T9299
β-(1,2,4-Triazol-3-yl)-DL-alanine
≥98% (TLC)
Synonym(s):
(±)-2-Amino-3-(1,2,4-triazol-3-yl)propionic acid, DL-1,2,4-Triazole-3-alanine
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About This Item
Empirical Formula (Hill Notation):
C5H8N4O2
CAS Number:
Molecular Weight:
156.14
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
EC Number:
233-301-2
MDL number:
Product Name
β-(1,2,4-Triazol-3-yl)-DL-alanine,
SMILES string
NC(Cc1nc[nH]n1)C(O)=O
InChI
1S/C5H8N4O2/c6-3(5(10)11)1-4-7-2-8-9-4/h2-3H,1,6H2,(H,10,11)(H,7,8,9)
InChI key
CAPORZWUTKSILW-UHFFFAOYSA-N
assay
≥98% (TLC)
form
powder
color
white to off-white
storage temp.
−20°C
Quality Level
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Other Notes
Inhibitory histidine analog.
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Strauss, A., et al.
Plant Cell, Tissue and Organ Culture, 3, 123-123 (1984)
D E Levin et al.
Environmental mutagenesis, 8(1), 9-28 (1986-01-01)
The standard Salmonella tester strains used to detect base substitution mutations carry the hisG428 ochre mutation (TA102 and TA104) and the hisG46 missense mutation (TA100). These mutations can be reverted by base changes at their mutant his loci or at
Occurrence of 1,2,4-triazole ring in actinomycetes.
N Imamura et al.
The Journal of antibiotics, 38(8), 1110-1111 (1985-08-01)
K A Sment et al.
Applied and environmental microbiology, 55(5), 1295-1297 (1989-05-01)
In contrast to wild-type cells, it was found that triazole-alanine-resistant mutants of Methanococcus voltae excreted histidine, proline, phenylalanine, and tyrosine in various combinations. These results suggest that a form of general amino acid biosynthetic control may operate in this methanogen.
Yutaka Ikeda et al.
Protein engineering, 16(9), 699-706 (2003-10-16)
Proteins containing unnatural amino acids have immense potential in biotechnology and medicine. We prepared several histidine analogues including a novel histidine analogue, beta-(1,2,3-triazol-4-yl)-DL-alanine. These histidine analogues were assayed for translational activity in histidine-auxotrophic Escherichia coli strain UTH780. We observed that
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