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T9299

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

β-(1,2,4-Triazol-3-yl)-DL-alanine,

Assay

≥98% (TLC)

Quality Level

form

powder

color

white to off-white

storage temp.

−20°C

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

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Linkage

Inhibitory histidine analog.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
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
Strauss, A., et al.
Plant Cell, Tissue and Organ Culture, 3, 123-123 (1984)
Occurrence of 1,2,4-triazole ring in actinomycetes.
N Imamura et al.
The Journal of antibiotics, 38(8), 1110-1111 (1985-08-01)

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