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Maltose and Maltotriose Derivatives as Potential Inhibitors of the Maltose-Binding Protein

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2008

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Malik, Heinz

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https://doi.org/10.1002/ejoc.200701139
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European Journal of Organic Chemistry. Wiley-Blackwell. 2008, 2008(12), pp. 2084-2099. ISSN 1434-243X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200701139

Zusammenfassung

Inhibition of substrate binding to maltose-binding protein (MBP) was investigated with structurally modified maltose and maltotriose derivatives that were designed based on the X-ray analysis of maltose and maltotriose bound to MBP. In maltose, positions 1a, 2a, 2b, 4b and 6b were modified (compounds 1–3, 18a, b, 28a–c, 39 and 44) of which only the trivalent maltose derivatives 39 and 44 exhibited high affinity to MBP. Maltotriose modifications were carried out at position 6a and 6c (compounds 45–51). Compound 50, possessing a 6a-O-propyl group, and compound 51, where the 6c-hydroxy group is replaced by bromide, showed higher affinity to MBP than the parent maltotriose. Hence, the structurally quite different compounds 39, 50 and 51 are important lead compounds for further studies.

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ISO 690MALIK, Heinz, Winfried BOOS, Richard R. SCHMIDT, 2008. Maltose and Maltotriose Derivatives as Potential Inhibitors of the Maltose-Binding Protein. In: European Journal of Organic Chemistry. Wiley-Blackwell. 2008, 2008(12), pp. 2084-2099. ISSN 1434-243X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200701139
BibTex
@article{Malik2008Malto-58589,
  year={2008},
  doi={10.1002/ejoc.200701139},
  title={Maltose and Maltotriose Derivatives as Potential Inhibitors of the Maltose-Binding Protein},
  number={12},
  volume={2008},
  issn={1434-243X},
  journal={European Journal of Organic Chemistry},
  pages={2084--2099},
  author={Malik, Heinz and Boos, Winfried and Schmidt, Richard R.}
}
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