Name | z-D-Arg |
Synonyms | z-D-Arg Z-D-Arg-OH Z-D-Arg-Oh Cbz-D-arginine Cbz-D-Arginine Z-D-ARGININE extrapure N-Carbobenzoxy-D-arginine Nα-Carbobenzyloxy-D-arginine Nalpha-Cbz-D-arginineZ-D-Arg-OH N-a-Cbz-D-arginine - (Z-D-Arg-OH) |
CAS | 6382-93-0 |
InChI | InChI=1/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m1/s1 |
Molecular Formula | C14H20N4O4 |
Molar Mass | 308.33 |
Density | 1.1765 (rough estimate) |
Melting Point | 168-171 °C |
Boling Point | 448.73°C (rough estimate) |
Appearance | White crystal |
Color | White to Almost white |
Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
Refractive Index | 8 ° (C=5.5, HCl) |
MDL | MFCD00063009 |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29225090 |
Use | n-α-carbonylphenoxy-D-arginine is a white powdery solid. It is the downstream product of D-arginine, which is used in medicine, chemical industry and other fields. D-arginine is a non-protein amino acid, studies have shown that D-arginine has anti-hypertensive effects, D-arginine is also an important physiological function in inhibiting the spread of cancer, treatment of disorders caused by excessive release of growth hormone. |
preparation | preparation of N-α-carbonylphenoxy-D-arginine starting with D-arginine and benzyl chloride, prepared under alkaline conditions. The reaction formula is shown in the following figure: Fig. 1 reaction formula of N-α-carbonylphenoxy-D-arginine preparation of D-arginine under the condition of not adding exogenous acid and alkali, aromatic aldehyde which is easy to obtain is used as catalyst, L-arginine was used as the raw material to obtain DL-arginine by racemization reaction under its own alkaline conditions. The resulting highly selective Arginine deiminase (ADI) catalyzes the removal of imino groups from L-Arginine to obtain the product D-Arginine. The method has a great breakthrough in the production of bacteria and production process, and for the first time, the chemical racemization and arginine deiminase catalysis were applied to the preparation of D-arginine, low cost, good affinity with the environment, has a good prospect of industrial application. Preparation of N-α-carbonylphenoxy-D-arginine in a three-port reaction bottle equipped with a mechanical stirrer, a thermometer and an ice bath, D-arginine with a molar ratio of 1 is added and dissolved in sodium hydroxide solution with a molar ratio of 5.5, at 0 deg C left B while adding the molar ratio of 4.5 of benzyl chloride and molar ratio of 2.5 of sodium hydroxide solution, and then vigorously stirred for 20 minutes, the system turbidity, precipitation of solids, filtration, the solid was washed with anhydrous ether and suspended in ether solution. Under rapid stirring, 2% dilute sulfuric acid solution was added to neutralize the solid, and the pH value was adjusted to 7, after filtration, the filtrate was concentrated under reduced pressure and placed in a refrigerator for crystallization. The crystals were filtered with suction and the N-α-carbonylphenoxy-D-arginine was dried under vacuum. |