1985
DOI: 10.1107/s0108270185004243
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Structure of 2-amino-3-phosphonopropionic acid, C3H8NO5P

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Cited by 3 publications
(3 citation statements)
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“…7 the phosphonic acid group of compound 4 is ionized with the proton being transferred to the amino group which results in the formation of a zwitterion. The bond lengths and angles in the aminomethylphosphonic acid part of the molecule are in good agreement with those found earlier for [α-Asp(P), compound 1], 15 and β-Asp(P), 6. 19 In the present structure two of the three P᎐O bonds lengths of 1.495(1) and 1.506(1) Å are significantly shorter than the third The side-chain conformation is given by the P᎐C᎐C᎐C and N᎐C᎐C᎐C torsion angles (Table 6), 179.5(1) and Ϫ57.1(2)Њ.…”
Section: Crystal Structuressupporting
confidence: 91%
See 1 more Smart Citation
“…7 the phosphonic acid group of compound 4 is ionized with the proton being transferred to the amino group which results in the formation of a zwitterion. The bond lengths and angles in the aminomethylphosphonic acid part of the molecule are in good agreement with those found earlier for [α-Asp(P), compound 1], 15 and β-Asp(P), 6. 19 In the present structure two of the three P᎐O bonds lengths of 1.495(1) and 1.506(1) Å are significantly shorter than the third The side-chain conformation is given by the P᎐C᎐C᎐C and N᎐C᎐C᎐C torsion angles (Table 6), 179.5(1) and Ϫ57.1(2)Њ.…”
Section: Crystal Structuressupporting
confidence: 91%
“…Significant discrepancies were achieved when fractional populations were calculated basing on previously described 3 J HH and 3 J HP pairs of trans and gauche coupling constants. As the application of a pair of J t and J g values given in this work for vicinal H᎐P coupling constants seem to be generally restricted to phosphonic derivatives containing a PCHCH 2 molecular fragment, 15 we used Pachler's 3 J HH trans and gauche coupling constants. 13 Again, the most stable and sterically favoured conformation of the molecule has a torsion angle χ 1 of 180Њ (p 2 conformation).…”
Section: Nmr Studiesmentioning
confidence: 99%
“…The analogous phosphonate (2), phosphonoalanine, exhibits a similar pattern of ionization (Sawka-Dobrowolska, Glowiak, Siatecki & Soroka, 1985), as does the herbicide phosphinothricin, (3), in a racemic form (Paulus & Grabley, 1982a). However, against the trend, the pure L-enantiomer of (3) (Paulus & Grabley, 1982b) has neutral phosphinic acid and anionic carboxylate groups.…”
mentioning
confidence: 99%