structures from molecular modelling of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6-(S)-phenylmethyl-2,5-piperazinedione (1) showed it to have a specific solution conformation with the phenyl ring over the diketopiperazine ring and the tryptophan sidechain in the [G-o] rotamer.",

author = "Herbert, \{Richard H.\} and Fintan Kelleher",

year = "1994",

month = jul,

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doi = "10.1016/S0040-4039(00)73534-9",

language = "English",

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pages = "5497--5500",

journal = "Tetrahedron Letters",

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T1 - The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1)

T2 - An NMR and molecular modelling study

AU - Herbert, Richard H.

AU - Kelleher, Fintan

PY - 1994/7/25

Y1 - 1994/7/25

N2 - Comparison of NMR data with structures from molecular modelling of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6-(S)-phenylmethyl-2,5-piperazinedione (1) showed it to have a specific solution conformation with the phenyl ring over the diketopiperazine ring and the tryptophan sidechain in the [G-o] rotamer.

AB - Comparison of NMR data with structures from molecular modelling of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6-(S)-phenylmethyl-2,5-piperazinedione (1) showed it to have a specific solution conformation with the phenyl ring over the diketopiperazine ring and the tryptophan sidechain in the [G-o] rotamer.

UR - https://www.scopus.com/pages/publications/0028142443

U2 - 10.1016/S0040-4039(00)73534-9

DO - 10.1016/S0040-4039(00)73534-9

M3 - Article

AN - SCOPUS:0028142443

SN - 0040-4039

VL - 35

SP - 5497

EP - 5500

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

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The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1): An NMR and molecular modelling study

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