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Key Documents

T9299

Sigma-Aldrich

β-(1,2,4-Triazol-3-yl)-DL-alanine

≥98% (TLC)

同義詞:

(±)-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

經驗公式(希爾表示法):
C5H8N4O2
CAS號碼:
分子量::
156.14
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26

product name

β-(1,2,4-Triazol-3-yl)-DL-alanine,

化驗

≥98% (TLC)

品質等級

形狀

powder

顏色

white to off-white

儲存溫度

−20°C

SMILES 字串

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 密鑰

CAPORZWUTKSILW-UHFFFAOYSA-N

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聯結

Inhibitory histidine analog.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析證明 (COA)

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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.
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
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
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

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