α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid
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![α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/1ca03882ed5648a8a15a2ba6219a19b9.png "α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid")
α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid
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CAS No:
7303-50-6
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Formula:
C10H11N3O2
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Chemical Name:
α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid
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Synonyms:
1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid,α-amino-;1H-Pyrrolo[2,3-b]pyridine-3-propionic acid,α-amino-,DL-;1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid,α-amino-,(±)-;α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid;1H-Pyrrolo[2,3-b]pyridine-3-alanine;NSC 19495;Azatryptophan;DL-Azatryptophan;7-Aza-DL-tryptophan;7-Azatryptophan;Aza-T;DL-7-Azatryptophan;2-Azaniumyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoate;2-Amino-3-[1H-pyrrolo[2,3-b]pyridin-3-yl]propanoic acid;1137-00-4;897958-55-3
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CAS No:
Characteristics
92
-2
Slightly off-white Crystalline Powder
1.4±0.1 g/cm3
257-259 °C (decomp) @ Solvent: Water, Acetone
466.1°C at 760 mmHg
235.7ºC
1.709
−20°C
Safety Information
NONH for all modes of transport
3
UY8810000
Harmful/Store below -10C
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
α-Amino-1H-pyrrolo[2,3-b]pyridine-3-propanoic acid Use and Manufacturing
A mixture of diethyl 2-(( 1 H-pyrrolo [2, 3 -b]pyridin-3 -yl)methyl)-2- acetamidomalonate (3.5 g, 10.08 mmol) and hydrochloric acid, 37percent (30 mL) was refluxed for 15 h an the concentrated to 10 mL. The product was treated with acetonitrile (5 mL) and lyophilized to give an off-white solid. This was re-dissolved in 15percent NH4OH to pH 7 and the solution was then diluted with water (20 mL). The precipitatedwhite solid was collected by filtration, washed with water and EtOH and dried to yield 2- amino-3-(1H-pyrrolo[2, 3-b]pyridin-3-yl)propanoic acid (1.5 g, 72.5 percent) as a white solid. Analysis LCMS Condition A: Retention time = 0.29 mm; ESI-MS(+) m/z 206.0 (M+H).
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
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