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Merck
CN

91917

Sigma-Aldrich

5,5,5-三氟-DL-亮氨酸

≥98.0% (sum of isomers, HPLC)

别名:

(±)2-氨基-4-(三氟甲基)戊酸

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About This Item

经验公式(希尔记法):
C6H10F3NO2
CAS号:
分子量:
185.14
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥98.0% (sum of isomers, HPLC)

表单

crystals

反应适用性

reaction type: solution phase peptide synthesis

应用

peptide synthesis

SMILES字符串

CC(CC(N)C(O)=O)C(F)(F)F

InChI

1S/C6H10F3NO2/c1-3(6(7,8)9)2-4(10)5(11)12/h3-4H,2,10H2,1H3,(H,11,12)

InChI key

XFGVJLGVINCWDP-UHFFFAOYSA-N

一般描述

5,5,5-Trifluoro-DL-leucine, also known as trifluoroleucine, is an analog of L-leucine amino acid, often used to synthesize highly fluorinated peptides.

应用

5,5,5-trifluoroleucine can be incorporated into the coiled-coil peptides to increase their thermal stability.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A Niemz et al.
Journal of the American Chemical Society, 123(30), 7407-7413 (2001-07-27)
We have investigated the effect of trifluoroleucine substitution on the membrane-binding and tetramerization behavior of melittin. Analogues were synthesized in which Leu 9, Leu 13, and all four intrinsic leucine residues of melittin were replaced by 5,5,5-trifluoroleucine. Both the mono-
Tatyana Panchenko et al.
Biotechnology and bioengineering, 94(5), 921-930 (2006-03-21)
Varied levels of fluorinated amino acid have been introduced biosynthetically to test the functional limits of global substitution on enzymatic activity and stability. Replacement of all the leucine (LEU) residues in the enzyme chloramphenicol acetyltransferase (CAT) with the analog, 5',5',5'-trifluoroleucine
C A Stella et al.
Molecular & general genetics : MGG, 262(2), 332-341 (1999-10-12)
Leucine uptake by Saccharomyces cerevisiae is mediated by three transport systems, the general amino acid transport system (GAP), encoded by GAP1, and two group-specific systems (S1 and S2), which also transport isoleucine and valine. A new mutant defective in both
B Bendoni et al.
FEMS microbiology letters, 180(2), 229-233 (1999-11-11)
The resistance to 5,5,5-trifluoro-DL-leucine, encoded by the dominant allele LEU4-1, was used as a selectable marker to transform laboratory and natural Saccharomyces cerevisiae strains by the lithium acetate procedure. Results of transformation of S. cerevisiae laboratory and wine natural strains
E Casalone et al.
Research in microbiology, 148(7), 613-623 (1998-10-10)
Eighteen mutants resistant to 5',5',5'-trifluoroleucine (TFL), a leucine analog, were isolated in Saccharomyces cerevisiae strains YNN281 and YNN282. The mutants were characterized genetically and clustered in two groups, one comprising all the dominant (TFL1) and the other one all the

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