Refinement of the structure of arginine hydrochloride monohydrate

Dow, Jean; Jensen, L. H.; Μazumdar, S. Κ.; Srinivasan, R.; Ramachandran, G.

doi:10.1107/s0567740870004697

Cited by 58 publications

(44 citation statements)

References 3 publications

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“…Les longueurs C-N sont 6gales (a=0,002 A) et leur valeur moyenne est 1,327 A. Cette valeur est proche de celles d6jb. trouv6es dans les structures analogues: 1,323 /~ dans le chlorhydrate de guanidinium (Haas, Harris & Mills, 1965); et 1,327 /~ dans l'arginine HC1 monohydrat6 (Dow et al, 1970); 1,330 A dans la cr6atine monohydrat6 (Mendel & Crowfoot-Hodgkin, 1954). I1 faut cependant noter que cette valeur de 1,327 A est assez diff6rente de celle qu'ont obtenue Hanson et al (1972) pour la cr6atine apr6s r6-affinement et en tenant compte de l'influence de l'agitation thermique: 1,342 A (Hanson et al, 1972;communication (3) 9570 (2) 1795 (1) (3) 718 (3) 187 (1) 1,6 (4) 343 (3) 288 (3) 194 (1) 0,9 (4) 201 (3) 186 (3) 35 (1) 1,1 (4) 988 (3) 26 (3) 83 (1) 0,9 (4) 1973).…”

Section: L' Extrjmitj Guanidiqueunclassified

“…La glycocyamine 6tant un d6riv6 de la glycine, ceci peut rendre compte partiellement de la bri6vet6 de cette longueur. Elle se rapproche de celle trouv6e dans la cr6atine 1,46 A (Mendel & Crowfoot-Hodgkin, 1954) et est 6galement voisine de son homologue de l'arginine HC1 monohydrat6 1,453 A (Dow et al, 1970).…”

Section: L' Extrdmitd Carboxyliqueunclassified

“…La diff6rence entre ces deux types de liaison avait d6j5. 6t6 constat6e dans le cas de l'arginine (Dow et aL, 1970).…”

Section: Les Atomes D'hydrogbneunclassified

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Structure cristalline et moléculaire de la glycocyamine

Berthou¹,

Laurent²,

Nakajima³

1976

Acta Crystallogr Sect B

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Glycocyamine crystallizes in the monoclinic system P2x/c; a= 4.937, b = 6.004, c = 17-519/~; fl= 101-93 °. The structure was solved by the direct method. Counter data collected with Mo Ks radiation were used in the refinement. The final R value is 0"064 for 1504 observed reflexions. All the hydrogen atoms have been located on difference Fourier maps. The molecular structure corresponds to that of a zwitterion. It can be described as consisting of two groups of atoms lying on two planes which form an angle of 3-99 °. The average value of the three C-N bond lengths in the guanidyl group is 1.327 A. The molecules are held together by a network of hydrogen bonds.

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Section: L' Extrjmitj Guanidiqueunclassified

Section: L' Extrdmitd Carboxyliqueunclassified

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Structure cristalline et moléculaire de la glycocyamine

Berthou¹,

Laurent²,

Nakajima³

1976

Acta Crystallogr Sect B

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“…For example, Stebbins et al have described applications of 18.8 and 21.1 T solid-state 27 Al, 17 O, 39 K, and 35 Cl NMR spectroscopy to study oxide materials. [1][2][3] Gan et al used magnetic fields as high as 40 T to achieve chemical shift resolution between four different aluminum environments in aluminoborate.…”

Section: Introductionmentioning

confidence: 99%

Chlorine-35/37 NMR Spectroscopy of Solid Amino Acid Hydrochlorides: Refinement of Hydrogen-Bonded Proton Positions Using Experiment and Theory

2006

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Trends in the chlorine chemical shift (CS) tensors of amino acid hydrochlorides are investigated in the context of new data obtained at 21.1 T and extensive quantum chemical calculations. The analysis of chlorine-35/37 NMR spectra of solid L-tryptophan hydrochloride obtained at two magnetic field strengths yields the chlorine electric field gradient (EFG) and CS tensors, and their relative orientations. The chlorine CS tensor is also determined for the first time for DL-arginine hydrochloride monohydrate. The drastic influence of 1 H decoupling at 21.1 T on the spectral features of salts with particularly small 35 Cl quadrupolar coupling constants (C Q ) is demonstrated. The chlorine CS tensor spans (Ω) of hydrochloride salts of hydrophobic amino acids are found to be larger than those for salts of hydrophilic amino acids. A new combined experimental-theoretical procedure is described in which quantum chemical geometry optimizations of hydrogen-bonded proton positions around the chloride ions in a series of amino acid hydrochlorides are cross-validated against the experimental chlorine EFG and CS tensor data. The conclusion is reached that the relatively computationally inexpensive B3LYP/ 3-21G* method provides proton positions which are suitable for subsequent higher-level calculations of the chlorine EFG tensors. The computed value of Ω is less sensitive to the proton positions. Following this cross-validation procedure, |C Q ( 35 Cl)| is generally predicted within 15% of the experimental value for a range of HCl salts. The results suggest the applicability of chlorine NMR interaction tensors in the refinement of proton positions in structurally similar compounds, e.g., chloride ion channels, for which neutron diffraction data are unavailable. IntroductionThe availability of high-field solid-state nuclear magnetic resonance (NMR) spectrometers, e.g., those with 1 H resonance frequencies of 800 MHz, 900 MHz, and above, has created new opportunities for the study of quadrupolar nuclei (I > 1/ 2) with low resonance frequencies or large quadrupole moments, and for nuclei with both of these properties. For example, Stebbins et al. have described applications of 18.8 and 21.1 T solid-state 27 Al, 17 O, 39 K, and 35 Cl NMR spectroscopy to study oxide materials. 1-3 Gan et al. used magnetic fields as high as 40 T to achieve chemical shift resolution between four different aluminum environments in aluminoborate. 4 Ellis and colleagues have applied high-field 67 Zn NMR at low temperature to study zinc binding environments of biological relevance. 5,6,7,8 Magicangle-spinning (MAS) NMR in a magnetic field of 19.6 T has been applied by Wu and co-workers to detect potassium cations in guanine-quadruplex structures 9 as well as to explore cation-π interactions in alkali metal tetraphenylborates. 10 Cross and coworkers have demonstrated the utility of 17 O solid-state NMR at 21.1 T for characterizing the ion channel gramicidin. 11,12 The major reason that higher fields are so beneficial for the study of quadrupolar nuclei in ...

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“…(x) 1,1-Dichloro-l-pallada-2,5-di(methylamino)-3,4-diazacyciopentadiene (Butler & Enemark, 1971 (Tanimura, Mizushima & Kinoshita, 1967 -Muir et al, 1974). (Karle & Karle, 1964); L-arginine hydrochloride monohydrate (Dow, Jensen, Mazumdar, Srinivasan & Ramachandran, 1970); L-arginine phosphate monohydrate (Saenger & Wagner, 1972) and morpholine biguanide hydrobromide (Handa & Saha, 1973) and hydrochloride (Handa & Saha, 1971)]. The overall similarity of the dimensions of all these moieties is quite remarkable.…”

Section: (L) Cis-dichloro-(s-methyl-l-cysteine)pd(ii)mentioning

confidence: 99%