Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations

Guosheng Shi; Yaru Dang; Tingting Pan; Xing Liu; Hui Liu; Shaoxian Li; Lijuan Zhang; Hongwei Zhao; Shaoping Li; Jiaguang Han; Renzhong Tai; Yiming Zhu; Jichen Li; Qing Ji; R. A. Mole; Dehong Yu; Haiping Fang

doi:10.1103/PhysRevLett.117.238102

Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations

Guosheng Shi, Yaru Dang, Tingting Pan, Xing Liu, Hui Liu, Shaoxian Li, Lijuan Zhang, Hongwei Zhao, Shaoping Li, Jiaguang Han, Renzhong Tai, Yiming Zhu, Jichen Li, Qing Ji, R. A. Mole, Dehong Yu, Haiping Fang

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

Abstract

We experimentally observed considerable solubility of tryptophan (Trp) in a CuCl2 aqueous solution, which could reach 2-5 times the solubility of Trp in pure water. Theoretical studies show that the strong cation-π interaction between Cu2+ and the aromatic ring in Trp modifies the electronic distribution of the aromatic ring to enhance significantly the water affinity of Trp. Similar solubility enhancement has also been observed for other divalent transition-metal cations (e.g., Zn2+ and Ni2+), another aromatic amino acid (phenylalanine), and three aromatic peptides (Trp-Phe, Phe-Phe, and Trp-Ala-Phe).

Original language	English
Article number	238102
Journal	Physical Review Letters
Volume	117
Issue number	23
DOIs	https://doi.org/10.1103/PhysRevLett.117.238102
Publication status	Published - 2 Dec 2016

Access to Document

10.1103/PhysRevLett.117.238102

Cite this

Shi, G., Dang, Y., Pan, T., Liu, X., Liu, H., Li, S., Zhang, L., Zhao, H., Li, S., Han, J., Tai, R., Zhu, Y., Li, J., Ji, Q., Mole, R. A., Yu, D., & Fang, H. (2016). Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations. Physical Review Letters, 117(23), Article 238102. https://doi.org/10.1103/PhysRevLett.117.238102

@article{172e8107ce0c4a9dbd88522e7a260cbc,

title = "Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations",

abstract = "We experimentally observed considerable solubility of tryptophan (Trp) in a CuCl2 aqueous solution, which could reach 2-5 times the solubility of Trp in pure water. Theoretical studies show that the strong cation-π interaction between Cu2+ and the aromatic ring in Trp modifies the electronic distribution of the aromatic ring to enhance significantly the water affinity of Trp. Similar solubility enhancement has also been observed for other divalent transition-metal cations (e.g., Zn2+ and Ni2+), another aromatic amino acid (phenylalanine), and three aromatic peptides (Trp-Phe, Phe-Phe, and Trp-Ala-Phe).",

author = "Guosheng Shi and Yaru Dang and Tingting Pan and Xing Liu and Hui Liu and Shaoxian Li and Lijuan Zhang and Hongwei Zhao and Shaoping Li and Jiaguang Han and Renzhong Tai and Yiming Zhu and Jichen Li and Qing Ji and Mole, {R. A.} and Dehong Yu and Haiping Fang",

year = "2016",

month = dec,

day = "2",

doi = "10.1103/PhysRevLett.117.238102",

language = "English",

volume = "117",

journal = "Physical Review Letters",

issn = "0031-9007",

publisher = "American Physical Society",

number = "23",

}

Shi, G, Dang, Y, Pan, T, Liu, X, Liu, H, Li, S, Zhang, L, Zhao, H, Li, S, Han, J, Tai, R, Zhu, Y, Li, J, Ji, Q, Mole, RA, Yu, D & Fang, H 2016, 'Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations', Physical Review Letters, vol. 117, no. 23, 238102. https://doi.org/10.1103/PhysRevLett.117.238102

TY - JOUR

T1 - Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations

AU - Shi, Guosheng

AU - Dang, Yaru

AU - Pan, Tingting

AU - Liu, Xing

AU - Liu, Hui

AU - Li, Shaoxian

AU - Zhang, Lijuan

AU - Zhao, Hongwei

AU - Li, Shaoping

AU - Han, Jiaguang

AU - Tai, Renzhong

AU - Zhu, Yiming

AU - Li, Jichen

AU - Ji, Qing

AU - Mole, R. A.

AU - Yu, Dehong

AU - Fang, Haiping

PY - 2016/12/2

Y1 - 2016/12/2

N2 - We experimentally observed considerable solubility of tryptophan (Trp) in a CuCl2 aqueous solution, which could reach 2-5 times the solubility of Trp in pure water. Theoretical studies show that the strong cation-π interaction between Cu2+ and the aromatic ring in Trp modifies the electronic distribution of the aromatic ring to enhance significantly the water affinity of Trp. Similar solubility enhancement has also been observed for other divalent transition-metal cations (e.g., Zn2+ and Ni2+), another aromatic amino acid (phenylalanine), and three aromatic peptides (Trp-Phe, Phe-Phe, and Trp-Ala-Phe).

AB - We experimentally observed considerable solubility of tryptophan (Trp) in a CuCl2 aqueous solution, which could reach 2-5 times the solubility of Trp in pure water. Theoretical studies show that the strong cation-π interaction between Cu2+ and the aromatic ring in Trp modifies the electronic distribution of the aromatic ring to enhance significantly the water affinity of Trp. Similar solubility enhancement has also been observed for other divalent transition-metal cations (e.g., Zn2+ and Ni2+), another aromatic amino acid (phenylalanine), and three aromatic peptides (Trp-Phe, Phe-Phe, and Trp-Ala-Phe).

UR - http://www.scopus.com/inward/record.url?scp=84999133691&partnerID=8YFLogxK

U2 - 10.1103/PhysRevLett.117.238102

DO - 10.1103/PhysRevLett.117.238102

M3 - Article

AN - SCOPUS:84999133691

SN - 0031-9007

VL - 117

JO - Physical Review Letters

JF - Physical Review Letters

IS - 23

M1 - 238102

ER -

Unexpectedly Enhanced Solubility of Aromatic Amino Acids and Peptides in an Aqueous Solution of Divalent Transition-Metal Cations

Abstract

Access to Document

Other files and links

Fingerprint

Cite this