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Journal of Chemical Crystallography

, Volume 35, Issue 3, pp 233–241 | Cite as

Crystal structure and physical characterization of N-(3,3-dimethylbutyl)-l-α-aspartyl-l-phenylalanine, the hydrolysis product of neotame

  • Zedong Dong
  • William W. Brennessel
  • Brian E. Padden
  • Steve A. Schroeder
  • Indra Prakash
  • Ihab Bishay
  • Victor G. YoungJr.
  • Eric J. MunsonJr.
  • David J. W. Grant
Article
  • 67 Downloads

Abstract

The hydrolysis product of neotame, N-(3,3-dimethylbutyl)-l-α-aspartyl-l-phenylalanine (DMBAP), was crystallized from water as an anhydrate with a melting point at 197○C with decomposition. Its crystal structure was determined by single crystal X-ray diffractometry. The crystal is orthorhombic with space group P212_121 with Z=4 and one molecule per asymmetric unit. The cell constants are a=5.520 (2) Å, $b=10.608$ (5) Å and c= 31.92 (2) Å. The 13C solid-state nuclear magnetic resonance spectrum of DMBAP is compared with those of neotame monohydrate and neotame methanol solvate.

Keywords

crystal structure 13C solid-state nuclear magnetic resonance spectroscopy N-(3,3-dimethylbutyl)-L-α-aspartyl-L-phenylalanine neotame hydrolysis product thermal analysis X-ray analysis 

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Copyright information

© Springer Science + Business Media, Inc. 2005

Authors and Affiliations

  • Zedong Dong
    • 1
    • 2
  • William W. Brennessel
    • 3
  • Brian E. Padden
    • 3
    • 4
  • Steve A. Schroeder
    • 5
    • 6
  • Indra Prakash
    • 5
  • Ihab Bishay
    • 5
  • Victor G. YoungJr.
    • 3
  • Eric J. MunsonJr.
    • 3
    • 7
  • David J. W. Grant
    • 1
  1. 1.Department of Pharmaceutics, College of PharmacyUniversity of MinnesotaMinneapolis
  2. 2.Hoffmann-LaRocheNutley
  3. 3.Department of ChemistryUniversity of MinnesotaMinneapolis
  4. 4.Schering-Plough Research InstituteKenilworth
  5. 5.The NutraSweet CompanyEvanston
  6. 6.Baxter Healthcare CorporationOne Baxter ParkwayDeerfield
  7. 7.Department of Pharmaceutical ChemistryUniversity of KansasLawrence

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