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T9299

Sigma-Aldrich

β-(1,2,4-Triazol-3-yl)-DL-alanine

Synonym(s):
DL-1,2,4-Triazole-3-alanine, (±)-2-Amino-3-(1,2,4-triazol-3-yl)propionic acid
Empirical Formula (Hill Notation):
C5H8N4O2
CAS Number:
Molecular Weight:
156.14
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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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Packaging

25, 100, 250 mg in poly bottle

Linkage

Inhibitory histidine analog.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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More Documents

Quotes and Ordering

P Soumillion et al.
Protein engineering, 11(3), 213-217 (1998-06-05)
The only histidine residue in the H31N-H137N double mutant of phage lambda lysozyme (lambdaL), at position 48, was biosynthetically replaced by the analogue 1,2,4-triazole-3-alanine (Taz), the basicity of which is 3 pKa units lower. A histidine-auxotrophic strain was grown to
Younas Aouine et al.
Molecules (Basel, Switzerland), 16(4), 3380-3390 (2011-04-23)
A simple synthetic approach to racemic N-tert-butyloxycarbonyl-2-methyl-3-(1H-1,2,4-triazol-1-yl)alanine (5) in four steps and 68% overall yield starting from oxazoline derivative 1 is reported. This synthesis involves the alkylation of 1H-1,2,4-triazole with an O-tosyloxazoline derivative, followed by an oxazoline ring-opening reaction and
S H Beiboer et al.
Protein engineering, 9(4), 345-352 (1996-04-01)
The effect of the substitution of the active site histidine 48 by the unnatural 1,2,4-triazole-3-alanine (TAA) amino acid analogue in porcine pancreas phospholipase A2 (PLA2) was studied. TAA was introduced biosynthetically using a his-auxotrophic Escherichia coli strain. To study solely
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
Strauss, A., et al.
Plant Cell, Tissue and Organ Culture, 3, 123-123 (1984)

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