| Identification | More | [Name]
7-AZATRYPTOPHAN | [CAS]
7303-50-6 | [Synonyms]
7-AZATRYPTOPHAN
DL-7-AZATRYPTOPHAN
TIMTEC-BB SBB005480
DL-Azatryptophan
1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid, a-amino-
DL-7-AZATRYPTOPHANE extrapure | [Molecular Formula]
C10H11N3O2 | [MDL Number]
MFCD00037930 | [Molecular Weight]
205.21 | [MOL File]
7303-50-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White Powder | [Melting point ]
275°C dec. | [Boiling point ]
540.2±50.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [form ]
Crystalline Powder | [pka]
2.20±0.10(Predicted) | [color ]
Slightly off-white | [Optical Rotation]
0.0848°(C=1.0029g/100ml 1N HCL) | [Usage]
An unusual alpha-amino acid with a very potent fluorescent activity. Its used as a vehicle for probing the structure and dynamics of protein and peptides | [CAS DataBase Reference]
7303-50-6(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White Powder | [Uses]
DL-7-Azatryptophan is an unusual alpha-amino acid with a very potent fluorescent activity. Its used as a vehicle for probing the structure and dynamics of protein and peptides
| [Synthesis]
Step 2: Diethyl 2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-2-acetamidomalonate (3.5 g, 10.08 mmol) was mixed with 37% hydrochloric acid (30 mL) and the reaction was carried out at reflux for 15 hrs. Upon completion of the reaction, the mixture was concentrated to about 10 mL. acetonitrile (5 mL) was added to the concentrate and subsequently lyophilized to give an off-white solid product. The solid was redissolved in 15% aqueous ammonia solution, pH adjusted to 7, and then diluted with water (20 mL). The precipitated white solid was collected by filtration, washed sequentially with water and ethanol, and dried to give 2-amino-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid (1.5 g, 72.5% yield) as a white solid. The product was analyzed by LCMS (condition A): retention time = 0.29 min; ESI-MS (+) m/z 206.0 ([M+H]+). | [References]
[1] Patent: WO2016/39749, A1. Location in patent: Page/Page column 190
[1] Patent: , 2016, . Location in patent: Page/Page column 190
[3] Journal of the American Chemical Society, 1955, vol. 77, p. 457,458, 6554, 6555 |
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