Methods for the synthesis of unnatural amino acids

Current Opinion in Drug Discovery and Development

Volumn 4, Issue 6, 2001, Pages 800-807

  Ager, D J ^a   Fotheringham, I G ^a  

^a RCCorp   (United States)

Author keywords

Aminotrasferases; Chiral auxiliaries; Chiral catalyts; Enzymes; Strecker reaction; Suzuki coupling; Unnatural amino acids

Indexed keywords

AMINO ACID DERIVATIVE; AMINOTRANSFERASE; OXAZOLIDINE DERIVATIVE;

AMINO ACID SYNTHESIS; CATALYSIS; CHEMICAL REACTION; CHIRALITY; CYCLIZATION; ENZYME ACTIVITY; REVIEW; TECHNIQUE;

AMINO ACIDS; CATALYSIS; CYCLIZATION; ENZYMES; INDICATORS AND REAGENTS; STEREOISOMERISM; TRANSAMINASES;

EID: 0035186396     PISSN: 13676733     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (29)

1. Unnatural amino acids in enzymes and proteins
2. Unnatural amino acids as probes for protein structure and function
3. Applications of aliphatic unsaturated non-proteinogenic α-H-α-amino acids
4. Biocatalytic production of unnatural amino acids
5. A concise synthesis of (S)-(-)-3-(2-carboxy-4-pyrrolyl)-alanine
6. The synthesis of novel heterocyclic substituted α-amino acids; further exploitation of α-amino acid alkynyl ketones as reactive substrates
7. Scope and limitations in the use of N-(PhF)serine-derived cyclic sulfamidates for amino acid synthesis
8. Asymmetric hydrogenations of diketopiperazines
9. Diastereoselective synthesis of non-proteinogenic α-amino acids
10. Asymmetric synthesis of α,β-dialkyl-α-phenylalanines via direct alkylation of a chiral alanine derivative with racemic α-alkylbenzyl bromides. A case of high enantiomer differentiation at room temperature
11. Convenient, asymmetric synthesis of enantiomerically pure 2′,6′-dimethyltyrosine (DMT) via alkylation of chiral equivalent of nucleophilic glycine
12. Convenient, large-scale asymmetric synthesis of enantiomerically pure trans-cinnamylglycine and -α-alanine
13. A practical asymmetric synthesis of enantiomerically pure 3-substituted pyroglutamic acids and related compounds
14. Rational design of highly diastereoselective, organic base-catalyzed, room-temperature Michael addition reactions
15. Catalytic enantioselective aza-Diels-Aider reactions of imines - An approach to optically active nonproteinogenic α-amino acids
16. Synthesis of chiral hydroxyl phospholanes from D-mannitol and their use in asymmetric catalytic reactions
17. Enantioselective catalytic addition of HCN to ketoimines. Catalytic synthesis of quaternary amino acids
18. Practical synthesis of a soluble Schiff base catalyst for the asymmetric Strecker reaction
19. A general catalyst for the asymmetric Strecker reaction
20. Novel biosynthetic routes to non-proteinogenic amino acids as chiral pharmaceutical intermediates
21. The large scale synthesis of unnatural amino acids
22. Purification and characterization of an L-amino acid deaminase used to prepare unnatural amino acids
23. The intimate marriage of chemistry and biochemistry for the preparation of amino acids
24. One-pot chemo-enzymatic enantiomerization of racemates
25. The synthesis of diastereo- and enantiomerically pure β-aminocyclopropanecarboxylic acids
26. Synthesis of unnatural amino acids via Suzuki cross-coupling of enantiopure vinyloxazolidine derivatives
27. Microbial and enzymatic synthesis of optically pure D- and L-3-trimethylsilyl-alanine by deracemization of D,L-5-trimethylsilyl-methyl-hydantion
28. Unusual reaction of azetidine-2,3-diones with primary amines. Straightforward asymmetric synthesis of α-amino acid and peptide derivatives
29. Asymmetric synthesis of densely functionalized 3-substituted 3-hydroxy-β-lactams via novel, highly stereoselective Baylis-Hillman and allylation reactions of enantiopure 3-oxo-2-azetidinones