STRUCTURAL EXPRESSION OF EXO-ANOMERIC EFFECT Article Swipe

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Elena R. Alonso , José Manuel Alonso Segura , C. Cabezas , Isabel Peña ·

YOU? · · 2016 · Open Access · · DOI: https://doi.org/10.15278/isms.2016.mi05

Structural signatures for exo-anomeric\neffect have been extracted\nfrom the archetypal methyl-β-d-xyloside using broadband\nFourier transform microwave spectroscopy combined with laser ablation.\nSpectrum analysis allows the determination of a set of rotational\nconstants, which has been unequivocally attributed to conformer cc-β-⁴C₁ g–, corresponding to the global minimum\nof the potential energy surface, where the aglycon residue (CH₃) orientation contributes to maximization of the exo-anomeric\neffect. Further analysis allowed the determination of the r_s structure, based on the detection of 11 isotopologuesderived\nfrom the presence of six ¹³C and five ¹⁸O atomsobserved\nin their natural abundances. The observed glycosidic C₁–O₁ bond length decrease (1.38 Å) can be interpreted\nin terms of the exo-anomeric effect. As such, the exo-anomeric effect\npresents itself as one of the main driving forces controlling the\nshape of many biologically important oligosaccharides.

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Type: article
Language: en
Landing Page: https://doi.org/10.15278/isms.2016.mi05
OA Status: green
Cited By: 1
Related Works: 10
OpenAlex ID: https://openalex.org/W2518178764

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DOI: https://doi.org/10.15278/isms.2016.mi05

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Title: STRUCTURAL EXPRESSION OF EXO-ANOMERIC EFFECT

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Language: en

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Publication year: 2016

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Publication date: 2016-06-20

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Authors: Elena R. Alonso, José Manuel Alonso Segura, C. Cabezas, Isabel Peña

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Landing page: https://doi.org/10.15278/isms.2016.mi05

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OA URL: https://figshare.com/articles/journal_contribution/Structural_Expression_of_Exo_Anomeric_Effect/2628308

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Concepts: Anomer, Expression (computer science), Computer science, Chemistry, Stereochemistry, Programming language

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Cited by: 1

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