91917
5,5,5-Trifluoro-DL-leucine
≥98.0% (sum of isomers, HPLC)
Synonym(s):
(±)-2-Amino-4-(trifluoromethyl)pentanoic acid
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About This Item
Empirical Formula (Hill Notation):
C6H10F3NO2
CAS Number:
Molecular Weight:
185.14
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥98.0% (sum of isomers, HPLC)
form
crystals
reaction suitability
reaction type: solution phase peptide synthesis
application(s)
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)
InChI key
XFGVJLGVINCWDP-UHFFFAOYSA-N
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.
Application
5,5,5-trifluoroleucine can be incorporated into the coiled-coil peptides to increase their thermal stability.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
E Casalone et al.
Yeast (Chichester, England), 16(6), 539-545 (2000-05-03)
The function of the open reading frame (ORF) YOR108w of Saccharomyces cerevisiae has been analysed. The deletion of this ORF from chromosome XV did not give an identifiable phenotype. A mutant in which both ORF YOR108w and LEU4 gene have
A coiled coil with a fluorous core
B Bilgicer
Journal of the American Chemical Society, 19, 4393-4399 (2001)
Biosynthesis and stability of coiled-coil peptides containing (2S,4R)-5,5,5-trifluoroleucine and (2S,4S)-5,5,5-trifluoroleucine.
Jin Kim Montclare et al.
Chembiochem : a European journal of chemical biology, 10(1), 84-86 (2008-12-19)
A simple and efficient method for the resolution of all four diastereomers of 4,4,4-trifluorovaline and 5,5,5-trifluoroleucine.
Xuechao Xing et al.
The Journal of organic chemistry, 67(5), 1722-1725 (2002-03-02)
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