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91917

Sigma-Aldrich

5,5,5-Trifluor-DL-leucin

≥98.0% (sum of isomers, HPLC)

Synonym(e):

(±)-2-Amino-4-(trifluormethyl)-pentansäure

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About This Item

Empirische Formel (Hill-System):
C6H10F3NO2
CAS-Nummer:
2792-72-5
Molekulargewicht:
185.14
MDL-Nummer:
MFCD00039528
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
329770097
NACRES:
NA.22

Assay

≥98.0% (sum of isomers, HPLC)

Form

crystals

Eignung der Reaktion

reaction type: solution phase peptide synthesis

Anwendung(en)

peptide synthesis

SMILES String

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)

InChIKey

XFGVJLGVINCWDP-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Takahiro Oba et al.
Bioscience, biotechnology, and biochemistry, 70(7), 1776-1779 (2006-07-25)
We characterized a trifluoroleucine-resistant mutant of Saccharomyces cerevisiae, TFL20, that has a mutation in the LEU4 gene. We monitored the concentration of extracellular i-AmOH and intracellular amino acids, and compared the ratios of gene expression in TFL20 with the wild-type
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
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-
D I Johnson et al.
Journal of bacteriology, 155(1), 49-55 (1983-07-01)
Mutants of Escherichia coli K-12 resistant to either the threonine analog DL-alpha-amino-beta-hydroxyvaleric acid or the leucine analog 5',5',5'-trifluoro-DL-leucine were isolated. One DL-alpha-amino-beta-hydroxyvaleric acid-resistant mutant strain, designated SP572, constitutively expressed the thr and ilv operons. The mutant allele, avr-16, was localized
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