The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95

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Standard

The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95. / Fernandes, Eduardo F. A.; Haugaard-Kedstroem, Linda M.; Stromgaard, Kristian.

In: Australian Journal of Chemistry, Vol. 73, No. 4, 2020, p. 307-311.

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

Harvard

Fernandes, EFA, Haugaard-Kedstroem, LM & Stromgaard, K 2020, 'The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95', Australian Journal of Chemistry, vol. 73, no. 4, pp. 307-311. https://doi.org/10.1071/CH19392

APA

Fernandes, E. F. A., Haugaard-Kedstroem, L. M., & Stromgaard, K. (2020). The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95. Australian Journal of Chemistry, 73(4), 307-311. https://doi.org/10.1071/CH19392

Vancouver

Fernandes EFA, Haugaard-Kedstroem LM, Stromgaard K. The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95. Australian Journal of Chemistry. 2020;73(4):307-311. https://doi.org/10.1071/CH19392

Author

Fernandes, Eduardo F. A. ; Haugaard-Kedstroem, Linda M. ; Stromgaard, Kristian. / The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95. In: Australian Journal of Chemistry. 2020 ; Vol. 73, No. 4. pp. 307-311.

Bibtex

@article{2c1f6b7bf73a476cbd3400546ccb087f,
title = "The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95",
abstract = "Stability and cell permeability are critical parameters in the development of peptide therapeutics. Conjugation to fatty acids and cell-penetrating peptides, such as TAT (YGRKKRRQRRR), are established strategies to increase peptide stability and permeation, respectively. Here, we prepared lipidated analogues of a potent TAT-containing dimeric peptidebased inhibitor of the intracellular scaffolding protein PSD-95, an emerging drug target in ischaemic stroke. Lipidation increased peptide stability in vitro and in vivo. Combining both lipidation and conjugation to TAT improved brain/plasma ratios, but caused acute toxic effects due to the potent haemolytic activity of the TAT-lipid moiety.",
keywords = "CELL-PENETRATING PEPTIDES, GLUCAGON-LIKE PEPTIDE-1, IN-VITRO, PROTRACTION, DERIVATIVES, DESIGN, ANTIBACTERIAL, MECHANISM, EFFICACY, INSULIN",
author = "Fernandes, {Eduardo F. A.} and Haugaard-Kedstroem, {Linda M.} and Kristian Stromgaard",
year = "2020",
doi = "10.1071/CH19392",
language = "English",
volume = "73",
pages = "307--311",
journal = "Australian Journal of Chemistry",
issn = "0004-9425",
publisher = "C S I R O Publishing",
number = "4",

}

RIS

TY - JOUR

T1 - The Effects of Lipidation on a TAT-Containing Peptide-Based Inhibitor of PSD-95

AU - Fernandes, Eduardo F. A.

AU - Haugaard-Kedstroem, Linda M.

AU - Stromgaard, Kristian

PY - 2020

Y1 - 2020

N2 - Stability and cell permeability are critical parameters in the development of peptide therapeutics. Conjugation to fatty acids and cell-penetrating peptides, such as TAT (YGRKKRRQRRR), are established strategies to increase peptide stability and permeation, respectively. Here, we prepared lipidated analogues of a potent TAT-containing dimeric peptidebased inhibitor of the intracellular scaffolding protein PSD-95, an emerging drug target in ischaemic stroke. Lipidation increased peptide stability in vitro and in vivo. Combining both lipidation and conjugation to TAT improved brain/plasma ratios, but caused acute toxic effects due to the potent haemolytic activity of the TAT-lipid moiety.

AB - Stability and cell permeability are critical parameters in the development of peptide therapeutics. Conjugation to fatty acids and cell-penetrating peptides, such as TAT (YGRKKRRQRRR), are established strategies to increase peptide stability and permeation, respectively. Here, we prepared lipidated analogues of a potent TAT-containing dimeric peptidebased inhibitor of the intracellular scaffolding protein PSD-95, an emerging drug target in ischaemic stroke. Lipidation increased peptide stability in vitro and in vivo. Combining both lipidation and conjugation to TAT improved brain/plasma ratios, but caused acute toxic effects due to the potent haemolytic activity of the TAT-lipid moiety.

KW - CELL-PENETRATING PEPTIDES

KW - GLUCAGON-LIKE PEPTIDE-1

KW - IN-VITRO

KW - PROTRACTION

KW - DERIVATIVES

KW - DESIGN

KW - ANTIBACTERIAL

KW - MECHANISM

KW - EFFICACY

KW - INSULIN

U2 - 10.1071/CH19392

DO - 10.1071/CH19392

M3 - Journal article

VL - 73

SP - 307

EP - 311

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 4

ER -

ID: 247213063