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759317

Sigma-Aldrich

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:
16063-80-2
Molecular Weight:
225.09
Beilstein:
2416649
EC Number:
240-207-5
MDL number:
MFCD00014349
UNSPSC Code:
12352100
PubChem Substance ID:
329766772
NACRES:
NA.22

Assay

97%

form

crystals

mp

196-217 °C

application(s)

peptide synthesis

functional group

amine
carboxylic acid
fluoro

SMILES string

NC(C(C(F)(F)F)C(F)(F)F)C(O)=O

InChI

1S/C5H5F6NO2/c6-4(7,8)2(5(9,10)11)1(12)3(13)14/h1-2H,12H2,(H,13,14)

InChI key

KRNSHCKTGFAMPQ-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBM1254

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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
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

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