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. Young; Eric J. Munson; David J.W. Grant

doi:10.1007/s10870-005-2962-5

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. Young, Eric J. Munson, David J.W. Grant

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

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 P2₁2₁2₁ 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.

Original language	English (US)
Pages (from-to)	233-241
Number of pages	9
Journal	Journal of Chemical Crystallography
Volume	35
Issue number	3
DOIs	https://doi.org/10.1007/s10870-005-2962-5
State	Published - Mar 1 2005

Keywords

C solid-state nuclear magnetic resonance spectroscopy
Crystal structure
N-(3,3-dimethylbutyl)-L-α-aspartyl-L-phenylalanine
Neotame hydrolysis product
Thermal analysis
X-ray analysis

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Dong, Z., Brennessel, W. W., Padden, B. E., Schroeder, S. A., Prakash, I., Bishay, I., Young, V. G., Munson, E. J., & Grant, D. J. W. (2005). Crystal structure and physical characterization of N-(3,3-dimethylbutyl)-L- α-aspartyl-L-phenylalanine, the hydrolysis product of neotame. Journal of Chemical Crystallography, 35(3), 233-241. https://doi.org/10.1007/s10870-005-2962-5

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

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 P212121 with Z=4 and one molecule per asymmetric unit. The cell constants are a=5.520 (2) {\AA}, b=10.608$ (5) {\AA} and c= 31.92 (2) {\AA}. The 13C solid-state nuclear magnetic resonance spectrum of DMBAP is compared with those of neotame monohydrate and neotame methanol solvate.",

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author = "Zedong Dong and Brennessel, {William W.} and Padden, {Brian E.} and Schroeder, {Steve A.} and Indra Prakash and Ihab Bishay and Young, {Victor G.} and Munson, {Eric J.} and Grant, {David J.W.}",

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doi = "10.1007/s10870-005-2962-5",

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T1 - Crystal structure and physical characterization of N-(3,3-dimethylbutyl)-L- α-aspartyl-L-phenylalanine, the hydrolysis product of neotame

AU - Dong, Zedong

AU - Brennessel, William W.

AU - Padden, Brian E.

AU - Schroeder, Steve A.

AU - Prakash, Indra

AU - Bishay, Ihab

AU - Young, Victor G.

AU - Munson, Eric J.

AU - Grant, David J.W.

PY - 2005/3/1

Y1 - 2005/3/1

N2 - 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 P212121 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.

AB - 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 P212121 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.

KW - C solid-state nuclear magnetic resonance spectroscopy

KW - Crystal structure

KW - N-(3,3-dimethylbutyl)-L-α-aspartyl-L-phenylalanine

KW - Neotame hydrolysis product

KW - Thermal analysis

KW - X-ray analysis

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SN - 1074-1542

VL - 35

SP - 233

EP - 241

JO - Journal of Chemical Crystallography

JF - Journal of Chemical Crystallography

IS - 3

ER -

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

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