Physicochemical interaction of opioid peptides with phospholipids and membranes

M. A. Alsina; N. Solé; C. Mestres; M. A. Busquets; I. Haro; J. M.Garcia Antón

doi:10.1016/0378-5173(91)90170-S

Physicochemical interaction of opioid peptides with phospholipids and membranes

M. A. Alsina
, N. Solé
, C. Mestres
, M. A. Busquets
, I. Haro
, J. M.Garcia Antón^*

^*Corresponding author for this work

Research output: Indexed journal article › Article › peer-review

8 Citations (Scopus)

Abstract

The surface activity and opioid potency of peptide analogues of enkephalins are described. The molecules under study have as a general formula: Tyr-D · Met-Gly-Phe-Pro-NH-(CH₂)_n-CH₃, n being 5, 9 or 13. The interaction of these peptide-alkylamides with PC, PS, PI and GM₁ monolayers and their opioid activity measured by the GPI (guinea pig ileum) test are highly dependent on the hydrophobicity of the molecule. Moreover, the GPI muscle contraction records show a strong hydrophobic interaction between the peptides and the bilayer components, that holds the molecules anchored to the membrane and increases the duration of the effect.

Original language	English
Pages (from-to)	111-117
Number of pages	7
Journal	International Journal of Pharmaceutics
Volume	70
Issue number	1-2
DOIs	https://doi.org/10.1016/0378-5173(91)90170-S
Publication status	Published - 31 Mar 1991
Externally published	Yes

Keywords

Cholesterol
Compression isotherm
Ganglioside
Monolayer
Naloxone
Penetration kinetics
Peptide
Phospholipid

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10.1016/0378-5173(91)90170-S

Cite this

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title = "Physicochemical interaction of opioid peptides with phospholipids and membranes",

abstract = "The surface activity and opioid potency of peptide analogues of enkephalins are described. The molecules under study have as a general formula: Tyr-D · Met-Gly-Phe-Pro-NH-(CH2)n-CH3, n being 5, 9 or 13. The interaction of these peptide-alkylamides with PC, PS, PI and GM1 monolayers and their opioid activity measured by the GPI (guinea pig ileum) test are highly dependent on the hydrophobicity of the molecule. Moreover, the GPI muscle contraction records show a strong hydrophobic interaction between the peptides and the bilayer components, that holds the molecules anchored to the membrane and increases the duration of the effect.",

keywords = "Cholesterol, Compression isotherm, Ganglioside, Monolayer, Naloxone, Penetration kinetics, Peptide, Phospholipid",

author = "Alsina, \{M. A.\} and N. Sol{\'e} and C. Mestres and Busquets, \{M. A.\} and I. Haro and Ant{\'o}n, \{J. M.Garcia\}",

year = "1991",

month = mar,

day = "31",

doi = "10.1016/0378-5173(91)90170-S",

language = "English",

volume = "70",

pages = "111--117",

journal = "International Journal of Pharmaceutics",

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publisher = "Elsevier B.V.",

number = "1-2",

}

TY - JOUR

T1 - Physicochemical interaction of opioid peptides with phospholipids and membranes

AU - Alsina, M. A.

AU - Solé, N.

AU - Mestres, C.

AU - Busquets, M. A.

AU - Haro, I.

AU - Antón, J. M.Garcia

PY - 1991/3/31

Y1 - 1991/3/31

N2 - The surface activity and opioid potency of peptide analogues of enkephalins are described. The molecules under study have as a general formula: Tyr-D · Met-Gly-Phe-Pro-NH-(CH2)n-CH3, n being 5, 9 or 13. The interaction of these peptide-alkylamides with PC, PS, PI and GM1 monolayers and their opioid activity measured by the GPI (guinea pig ileum) test are highly dependent on the hydrophobicity of the molecule. Moreover, the GPI muscle contraction records show a strong hydrophobic interaction between the peptides and the bilayer components, that holds the molecules anchored to the membrane and increases the duration of the effect.

AB - The surface activity and opioid potency of peptide analogues of enkephalins are described. The molecules under study have as a general formula: Tyr-D · Met-Gly-Phe-Pro-NH-(CH2)n-CH3, n being 5, 9 or 13. The interaction of these peptide-alkylamides with PC, PS, PI and GM1 monolayers and their opioid activity measured by the GPI (guinea pig ileum) test are highly dependent on the hydrophobicity of the molecule. Moreover, the GPI muscle contraction records show a strong hydrophobic interaction between the peptides and the bilayer components, that holds the molecules anchored to the membrane and increases the duration of the effect.

KW - Cholesterol

KW - Compression isotherm

KW - Ganglioside

KW - Monolayer

KW - Naloxone

KW - Penetration kinetics

KW - Peptide

KW - Phospholipid

UR - https://www.scopus.com/pages/publications/0025908164

U2 - 10.1016/0378-5173(91)90170-S

DO - 10.1016/0378-5173(91)90170-S

M3 - Article

AN - SCOPUS:0025908164

SN - 0378-5173

VL - 70

SP - 111

EP - 117

JO - International Journal of Pharmaceutics

JF - International Journal of Pharmaceutics

IS - 1-2

ER -

Physicochemical interaction of opioid peptides with phospholipids and membranes

Abstract

Keywords

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