Design and biological evaluation of synthetic retinoids: Probing length vs. stability vs. activity

Graeme Clemens; Kevin R. Flower; Peter Gardner; Andrew P. Henderson; Jonathan P. Knowles; Todd B. Marder; Andrew Whiting; Stefan Przyborski

doi:10.1039/c3mb70273a

Design and biological evaluation of synthetic retinoids: Probing length vs. stability vs. activity

Graeme Clemens, Kevin R. Flower, Peter Gardner, Andrew P. Henderson, Jonathan P. Knowles, Todd B. Marder, Andrew Whiting, Stefan Przyborski

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

Abstract

All trans-retinoic acid (ATRA) is widely used to direct the differentiation of cultured stem cells. When exposed to the pluripotent human embryonal carcinoma (EC) stem cell line, TERA2.cl.SP12, ATRA induces ectoderm differentiation and the formation of neuronal cell types. We report in this study that novel polyene chain length analogues of ATRA require a specific chain length to elicit a biological responses of the EC cells TERA2.cl.SP12, with synthetic retinoid AH61 being particularly active, and indeed more so than ATRA. The impacts of both the synthetic retinoid AH61 and natural ATRA on the TERA2.cl.SP12 cells were directly compared using both RT-PCR and Fourier Transform Infrared Micro-Spectroscopy (FT-IRMS) coupled with multivariate analysis. Analytical results produced from this study also confirmed that the synthetic retinoid AH61 had biological activity comparable or greater than that of ATRA. In addition to this, AH61 has the added advantage of greater compound stability than ATRA, therefore, avoiding issues of oxidation or decomposition during use with embryonic stem cells. © 2013 The Royal Society of Chemistry.

Original language	English
Pages (from-to)	3124-3134
Number of pages	10
Journal	Molecular BioSystems
Volume	9
Issue number	12
DOIs	https://doi.org/10.1039/c3mb70273a
Publication status	Published - Dec 2013

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title = "Design and biological evaluation of synthetic retinoids: Probing length vs. stability vs. activity",

abstract = "All trans-retinoic acid (ATRA) is widely used to direct the differentiation of cultured stem cells. When exposed to the pluripotent human embryonal carcinoma (EC) stem cell line, TERA2.cl.SP12, ATRA induces ectoderm differentiation and the formation of neuronal cell types. We report in this study that novel polyene chain length analogues of ATRA require a specific chain length to elicit a biological responses of the EC cells TERA2.cl.SP12, with synthetic retinoid AH61 being particularly active, and indeed more so than ATRA. The impacts of both the synthetic retinoid AH61 and natural ATRA on the TERA2.cl.SP12 cells were directly compared using both RT-PCR and Fourier Transform Infrared Micro-Spectroscopy (FT-IRMS) coupled with multivariate analysis. Analytical results produced from this study also confirmed that the synthetic retinoid AH61 had biological activity comparable or greater than that of ATRA. In addition to this, AH61 has the added advantage of greater compound stability than ATRA, therefore, avoiding issues of oxidation or decomposition during use with embryonic stem cells. {\textcopyright} 2013 The Royal Society of Chemistry.",

author = "Graeme Clemens and Flower, {Kevin R.} and Peter Gardner and Henderson, {Andrew P.} and Knowles, {Jonathan P.} and Marder, {Todd B.} and Andrew Whiting and Stefan Przyborski",

year = "2013",

month = dec,

doi = "10.1039/c3mb70273a",

language = "English",

volume = "9",

pages = "3124--3134",

journal = "Molecular BioSystems",

issn = "1742-2051",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Design and biological evaluation of synthetic retinoids: Probing length vs. stability vs. activity

AU - Clemens, Graeme

AU - Flower, Kevin R.

AU - Gardner, Peter

AU - Henderson, Andrew P.

AU - Knowles, Jonathan P.

AU - Marder, Todd B.

AU - Whiting, Andrew

AU - Przyborski, Stefan

PY - 2013/12

Y1 - 2013/12

N2 - All trans-retinoic acid (ATRA) is widely used to direct the differentiation of cultured stem cells. When exposed to the pluripotent human embryonal carcinoma (EC) stem cell line, TERA2.cl.SP12, ATRA induces ectoderm differentiation and the formation of neuronal cell types. We report in this study that novel polyene chain length analogues of ATRA require a specific chain length to elicit a biological responses of the EC cells TERA2.cl.SP12, with synthetic retinoid AH61 being particularly active, and indeed more so than ATRA. The impacts of both the synthetic retinoid AH61 and natural ATRA on the TERA2.cl.SP12 cells were directly compared using both RT-PCR and Fourier Transform Infrared Micro-Spectroscopy (FT-IRMS) coupled with multivariate analysis. Analytical results produced from this study also confirmed that the synthetic retinoid AH61 had biological activity comparable or greater than that of ATRA. In addition to this, AH61 has the added advantage of greater compound stability than ATRA, therefore, avoiding issues of oxidation or decomposition during use with embryonic stem cells. © 2013 The Royal Society of Chemistry.

AB - All trans-retinoic acid (ATRA) is widely used to direct the differentiation of cultured stem cells. When exposed to the pluripotent human embryonal carcinoma (EC) stem cell line, TERA2.cl.SP12, ATRA induces ectoderm differentiation and the formation of neuronal cell types. We report in this study that novel polyene chain length analogues of ATRA require a specific chain length to elicit a biological responses of the EC cells TERA2.cl.SP12, with synthetic retinoid AH61 being particularly active, and indeed more so than ATRA. The impacts of both the synthetic retinoid AH61 and natural ATRA on the TERA2.cl.SP12 cells were directly compared using both RT-PCR and Fourier Transform Infrared Micro-Spectroscopy (FT-IRMS) coupled with multivariate analysis. Analytical results produced from this study also confirmed that the synthetic retinoid AH61 had biological activity comparable or greater than that of ATRA. In addition to this, AH61 has the added advantage of greater compound stability than ATRA, therefore, avoiding issues of oxidation or decomposition during use with embryonic stem cells. © 2013 The Royal Society of Chemistry.

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DO - 10.1039/c3mb70273a

M3 - Article

SN - 1742-2051

VL - 9

SP - 3124

EP - 3134

JO - Molecular BioSystems

JF - Molecular BioSystems

IS - 12

ER -

Design and biological evaluation of synthetic retinoids: Probing length vs. stability vs. activity

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