Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives

Guo Xiliang; Shuang Shaomin; Dong Chuan; Feng Feng; Ricky M S Wong

doi:10.1016/j.saa.2004.04.004

Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives

Guo Xiliang
, Shuang Shaomin^*
, Dong Chuan
, Feng Feng
, Ricky M S Wong

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

24 Citations (Scopus)

Abstract

5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 10⁴M^-1 in the case of HP-β-CD/TEPyP and 2.0 × 10⁵M^-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M^-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.

Original language	English
Pages (from-to)	413-418
Number of pages	6
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	61
Issue number	3
DOIs	https://doi.org/10.1016/j.saa.2004.04.004
Publication status	Published - 14 Jan 2005

User-Defined Keywords

Absorption
Cyclodextrin
Fluorescence
Meso-tetrakis (4-N-ethylpyridiniurmyl)porphyrin (TEPyP)
Nuclear magnetic resonance (NMR)

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10.1016/j.saa.2004.04.004

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@article{ac1ce081dd9948a1afda576118337767,

title = "Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives",

abstract = "5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.",

keywords = "Absorption, Cyclodextrin, Fluorescence, Meso-tetrakis (4-N-ethylpyridiniurmyl)porphyrin (TEPyP), Nuclear magnetic resonance (NMR)",

author = "Guo Xiliang and Shuang Shaomin and Dong Chuan and Feng Feng and Wong, \{Ricky M S\}",

note = "Funding Information: This work was supported by the natural science foundation of China (no. 20172035) and the national education committee foundation for the Outstanding Younger Teachers and the Foundation of Shanxi Province.",

year = "2005",

month = jan,

day = "14",

doi = "10.1016/j.saa.2004.04.004",

language = "English",

volume = "61",

pages = "413--418",

journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",

issn = "1386-1425",

publisher = "Elsevier B.V.",

number = "3",

}

Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives. / Xiliang, Guo; Shaomin, Shuang; Chuan, Dong et al.
In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 61, No. 3, 14.01.2005, p. 413-418.

Research output: Contribution to journal › Journal article › peer-review

TY - JOUR

T1 - Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives

AU - Xiliang, Guo

AU - Shaomin, Shuang

AU - Chuan, Dong

AU - Feng, Feng

AU - Wong, Ricky M S

N1 - Funding Information: This work was supported by the natural science foundation of China (no. 20172035) and the national education committee foundation for the Outstanding Younger Teachers and the Foundation of Shanxi Province.

PY - 2005/1/14

Y1 - 2005/1/14

N2 - 5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.

AB - 5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.

KW - Absorption

KW - Cyclodextrin

KW - Fluorescence

KW - Meso-tetrakis (4-N-ethylpyridiniurmyl)porphyrin (TEPyP)

KW - Nuclear magnetic resonance (NMR)

UR - https://www.scopus.com/pages/publications/10644265935

U2 - 10.1016/j.saa.2004.04.004

DO - 10.1016/j.saa.2004.04.004

M3 - Journal article

C2 - 15582808

AN - SCOPUS:10644265935

SN - 1386-1425

VL - 61

SP - 413

EP - 418

JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

IS - 3

ER -

Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives

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