91917
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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关于此项目
经验公式（希尔记法）:
C6H10F3NO2
化学文摘社编号:
分子量:
185.14
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
MDL number:
产品名称
5,5,5-三氟-DL-亮氨酸, ≥98.0% (sum of isomers, HPLC)
SMILES string
CC(CC(N)C(O)=O)C(F)(F)F
InChI key
XFGVJLGVINCWDP-UHFFFAOYSA-N
InChI
1S/C6H10F3NO2/c1-3(6(7,8)9)2-4(10)5(11)12/h3-4H,2,10H2,1H3,(H,11,12)
assay
≥98.0% (sum of isomers, HPLC)
form
crystals
reaction suitability
reaction type: solution phase peptide synthesis
application(s)
peptide synthesis
Quality Level
Application
5,5,5-trifluoroleucine can be incorporated into the coiled-coil peptides to increase their thermal stability.
General description
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
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
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
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
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