N-[3-(N-L-Alanyl)-amino-3-carboxypropyl]-D-histidine Trihydrochloride

CAS: 1956343-10-4

Ref. TR-A510975

Product Information

• Name: N-[3-(N-L-Alanyl)-amino-3-carboxypropyl]-D-histidine Trihydrochloride
• Synonyms: (S)-4-(((R)-1-Carboxy-2-(1H-imidazol-5-yl)ethyl)amino)-2-(((S)-1-carboxyethyl)amino)butanoic Acid Trihydrochloride, Staphylopine

Description

Applications N-[3-(N-L-Alanyl)-amino-3-carboxypropyl]-D-histidine is an analog of Nicotianamine (N408500), a phytosiderophore that is produced in higher plants as iron chelating amino acids that promote uptake of iron from soil. Nicotianamine (N408500) biosynthesis in plants depicts the association of three enzymatic activities: a histidine racemase, an enzyme distantly related to nicotianamine synthase, and a staphylopine dehydrogenase belonging to the DUF2338 family.
References Klair, S., et al.: J. Plant Nutr., 19, 1295 (1996); Ghssein, G.; et al.: Science, 352, 1105 (2016)

• Brand: TRC

Chemical properties

• Molecular weight: 437.7
• Formula: C₁₃H₂₃Cl₃N₄O₆
• Color/Form: Neat
• InChI: InChI=1S/C13H20N4O6.3ClH/c1-7(11(18)19)17-9(12(20)21)2-3-15-10(13(22)23)4-8-5-14-6-16-8;;;/h5-7,9-10,15,17H,2-4H2,1H3,(H,14,16)(H,18,19)(H,20,21)(H,22,23);3*1H/t7-,9-,10+;;;/m0.../s1
• SMILES: C[C@]12CC[C@@H]3c4ccc(OS(=O)(=O)[O-])cc4CC[C@H]3[C@@H]1CC[C@@H]2O.[Na+]