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l-azatyrosine

Names

[ CAS No. ]:
58525-82-9

[ Name ]:
l-azatyrosine

[Synonym ]:
4-Nitro-3-phenyl-L-alanine
Phenylalanine,4-nitro
L-p-Nitrophenylalanine
L-4-Nitrophenylalanine
2-aza-L-tyrosine
p-Nitro-L-phenylalanine
L-Phenylalanine,4-nitro

Biological Activity

[Description]:

L-Azatyrosine is an antitumor antibiotic isolated from Streptomyces chibaensis. L-Azatyrosine can restore normal phenotypic behavior to transformed cells bearing oncogenic Ras genes[1][2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection

[References]

[1]. Adamczyk M, et, al. Enantioselective synthesis of (2-pyridyl)alanines via catalytic hydrogenation and application to the synthesis of L-azatyrosine. Org Lett. 2001 Oct 4;3(20):3157-9.

[2]. Shindo-Okada N, et, al. Permanent conversion of mouse and human cells transformed by activated ras or raf genes to apparently normal cells by treatment with the antibiotic azatyrosine. Mol Carcinog. 1989;2(3):159-67.

Chemical & Physical Properties

[ Density]:
1.324g/cm3

[ Boiling Point ]:
358.2ºC at 760mmHg

[ Molecular Formula ]:
C8H10N2O3

[ Molecular Weight ]:
182.17700

[ Flash Point ]:
170.4ºC

[ Exact Mass ]:
182.06900

[ PSA ]:
96.44000

[ LogP ]:
0.44190

[ Index of Refraction ]:
1.602

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds