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Nicotinamide Riboside Derivatives: Single Crystal Growth and Determination of X-ray Structures


Alvarez, Ricardo; Schabert, Günter; Soydemir, Aysel; Wick, Lukas; Spitz, Urs; Spingler, Bernhard (2019). Nicotinamide Riboside Derivatives: Single Crystal Growth and Determination of X-ray Structures. Crystal Growth & Design, 19(7):4019-4028.

Abstract

For the first time, the X-ray structure of nicotinamide riboside could be determined. Five nicotinamide riboside (NR) derivatives in their native, thioamide and triacetyl protected form could be crystallized as their chloride and bromide salts. The single crystals were obtained with the help of the vapor diffusion technique. The use of the much slower layering technique for crystallization led to the decomposition of the nicotinamide ribosides yielding the corresponding nicotinamide salts. The χ torsion angles of the five nicotinamide riboside derivatives were compared with those obtained from the two nicotinamide adenine dinucleotide crystal and the three protein nicotinamide riboside cocrystal structures.

Abstract

For the first time, the X-ray structure of nicotinamide riboside could be determined. Five nicotinamide riboside (NR) derivatives in their native, thioamide and triacetyl protected form could be crystallized as their chloride and bromide salts. The single crystals were obtained with the help of the vapor diffusion technique. The use of the much slower layering technique for crystallization led to the decomposition of the nicotinamide ribosides yielding the corresponding nicotinamide salts. The χ torsion angles of the five nicotinamide riboside derivatives were compared with those obtained from the two nicotinamide adenine dinucleotide crystal and the three protein nicotinamide riboside cocrystal structures.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > General Chemistry
Physical Sciences > General Materials Science
Physical Sciences > Condensed Matter Physics
Uncontrolled Keywords:General Materials Science, General Chemistry, Condensed Matter Physics
Language:English
Date:3 July 2019
Deposited On:25 Jul 2019 11:14
Last Modified:29 Jul 2020 10:56
Publisher:American Chemical Society (ACS)
ISSN:1528-7483
Additional Information:This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright © American Chemical Society after peer review and technical editing by the publisher.
OA Status:Green
Publisher DOI:https://doi.org/10.1021/acs.cgd.9b00423
Project Information:
  • : FunderSNSF
  • : Grant ID206021_164018
  • : Project TitleDual X-ray Wavelength Single-Crystal Diffractometer

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