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25367-71-9

25367-71-9 | 5,5,5-Trifluoro-L-leucine

CAS No: 25367-71-9 Catalog No: AG0038UR MDL No:

Product Description

Catalog Number:
AG0038UR
Chemical Name:
5,5,5-Trifluoro-L-leucine
CAS Number:
25367-71-9
Molecular Formula:
C6H10F3NO2
Molecular Weight:
185.1443
IUPAC Name:
(2S)-2-amino-5,5,5-trifluoro-4-methylpentanoic acid
InChI:
InChI=1S/C6H10F3NO2/c1-3(6(7,8)9)2-4(10)5(11)12/h3-4H,2,10H2,1H3,(H,11,12)/t3?,4-/m0/s1
InChI Key:
XFGVJLGVINCWDP-BKLSDQPFSA-N
SMILES:
OC(=O)[C@H](CC(C(F)(F)F)C)N

Properties

Complexity:
169  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
185.066g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
185.146g/mol
Monoisotopic Mass:
185.066g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
63.3A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  

Literature

Title Journal
Oxazoline-oxazinone oxidative rearrangement. divergent syntheses of (2S,3S)-4,4,4-trifluorovaline and (2S,4S)-5,5,5-Trifluoroleucine. The Journal of organic chemistry 20090807
Biosynthesis and stability of coiled-coil peptides containing (2S,4R)-5,5,5-trifluoroleucine and (2S,4S)-5,5,5-trifluoroleucine. Chembiochem : a European journal of chemical biology 20090105
Synthetic biology of proteins: tuning GFPs folding and stability with fluoroproline. PloS one 20080101
Influence of global fluorination on chloramphenicol acetyltransferase activity and stability. Biotechnology and bioengineering 20060805
Properties of a trifluoroleucine-resistant mutant of Saccharomyces cerevisiae. Bioscience, biotechnology, and biochemistry 20060701
Asp578 in LEU4p is one of the key residues for leucine feedback inhibition release in sake yeast. Bioscience, biotechnology, and biochemistry 20050701
Construction of two new vectors for transformation of laboratory, natural and industrial Saccharomyces cerevisiae strains to trifluoroleucine and G418 resistance. Folia microbiologica 20040101
The first isolation of two types of trifluoroleucine resistant mutants of Saccharomyces servazzii. Biotechnology letters 20031001
A simple and efficient method for the resolution of all four diastereomers of 4,4,4-trifluorovaline and 5,5,5-trifluoroleucine. The Journal of organic chemistry 20020308
Self-association and membrane-binding behavior of melittins containing trifluoroleucine. Journal of the American Chemical Society 20010801
A coiled coil with a fluorous core. Journal of the American Chemical Society 20010516
Stabilization of coiled-coil peptide domains by introduction of trifluoroleucine. Biochemistry 20010306

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