b-depsipeptides: synthesis and structural studies

Yogesh R Mahajan; Ramanathan Senthilkumar; Magnus Rueping; Dieter Seebach

b-depsipeptides: synthesis and structural studies

Yogesh R Mahajan, Ramanathan Senthilkumar, Magnus Rueping, Dieter Seebach

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

Abstract

b3-Heptadepsipeptides with the hydroxybutanoic acid unit at various positions in the peptidic sequence were synthesized in soln. using Boc-protection and/or Z-protection. DCC/DMAP or EDC/DMAP coupling conditions were used for the ester bond formation and EDC/HOBt for the amide bonds. Structural investigations by CD and NMR spectroscopy point to the importance of the contribution of hydrogen bonds on the stability of the 314-helix over that of the b-amino acid residue's backbone. [on SciFinder (R)]

Original language	English (US)
Title of host publication	b-depsipeptides: synthesis and structural studies
Place of Publication	Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz
Number of pages	2
State	Published - 2002
Externally published	Yes

Publication series

Name	Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002

Keywords

ACID
ACIDS
AMIDE
BOND
Chemical
ESTER
NMR
NMR Spectroscopy
NMR-SPECTROSCOPY
PEPTIDE
PROTEIN
Peptides
Proteins
SEQUENCE
SPECTROSCOPY
STABILITY
Structural
Synthesis
beta depsipeptide synthesis structure

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Cite this

Mahajan, Yogesh R ; Senthilkumar, Ramanathan ; Rueping, Magnus et al. / b-depsipeptides: synthesis and structural studies. b-depsipeptides: synthesis and structural studies. Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz, 2002. (Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002).

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title = "b-depsipeptides: synthesis and structural studies",

abstract = "b3-Heptadepsipeptides with the hydroxybutanoic acid unit at various positions in the peptidic sequence were synthesized in soln. using Boc-protection and/or Z-protection. DCC/DMAP or EDC/DMAP coupling conditions were used for the ester bond formation and EDC/HOBt for the amide bonds. Structural investigations by CD and NMR spectroscopy point to the importance of the contribution of hydrogen bonds on the stability of the 314-helix over that of the b-amino acid residue's backbone. [on SciFinder (R)]",

keywords = "ACID, ACIDS, AMIDE, BOND, Chemical, ESTER, NMR, NMR Spectroscopy, NMR-SPECTROSCOPY, PEPTIDE, PROTEIN, Peptides, Proteins, SEQUENCE, SPECTROSCOPY, STABILITY, Structural, Synthesis, beta depsipeptide synthesis structure",

author = "Mahajan, {Yogesh R} and Ramanathan Senthilkumar and Magnus Rueping and Dieter Seebach",

year = "2002",

language = "English (US)",

series = "Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002",

booktitle = "b-depsipeptides: synthesis and structural studies",

}

Mahajan, YR, Senthilkumar, R, Rueping, M & Seebach, D 2002, b-depsipeptides: synthesis and structural studies. in b-depsipeptides: synthesis and structural studies. Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002, Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz. <http://www.mendeley.com/research/bdepsipeptides-synthesis-structural-studies>

b-depsipeptides: synthesis and structural studies. / Mahajan, Yogesh R; Senthilkumar, Ramanathan; Rueping, Magnus et al.
b-depsipeptides: synthesis and structural studies. Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz, 2002. (Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

TY - GEN

T1 - b-depsipeptides: synthesis and structural studies

AU - Mahajan, Yogesh R

AU - Senthilkumar, Ramanathan

AU - Rueping, Magnus

AU - Seebach, Dieter

PY - 2002

Y1 - 2002

N2 - b3-Heptadepsipeptides with the hydroxybutanoic acid unit at various positions in the peptidic sequence were synthesized in soln. using Boc-protection and/or Z-protection. DCC/DMAP or EDC/DMAP coupling conditions were used for the ester bond formation and EDC/HOBt for the amide bonds. Structural investigations by CD and NMR spectroscopy point to the importance of the contribution of hydrogen bonds on the stability of the 314-helix over that of the b-amino acid residue's backbone. [on SciFinder (R)]

AB - b3-Heptadepsipeptides with the hydroxybutanoic acid unit at various positions in the peptidic sequence were synthesized in soln. using Boc-protection and/or Z-protection. DCC/DMAP or EDC/DMAP coupling conditions were used for the ester bond formation and EDC/HOBt for the amide bonds. Structural investigations by CD and NMR spectroscopy point to the importance of the contribution of hydrogen bonds on the stability of the 314-helix over that of the b-amino acid residue's backbone. [on SciFinder (R)]

KW - ACID

KW - ACIDS

KW - AMIDE

KW - BOND

KW - Chemical

KW - ESTER

KW - NMR

KW - NMR Spectroscopy

KW - NMR-SPECTROSCOPY

KW - PEPTIDE

KW - PROTEIN

KW - Peptides

KW - Proteins

KW - SEQUENCE

KW - SPECTROSCOPY

KW - STABILITY

KW - Structural

KW - Synthesis

KW - beta depsipeptide synthesis structure

M3 - Conference contribution

T3 - Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002

BT - b-depsipeptides: synthesis and structural studies

CY - Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz

ER -

Mahajan YR, Senthilkumar R, Rueping M, Seebach D. b-depsipeptides: synthesis and structural studies. In b-depsipeptides: synthesis and structural studies. Laboratorium fuer Organische Chemie der Eidgenoessischen Technischen Hochschule Zuerich,ETH-Hoenggerberg,Zurich,Switz. 2002. (Peptides 2002, Proceedings of the European Peptide Symposium, 27th, Sorrento, Italy, Aug.31-Sept.6, 2002).

b-depsipeptides: synthesis and structural studies

Abstract

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Keywords

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