1993
DOI: 10.1107/s0108270193003683
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2-Amino-2-carboxyethylphosphinic acid monohydrate

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1996
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Cited by 6 publications
(6 citation statements)
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“…Among the limited data on phosphorus oxo acids with a P−H bond, the distances and the angles found in the phenylphosphinic methyl ester ligand are typical of this class of compound. The average PO distance of 1.5008 (7) Å in 1 is comparable to the PO distance found in methylenebis(phosphinic acid) 18a where PO distances are 1.488(1) and 1.492 (1) Å and in (2-amino-2-carboxyethyl)phosphinic acid where the PO distance is 1.501(1) Å) 18b. As far as we are aware, the present study of 1 represents the first example of a structurally characterized phosphinic derivative of metalloporphyrins.…”
Section: Resultssupporting
confidence: 65%
“…Among the limited data on phosphorus oxo acids with a P−H bond, the distances and the angles found in the phenylphosphinic methyl ester ligand are typical of this class of compound. The average PO distance of 1.5008 (7) Å in 1 is comparable to the PO distance found in methylenebis(phosphinic acid) 18a where PO distances are 1.488(1) and 1.492 (1) Å and in (2-amino-2-carboxyethyl)phosphinic acid where the PO distance is 1.501(1) Å) 18b. As far as we are aware, the present study of 1 represents the first example of a structurally characterized phosphinic derivative of metalloporphyrins.…”
Section: Resultssupporting
confidence: 65%
“…Although polymorphism has previously been reported for related N ‐phenylthiobenzamides,14, 15 at that time only IR analysis was conducted and discussed. Given the current interest in, and significance of, polymorphism in modern drug design and delivery,1619 particularly in the area of solubility, we undertook a more wide‐ranging study that examined TBA conformational polymorphism by employing X‐ray crystallography as well as FT Raman and FTIR (attenuated total reflection; ATR) spectroscopic techniques. In doing so, we endeavored to uncover the thermodynamic relationship between the three polymorphs.…”
Section: Introductionmentioning
confidence: 99%
“…L-Leu-D,L-Glu-γ-P H was obtained with a 76% overall yield, while the L-Leu-D,L-Glu-γ-P 5 had a 54% overall yield; thus, compared with the Glu-γ-P 5 , the H-phosphinic Glu-γ-P H proved to be more reactive. It should be noted that some hydrogen and carbon atoms of the L,D-and L,L-diastereomers of L-Leu-D,L-Glu-γ-P H and L-Leu-D,L-Glu-γ-P 5 have different chemical shifts in the 1 H-and 13 C-NMR spectra (the original spectra are provided in the Supplementary Materials; Figures S1-S4); however, only for the L-Leu-D,L-Glu-γ-P H but not for the L-Leu-D,L-Glu-γ-P 5 were two characteristic signals corresponding to L,D-and L,L-diastereomers detected in 31 P-NMR spectra (the original spectra are provided in the Supplementary Materials; Figure S5). This finding was unexpected and, to exclude an artifact, we prepared L-Ala-D-Ala-P 5 (File S1, Scheme S1), using commercially available L-Ala-L-Ala-P 5 and compared the 1 H-and 31 P-NMR spectra.…”
Section: Resultsmentioning
confidence: 99%