L-Azatyrosine
目录号 : GC67542L-Azatyrosine 是一种从 Streptomyces chibaensis 中分离出来的具有抗肿瘤活性的抗生素。L-Azatyrosine 可以使携带致癌 Ras 基因的转化细胞恢复正常的表型行为。
Cas No.:58525-82-9
Sample solution is provided at 25 µL, 10mM.
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- Purity: >98.00%
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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].
[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.
Cas No. | 58525-82-9 | SDF | Download SDF |
分子式 | C8H10N2O3 | 分子量 | 182.18 |
溶解度 | 储存条件 | Store at -20°C | |
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1 mg | 5 mg | 10 mg | |
1 mM | 5.4891 mL | 27.4454 mL | 54.8908 mL |
5 mM | 1.0978 mL | 5.4891 mL | 10.9782 mL |
10 mM | 0.5489 mL | 2.7445 mL | 5.4891 mL |
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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.PMID:11574019DOI:10.1021/ol016455q.
[reaction: see text] A novel method for the synthesis of (2-pyridyl)alanines 2a-b was developed by converting (2-pyridyl)dehydroamino acid derivatives 1a-b to the corresponding N-oxides 3a-b followed by asymmetric hydrogenation using (R,R)-[Rh(Et-DUPHOS)(COD)]BF(4) [(R,R)-6] catalyst and subsequent N-oxide reduction in 80-83% ee. This methodology was applied to the total synthesis of L-Azatyrosine [(+)-12], an antitumor antibiotic, starting from (5-benzyloxy)-2-pyridylmethanol (7), in >96% enantiomeric purity.