Molecular Recognition in Cyclodextrin Complexes of Amino Acid Derivatives. 1. Crystallographic Studies of β-Cyclodextrin Complexes withN-Acetyl-l-phenylalanine Methyl Ester andN-Acetyl-l-phenylalanine Amide Pseudopeptides

2001 ◽  
Vol 123 (40) ◽  
pp. 9880-9888 ◽  
Author(s):  
Joanna L. Clark ◽  
John J. Stezowski
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Molecular Recognition ◽  
Amino Acid Derivatives ◽  
Cyclodextrin Complexes ◽  
Phenylalanine Methyl Ester

Complexation of Fluorinated Amino Acid Derivatives by β- and γ-Cyclodextrin in Aqueous Solution. A 19F Nuclear Magnetic Resonance Study

1995 ◽  
Vol 48 (3) ◽  
pp. 505 ◽  
Author(s):  
SE Brown ◽  
CJ Easton ◽  
SF Lincoln
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Nuclear Magnetic Resonance Study ◽  
Amino Acid Derivatives ◽  
Magnetic Resonance Study ◽  
Cyclodextrin Complexes ◽  
Factors Affecting ◽  
Chemical Shift Data ◽  
Shift Data ◽  
Insight Into

A 19F n.m.r. study shows that the β-cyclodextrin complexes of deprotonated α-(p- fluorophenyl ) glycine, N-acetyl-α-(p- fluorophenyl ) glycine , deprotonated N-acetyl-α-(p- fluorophenyl ) glycine , and N-(p- fluorobenzoyl ) valine are characterized by stability constants KR/dm3 mol-1 and Ks/dm3 mol-1 =13�2 and 21�3, 34�1 and 35�2, 12�1 and 12� 1, and 84�2 and 93�2, respectively, where the first and second of each pair of values refers to the complex formed by the R and S enantiomers of the fluorinated amino acid derivatives, respectively, in 10% aqueous D2O solution at 295.5 K and I = 0.10 mol dm-3. A comparison of these data and the associated 19F chemical shift data with those for the analogous α- and γ- cyclodextrin complexes provides an insight into the factors affecting the stabilities and structures of these complexes.

Reaction of N-Benzoyl-2-bromoglycine Methyl Ester With Deprotonated Nitroalkanes: Synthesis of β-Nitro and α,β-Dehydro Amino Acid Derivatives

1988 ◽  
Vol 41 (7) ◽  
pp. 1063 ◽  
Author(s):  
VA Burgess ◽  
CJ Easton
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Amino Acid Derivatives ◽  
Tributyltin Hydride ◽  
Acid Hydrochloride ◽  
Elimination Reactions ◽  
Diaminopropionic Acid

N-Benzoyl-2-bromoglycine methyl ester (1) reacted with the alkyl nitronates (2a-e) to give the corresponding β-nitro amino acid derivatives (4a-e). Elimination reactions of (4a-d) afforded the α,β-dehydro amino acid derivatives (5a-d). Treatment of the β- nitrovaline derivative (4b) with tributyltin hydride gave the valine derivative (8). Reduction of the β- nitroalanine derivative (4a) gave the β- aminoalanine derivative (9), characterized by hydrolysis to 2,3- diaminopropionic acid hydrochloride.

Unraveling the Molecular Recognition of Amino Acid Derivatives by a Pseudopeptidic Macrocycle: ESI-MS, NMR, Fluorescence, and Modeling Studies

2009 ◽  
Vol 74 (16) ◽  
pp. 6130-6142 ◽  
Author(s):  
Ignacio Alfonso ◽  
M. Isabel Burguete ◽  
Francisco Galindo ◽  
Santiago V. Luis ◽  
Laura Vigara
Keyword(s):  
Amino Acid ◽  
Molecular Recognition ◽  
Amino Acid Derivatives ◽  
Esi Ms ◽  
Modeling Studies

GAS CHROMATOGRAPHIC METHOD FOR THE SEPARATION AND ESTIMATION OF AMINO ACID DERIVATIVES

1965 ◽  
Vol 43 (3) ◽  
pp. 309-315 ◽  
Author(s):  
P. B. Hagen ◽  
W. Black
Keyword(s):  
Amino Acids ◽  
Gas Chromatography ◽  
Amino Acid ◽  
Methyl Ester ◽  
Chromatographic Method ◽  
Methyl Esters ◽  
Amino Acid Derivatives ◽  
Constant Proportion ◽  
Gas Chromatographic Method

It has been possible to prepare the N-trifluoroacetyl methyl esters of the 19 amino acids commonly found in proteins and to separate them by gas chromatography on two types of column, Carbowax 1540 and Carbowax 20M. There is a constant relation between the amount of each amino acid and the size of the recorded peak. This indicates either that the conversion to the derivative is quantitative or that a constant proportion of each amino acid is converted to its N-trifluoroacetyl methyl ester.

Indoles and auxins. VII. Active esters and anhydrides of 3-indoleacetic acid

1970 ◽  
Vol 48 (1) ◽  
pp. 177-179 ◽  
Author(s):  
Judith C. Hart ◽  
Eileen M. Matheson ◽  
O. Hutzinger
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Indoleacetic Acid ◽  
Amino Acid Derivatives ◽  
Activated Esters ◽  
Active Esters ◽  
Glycine Methyl Ester

The synthesis of activated esters and anhydrides of 3-indoleacetic acid is described. Their usefulness for the preparation of amino acid derivatives is shown by reaction with glycine methyl ester.

Mutagenicity of nitrosated α-amino acid derivatives N-acetyl-N' -nitrosotryptophan and its methyl ester in bacteria

1980 ◽  
Vol 1 (6) ◽  
pp. 523-532 ◽  
Author(s):  
S. Venitt ◽  
C. Crofton-Sleigh ◽  
S. L. Ooi ◽  
R. Bonnett
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Amino Acid Derivatives
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