D-Histidine hydrochloride hydrate
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D-Histidine hydrochloride hydrate

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Category
D-Amino Acids
Catalog number
BAT-001599
CAS number
328526-86-9
Molecular Formula
C6H12ClN3O3
Molecular Weight
209.64
IUPAC Name
(2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid;hydrate;hydrochloride
Synonyms
H-D-His-OH HCl H2O
Melting Point
255°C
InChI
InChI=1S/C6H9N3O2.ClH.H2O/c7-5(6(10)11)1-4-2-8-3-9-4;;/h2-3,5H,1,7H2,(H,8,9)(H,10,11);1H;1H2/t5-;;/m1../s1
InChI Key
CMXXUDSWGMGYLZ-ZJIMSODOSA-N
Canonical SMILES
C1=C(NC=N1)CC(C(=O)O)N.O.Cl
1. Fast Magic-Angle Spinning Three-Dimensional NMR Experiment for Simultaneously Probing H-H and N-H Proximities in Solids
G N Manjunatha Reddy, Michal Malon, Andrew Marsh, Yusuke Nishiyama, Steven P Brown Anal Chem. 2016 Dec 6;88(23):11412-11419. doi: 10.1021/acs.analchem.6b01869. Epub 2016 Nov 11.
A fast magic-angle spinning (MAS, 70 kHz) solid-state NMR experiment is presented that combines 1H Double-Quantum (DQ) and 14N-1H HMQC (Heteronuclear Multiple-Quantum Coherence) pulse-sequence elements, so as to simultaneously probe H-H and N-H proximities in molecular solids. The proposed experiment can be employed in both two-dimensional (2D) and three-dimensional (3D) versions: first, a 2D 14N HMQC-filtered 1H-DQ experiment provides specific DQ-SQ correlation peaks for proton pairs that are in close proximities to the nitrogen sites, thereby achieving spectral filtration. Second, a proton-detected three-dimensional (3D) 1H(DQ)-14N(SQ)-1H(SQ) experiment correlates 1H(DQ)-1H(SQ) chemical shifts with 14N shifts such that longer range N···H-H correlations are observed between protons and nitrogen atoms with internuclear NH distances exceeding 3 Å. Both 2D and 3D versions of the proposed experiment are demonstrated for an amino acid hydrochloride salt, l-histidine·HCl·H2O, and a DNA nucleoside, guanosine·2H2O. In the latter case, the achieved spectral filtration ensures that DQ cross peaks are only observed for guanine NH and CH8 1H resonances and not ribose and water 1H resonances, thus providing insight into the changes in the solid-state structure of this hydrate that occur over time; significant changes are observed in the NH and NH21H chemical shifts as compared to the freshly recrystallized sample previously studied by Reddy et al., Cryst. Growth Des. 2015, 15, 5945.
2. Enhanced antitumor activity of ultrasonic irradiation in the presence of new quinolone antibiotics in vitro
Deqing Huang, Kyoji Okada, Chiyo Komori, Eiji Itoi, Toshio Suzuki Cancer Sci. 2004 Oct;95(10):845-9. doi: 10.1111/j.1349-7006.2004.tb02192.x.
To determine if there is any synergistic antitumor effect of ultrasound (US) in the presence of new quinolone (NQ) antibiotics, 0.2 mM solutions of lomefloxacin hydrochloride (LFLX), sparfloxacin (SPFX), ciprofloxacin hydrochloride (CPFX), and gatifloxacin hydrate (GFLX) were tested as sonodynamic agents against sarcoma 180 cells in vitro. After US irradiation at 2 W/cm(2) for 30 and 60 s, the survival rates of tumor cells in the presence of NQ antibiotics were significantly lower than those in their absence (P < 0.001). In May-Giemsa smears, most of the tumor cells remained intact in the control group. However, in the 0.2 mM SPFX group, the tumor cells were mostly fragmented. The synergistic antitumor effect of SPFX was dose-dependent. Furthermore, when D-mannitol was used with SPFX, the survival rate of tumor cells after irradiation was comparable with that when SPFX alone was applied, but when L-histidine was used concurrently, the survival rate of tumor cells was significantly higher than that when SPFX alone was applied. These findings suggest that NQ antibiotics would exhibit useful antitumor activity under US irradiation, and that generation of singlet oxygen is involved in the process of cell damage.
3. Unique optical properties of Eu3+ doped l-histidine hydrochloride mono hydrate single crystals from low temperature growth technique
K Ramachandra Rao, S Rajyalakshmi, Ch Satya Kamal, B Brahmaji, Jacek B Jasinski, T K Visweswara Rao Spectrochim Acta A Mol Biomol Spectrosc. 2017 Apr 5;176:52-57. doi: 10.1016/j.saa.2016.12.039. Epub 2016 Dec 30.
A low-temperature solution method was utilized to grow single crystals of Eu3+doped l-histidine hydrochloride monohydrate. The quality of the crystals was confirmed by high-resolution X-ray diffraction measurements with full width at half maximum (FWHM) of rocking curve at 8arc per sec. The incorporation of Eu3+ ions into the lattice was confirmed by functional group analysis using Fourier Transform Infrared (FTIR) spectroscopy. The amount of Eu3+ ions was found to be 0.08 weight (%) using energy dispersive X-ray analysis. The crystal's thermal and mechanical properties were tested as well. The unique spectral properties such as UV-Vis transmittance, nonlinear optical efficiency (NLO), photoluminescence (PL) and its lifetime were measured. The PL study revealed that the intensity of 5D0→7F2 emission of Eu3+ is stronger than that of 5D0→7F1 emission and the decay measurement showed a life time of 7.2410μs. The photoluminescence results prove that l-histidine hydrochloride monohydrate is a new, highly efficient host material for europium ion red emissions.
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