759317
4,4,4,4′,4′,4′-Hexafluoro-DL-valine
97%
Synonym(s):
2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butyric acid, 4,4,4,5,5,5-Hexafluoro-DL-valine
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About This Item
Linear Formula:
(CF3)2CHCH(NH2)COOH
CAS Number:
Molecular Weight:
225.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
240-207-5
Beilstein/REAXYS Number:
2416649
MDL number:
InChI
1S/C5H5F6NO2/c6-4(7,8)2(5(9,10)11)1(12)3(13)14/h1-2H,12H2,(H,13,14)
SMILES string
NC(C(C(F)(F)F)C(F)(F)F)C(O)=O
InChI key
KRNSHCKTGFAMPQ-UHFFFAOYSA-N
assay
97%
form
crystals
mp
196-217 °C
application(s)
peptide synthesis
functional group
amine, carboxylic acid, fluoro
Quality Level
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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K H Hsieh et al.
Journal of medicinal chemistry, 30(6), 1097-1100 (1987-06-01)
An improved synthesis of hexafluorovaline (Hfv) derivatives, i.e., DL-Hfv-OBzl and Boc-DL-Hfv, is described. Incorporation of hexafluorovaline into angiotensin resulted in [Sar1,Hfv8]AII and [Sar1,D-Hfv8]AII. At the nanogram/milliliter dose range, the L congener was 20-100 times more active as either angiotensin agonist
W H Vine et al.
Journal of medicinal chemistry, 24(9), 1043-1047 (1981-09-01)
Gamma, gammma, gammma, gammma', gamma', gammma'-Hexafluorovaline and derivatives have been prepared and incorporated into angiotensin II by fragment condensation and solid-phase peptide synthesis. Hexafluorovaline derivatives showed general resistance toward various enzymatic digestions and the tendency to racemize extensively upon carboxyl
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