L-Tyrosine hydrazide
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L-Tyrosine hydrazide

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Resolving agent for various DL-amino acids.

Category
L-Amino Acids
Catalog number
BAT-004041
CAS number
7662-51-3
Molecular Formula
C9H13N3O2
Molecular Weight
195.22
L-Tyrosine hydrazide
IUPAC Name
(2S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide
Synonyms
L-Tyr-NHNH2; L-tyrosinohydrazide; l-thyrosine hydrazide; H-TYR-NHNH2; Tyrosinehydrazide; L-Tyrosin-hydrazide
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.294 g/cm3
Melting Point
196-198 °C (lit.)
Boiling Point
490.8 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H13N3O2/c10-8(9(14)12-11)5-6-1-3-7(13)4-2-6/h1-4,8,13H,5,10-11H2,(H,12,14)/t8-/m0/s1
InChI Key
MWIXENPCUPDSOS-QMMMGPOBSA-N
Canonical SMILES
C1=CC(=CC=C1CC(C(=O)NN)N)O
3. L-tyrosine and nitric oxide synergize to prevent cytotoxic effects of superoxide
A C Souici, A L Fitzhugh, L K Keefer, E Felley-Bosco Toxicology. 2001 Aug 28;165(2-3):163-70. doi: 10.1016/s0300-483x(01)00428-0.
We found previously that the nitric oxide donor DEA/NO enhanced lipid peroxidation, DNA fragmentation, and cytotoxicity in human bronchial epithelial cells (BEAS-2B) when they were cultured in LHC-8 medium containing the superoxide-generating system hypoxanthine/xanthine oxidase (HX/XO). We have now discovered that DEA/NO's prooxidant action can be reversed by raising the L-tyrosine concentration from 30 to 400 microM. DEA/NO also protected the cells when they were cultured in Dulbecco's Modified Eagle's Medium (DMEM), whose standard concentration of L-tyrosine is 400 microM. Similar trends were seen with the colon adenoma cell line CaCo-2. Since HPLC analysis of cell-free DMEM or LHC-8 containing 400 microM L-tyrosine, DEA/NO, and HX/XO revealed no evidence of L-tyrosine nitration, our data suggest the existence of an as-yet uncharacterized mechanism by which L-tyrosine can influence the biochemical and toxicological effects of reactive nitrogen species.
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