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Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues. / Urbaniak, Michael D.; Crossman, Arthur; Ferguson, Michael A. J.
In: Chemical Biology and Drug Design, Vol. 72, No. 2, 08.2008, p. 127-132.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Urbaniak, MD, Crossman, A & Ferguson, MAJ 2008, 'Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues', Chemical Biology and Drug Design, vol. 72, no. 2, pp. 127-132. https://doi.org/10.1111/j.1747-0285.2008.00688.x

APA

Urbaniak, M. D., Crossman, A., & Ferguson, M. A. J. (2008). Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues. Chemical Biology and Drug Design, 72(2), 127-132. https://doi.org/10.1111/j.1747-0285.2008.00688.x

Vancouver

Urbaniak MD, Crossman A, Ferguson MAJ. Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues. Chemical Biology and Drug Design. 2008 Aug;72(2):127-132. doi: 10.1111/j.1747-0285.2008.00688.x

Author

Urbaniak, Michael D. ; Crossman, Arthur ; Ferguson, Michael A. J. / Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues. In: Chemical Biology and Drug Design. 2008 ; Vol. 72, No. 2. pp. 127-132.

Bibtex

@article{986522fa358c4f9aac5dab5154a79937,
title = "Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues",
abstract = "Glycosylphosphatidylinositol precursor-analogues were synthesized in which the natural diacylglycerol lipid was replaced with either of two steroidal moieties. The ability of the steroidal glycosylphosphatidylinositol precursor-analogues to prime the glycosylphosphatidylinositol biosynthetic pathway was assessed in a trypanosomal cell-free system. The N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase was only able to act upon the N-acetylglucosamine form of one of the two analogues. However, the glucosamine form of both analogues could be mannosylated, but neither were inositol-acylated nor modified with ethanolamine phosphate. The use of alternative groups, such as sterols, in place of the natural diacylglycerol lipid may enable the production of more drug-like, substrate-based inhibitors.",
keywords = "Animals, Cell-Free System, Glycosylphosphatidylinositols, Molecular Structure, Steroids, Substrate Specificity, Trypanosoma brucei brucei",
author = "Urbaniak, {Michael D.} and Arthur Crossman and Ferguson, {Michael A. J.}",
year = "2008",
month = aug,
doi = "10.1111/j.1747-0285.2008.00688.x",
language = "English",
volume = "72",
pages = "127--132",
journal = "Chemical Biology and Drug Design",
issn = "1747-0277",
publisher = "Blackwell",
number = "2",

}

RIS

TY - JOUR

T1 - Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues

AU - Urbaniak, Michael D.

AU - Crossman, Arthur

AU - Ferguson, Michael A. J.

PY - 2008/8

Y1 - 2008/8

N2 - Glycosylphosphatidylinositol precursor-analogues were synthesized in which the natural diacylglycerol lipid was replaced with either of two steroidal moieties. The ability of the steroidal glycosylphosphatidylinositol precursor-analogues to prime the glycosylphosphatidylinositol biosynthetic pathway was assessed in a trypanosomal cell-free system. The N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase was only able to act upon the N-acetylglucosamine form of one of the two analogues. However, the glucosamine form of both analogues could be mannosylated, but neither were inositol-acylated nor modified with ethanolamine phosphate. The use of alternative groups, such as sterols, in place of the natural diacylglycerol lipid may enable the production of more drug-like, substrate-based inhibitors.

AB - Glycosylphosphatidylinositol precursor-analogues were synthesized in which the natural diacylglycerol lipid was replaced with either of two steroidal moieties. The ability of the steroidal glycosylphosphatidylinositol precursor-analogues to prime the glycosylphosphatidylinositol biosynthetic pathway was assessed in a trypanosomal cell-free system. The N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase was only able to act upon the N-acetylglucosamine form of one of the two analogues. However, the glucosamine form of both analogues could be mannosylated, but neither were inositol-acylated nor modified with ethanolamine phosphate. The use of alternative groups, such as sterols, in place of the natural diacylglycerol lipid may enable the production of more drug-like, substrate-based inhibitors.

KW - Animals

KW - Cell-Free System

KW - Glycosylphosphatidylinositols

KW - Molecular Structure

KW - Steroids

KW - Substrate Specificity

KW - Trypanosoma brucei brucei

U2 - 10.1111/j.1747-0285.2008.00688.x

DO - 10.1111/j.1747-0285.2008.00688.x

M3 - Journal article

C2 - 18637989

VL - 72

SP - 127

EP - 132

JO - Chemical Biology and Drug Design

JF - Chemical Biology and Drug Design

SN - 1747-0277

IS - 2

ER -