Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

Vicente del Amo; Adam P. McGlone; Jose M. Soriano; Anthony P. Davis

doi:10.1016/j.tet.2009.06.018

Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

Vicente del Amo, Adam P. McGlone, Jose M. Soriano, Anthony P. Davis

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

5 Citations (Scopus)

Abstract

The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	6370-6381
Number of pages	12
Journal	Tetrahedron
Volume	65
Issue number	32
DOIs	https://doi.org/10.1016/j.tet.2009.06.018
Publication status	Published - 8 Aug 2009

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title = "Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors",

abstract = "The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.",

author = "{del Amo}, Vicente and McGlone, {Adam P.} and Soriano, {Jose M.} and Davis, {Anthony P.}",

year = "2009",

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journal = "Tetrahedron",

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T1 - Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

AU - del Amo, Vicente

AU - McGlone, Adam P.

AU - Soriano, Jose M.

AU - Davis, Anthony P.

PY - 2009/8/8

Y1 - 2009/8/8

N2 - The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

AB - The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tet.2009.06.018

DO - 10.1016/j.tet.2009.06.018

M3 - Article (Academic Journal)

SN - 0040-4020

VL - 65

SP - 6370

EP - 6381

JO - Tetrahedron

JF - Tetrahedron

IS - 32

ER -

Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

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