Photofragmentation of C,N-protected alpha-amino acids: comparing tert-leucine with sulfur-containing amino acids methionine and cysteine.
Photochem Photobiol Sci
; 2(11): 1130-3, 2003 Nov.
Article
en En
| MEDLINE
| ID: mdl-14690225
ABSTRACT
The photochemical fingerprint for the N-acetyl methyl ester of the aliphatic amino acid tert-leucine 1 was investigated. This reaction path was compared with the electron transfer active amino acids methionine (N-acetyl methyl ester derivative 2a as well as the methyl ester derivative 2b) and the cysteine derivatives 3a and 3b (penicillamine derivative). Photofragmenation of the ester group dominated the photolysis of 1, whereas loss of methylmercaptane was observed for 2a and 3a. Vinylglycine derivatives 11 and 14 were formed to a minor extent. The gem-dimethylated compound 3b gave a solvent-characteristic product pattern with photoelimination products 18 and 19 in acetonitrile and loss of methylmercaptane to give 20 in methanol.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Cisteína
/
Glicina
/
Leucina
/
Metionina
Idioma:
En
Revista:
Photochem Photobiol Sci
Asunto de la revista:
BIOLOGIA
/
QUIMICA
Año:
2003
Tipo del documento:
Article
País de afiliación:
Alemania