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Merck
CN

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:
2792-72-5
Molecular Weight:
185.14
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
329770097
NACRES:
NA.22
MDL number:
MFCD00039528

Key Documents

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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

100

Related Categories

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5914
BCCM1321
BCCK4533
BCCH1313
BCCH4955

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I Bardazzi et al.
Folia microbiologica, 49(5), 534-538 (2005-02-11)
Two new plasmids, pEC3 and pECkan, were constructed and their use in yeast transformation described. Both plasmids are derivative of the pRS416 vector, in which the URA3 auxotrophic marker was replaced by the LEU4* gene (pEC3) or the kanMX4 gene
Stabilization of coiled-coil peptide domains by introduction of trifluoroleucine
Y Tang
Biochemistry, 40, 2790-2796 (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)
J T Mulligan et al.
Journal of bacteriology, 151(2), 609-619 (1982-08-01)
Fusions of the lac genes to the promoters of four structural genes in the methionine biosynthetic pathway, metA, metB, metE, and metF, were obtained by the use of the Mu d(Ap lac) bacteriophage. The levels of beta-galactosidase in these strains
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
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