7-azatryptophan

Names

[ Name ]:
7-azatryptophan

[Synonym ]:
3-(1H-Pyrrolo[2,3-b]pyridin-3-yl)alanine
1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid, α-amino-
7-azatryptophan
MFCD00037930

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
466.1ºC at 760 mmHg

[ Melting Point ]:
275°C dec.

[ Molecular Formula ]:
C₁₀H₁₁N₃O₂

[ Molecular Weight ]:
205.213

[ Flash Point ]:
235.7ºC

[ Exact Mass ]:
205.085129

[ PSA ]:
105.13000

[ LogP ]:
0.71

[ Index of Refraction ]:
1.709

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Phosphorescence and optically detected magnetic resonance characterization of the environments of tryptophan analogues in staphylococcal nuclease, its V66W mutant, and Delta 137-149 fragment.

Biochemistry 37(25) , 8954-64, (1998)

Phosphorescence and optically detected magnetic resonance (ODMR) measurements are reported on the triplet states of the tryptophan analogues, 7-azatryptophan (7AW), 5-hydroxytryptophan (5HW), and 4-, ...

Blue fluorescent amino acids as in vivo building blocks for proteins.

ChemBioChem. 11(3) , 305-14, (2010)

In vivo expression of colored proteins without post-translational modification or chemical functionalization is highly desired for protein studies and cell biology. Cell-permeable tryptophan analogues...

In vivo properties of thiol inhibitors of the three vasopeptidases NEP, ACE and ECE are improved by introduction of a 7-azatryptophan in P2' position.

J. Pept. Res. 63(2) , 99-107, (2004)

Three zinc metallopeptidases are implicated in the regulation of fluid homeostasis and vascular tone and represent interesting targets for the treatment of chronic heart failure. We have previously re...