Synthesis and Two-Dimensional 1H and 13C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH

Afroditi Kapurniotu; Wolfgang Voelter; Jens Freund; Tadeusz A. Holak; Maryse Lenfant

doi:10.1515/znb-1992-0919

Synthesis and Two-Dimensional ¹H and ₁₃C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH

Afroditi Kapurniotu, Wolfgang Voelter, Jens Freund, Tadeusz A. Holak, Maryse Lenfant

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

5 Scopus citations

Abstract

The solid phase synthesis of the inhibitor of hematopoietic stem cell proliferation, Ac–Ser–Asp–Lys–Pro–OH, and its derivative Ac–Ala–Asp–Lys–Pro–OH is described. ¹H and ¹³C NMR investigations demonstrate that both peptides show no prefered conformation in water solution. Both peptides exist in a Pro-cis-trans equilibrium ratio of 9 (trans): 1 (cis). Thymosin β₄ is believed to be the precursor molecule of the tetrapeptide Ac–SDKP. The attachement of the random coil tetrapeptide to a rigid helical fragment could facilitate its in vivo enzymatic cleavage.

Original language	English
Pages (from-to)	1324-1332
Number of pages	9
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	47
Issue number	9
DOIs	https://doi.org/10.1515/znb-1992-0919
State	Published - 1 Sep 1992
Externally published	Yes

Keywords

C NMR
H NMR
Inhibitor Stem Cell Proliferation
Solid Phase Peptide Synthesis

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title = "Synthesis and Two-Dimensional 1H and 13C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH",

abstract = "The solid phase synthesis of the inhibitor of hematopoietic stem cell proliferation, Ac–Ser–Asp–Lys–Pro–OH, and its derivative Ac–Ala–Asp–Lys–Pro–OH is described. 1H and 13C NMR investigations demonstrate that both peptides show no prefered conformation in water solution. Both peptides exist in a Pro-cis-trans equilibrium ratio of 9 (trans): 1 (cis). Thymosin β4 is believed to be the precursor molecule of the tetrapeptide Ac–SDKP. The attachement of the random coil tetrapeptide to a rigid helical fragment could facilitate its in vivo enzymatic cleavage.",

keywords = "C NMR, H NMR, Inhibitor Stem Cell Proliferation, Solid Phase Peptide Synthesis",

author = "Afroditi Kapurniotu and Wolfgang Voelter and Jens Freund and Holak, {Tadeusz A.} and Maryse Lenfant",

year = "1992",

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language = "English",

volume = "47",

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journal = "Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences",

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}

Synthesis and Two-Dimensional ¹H and ₁₃C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH. / Kapurniotu, Afroditi; Voelter, Wolfgang; Freund, Jens et al.
In: Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, Vol. 47, No. 9, 01.09.1992, p. 1324-1332.

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

TY - JOUR

T1 - Synthesis and Two-Dimensional 1H and 13C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH

AU - Kapurniotu, Afroditi

AU - Voelter, Wolfgang

AU - Freund, Jens

AU - Holak, Tadeusz A.

AU - Lenfant, Maryse

PY - 1992/9/1

Y1 - 1992/9/1

N2 - The solid phase synthesis of the inhibitor of hematopoietic stem cell proliferation, Ac–Ser–Asp–Lys–Pro–OH, and its derivative Ac–Ala–Asp–Lys–Pro–OH is described. 1H and 13C NMR investigations demonstrate that both peptides show no prefered conformation in water solution. Both peptides exist in a Pro-cis-trans equilibrium ratio of 9 (trans): 1 (cis). Thymosin β4 is believed to be the precursor molecule of the tetrapeptide Ac–SDKP. The attachement of the random coil tetrapeptide to a rigid helical fragment could facilitate its in vivo enzymatic cleavage.

AB - The solid phase synthesis of the inhibitor of hematopoietic stem cell proliferation, Ac–Ser–Asp–Lys–Pro–OH, and its derivative Ac–Ala–Asp–Lys–Pro–OH is described. 1H and 13C NMR investigations demonstrate that both peptides show no prefered conformation in water solution. Both peptides exist in a Pro-cis-trans equilibrium ratio of 9 (trans): 1 (cis). Thymosin β4 is believed to be the precursor molecule of the tetrapeptide Ac–SDKP. The attachement of the random coil tetrapeptide to a rigid helical fragment could facilitate its in vivo enzymatic cleavage.

KW - C NMR

KW - H NMR

KW - Inhibitor Stem Cell Proliferation

KW - Solid Phase Peptide Synthesis

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JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

IS - 9

ER -

Synthesis and Two-Dimensional ¹H and ₁₃C NMR Investigations of an Inhibitor of Hematopoietic Stem Cell Proliferation Ac–Ser–Asp–Lys–Pro–OH

Abstract

Keywords

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