DL-7-Azatryptophan Monohydrate Chemical Properties

Melting point:

275°C dec.

Boiling point:

540.2±50.0 °C(Predicted)

Density 

1.49±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

pka

2.20±0.10(Predicted)

form 

Crystalline Powder

color 

Slightly off-white

optical activity

0.0848°(C=1.0029g/100ml 1N HCL)

CAS DataBase Reference

7303-50-6(CAS DataBase Reference)

Safety Information

WGK Germany 

3

RTECS 

UY8810000

Hazard Note 

Harmful/Store below -10C

HS Code 

2933998090

DL-7-Azatryptophan Monohydrate Usage And Synthesis

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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