D-Phenylalaninol
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D-Phenylalaninol

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D-Phenylalaninol (CAS# 5267-64-1 ) is a useful research chemical.

Category
Amino Alcohol
Catalog number
BAT-000369
CAS number
5267-64-1
Molecular Formula
C9H13NO
Molecular Weight
151.21
D-Phenylalaninol
IUPAC Name
(2R)-2-amino-3-phenylpropan-1-ol
Synonyms
(R)-2-Amino-3-phenyl-1-propanol; D-Phe-ol; (R)-2-Amino-3-phenylpropan-1-ol; D(+)-Phenylalaninol; (+)-D-Phenylalaninol; (2R)-2-amino-3-phenylpropan-1-ol
Appearance
White to light yellow crystalline powder
Purity
> 95 % by HPLC
Density
1.077 g/cm3
Melting Point
93-95 °C(lit.)
Boiling Point
122 °C / 4 mmHg
Storage
Store at -20 °C
Solubility
Soluble in Dichloromethane, Ethyl Acetate, Methanol
InChI
InChI=1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m1/s1
InChI Key
STVVMTBJNDTZBF-SECBINFHSA-N
Canonical SMILES
C1=CC=C(C=C1)CC(CO)N
1. A new chiral binaphthalene-based fluorescence polymer sensor for the highly enantioselective recognition of phenylalaninol.
Guo Wei, Yiwu Quan, Yixiang Cheng, Chunhui Dai, Shuwei Zhang, Chengjian Zhu. Chemistry. 2013 Nov 18; 19(47): 16066-71. DOI: 10.1002/chem.201302726. PMID: 24123510.
A new (S)-binaphthalene-based polymer (P-1) was synthesized by the polymerization of 5,5'-((2,5-dibutoxy-1,4-phenylene)bis(ethyne-2,1-diyl))bis(2-hydroxy-3-(piperidin-1-ylmethyl) benzaldehyde (M-1) with (S)-2,2'-dimethoxy-(1,1'-binaphthalene)-3,3'-diamine (M-2) through the formation of a Schiff base; the corresponding chiral polymer (P-2) could be obtained by the reduction of polymer P-1 with NaBH4 . Chiral polymer P-1 exhibited a remarkable "turn-on" fluorescence-enhancement response towards (D)-phenylalaninol and excellent enantioselective recognition behavior with enantiomeric fluorescence difference ratios (ef) as high as 8.99. More importantly, chiral polymer P-1 displays a bright blue fluorescence color change upon the addition of (D)-phenylalaninol under a commercially available UV lamp, which can be clearly observed by the naked eye. On the contrary, chiral polymer P-2 showed weaker enantioselective fluorescence ability towards the enantiomers of phenylalaninol.
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