Non-natural phenolic amino acids Synthesis and application in peptide chemistry

Amino Acids

Volumn 11, Issue 3-4, 1996, Pages 345-366

  Hutinec, A ^a   Ziogas, A ^a   Rieker, A ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

Active esters; Amino acids; Radicals; Spin labels; Spirolactones; Thyroxine; Tyrosine

Indexed keywords

AMINO ACID; PHENOL DERIVATIVE; SPIRONOLACTONE; THYROXINE; TYROSINE;

AMINO ACID SYNTHESIS; CONFERENCE PAPER; OXIDATION; PEPTIDE ANALYSIS; PRIORITY JOURNAL; SPIN LABELING;

EID: 0029972272     PISSN: 09394451     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00807941     Document Type: Article

References (18)

1. Beck AG (1989) Neuropeptide Y: Entwicklung und Struktur-Wirkungs-Beziehung hochaffiner Analoga. Ph.D. Thesis University of Tübingen
2. 2. Habilitation Thesis University of Tübingen
3. Benson GM, Emmett JC, Ellis D, Flynn SB, Leeson PD, Novelli R, Pearce NJ, Shah VP, Underwood AH (1986) 3′-Acetyl-3,5-diiodo-L-thyroxine: a novel highly active thyromimetic with low receptor affinity. Nature (London) 324: 425
4. Boyd GS, Oliver MF (1960a) Various effects of thyroxine analogs on the heart and serum cholesterol in the rat. J Endocrinol 21: 25
5. Boyd GS, Oliver MF (1960b) The effect of certain thyroxine analogs on the serum lipids in human subjects. J Endocrinol 21: 33
6. Hansson PA, Valdemarsson S, Nilsson-Ehle P (1983) Experimental hyperthyroidism in man: effects on plasma lipoproteins, lipoprotein lipase and hepatic lipase. Horm Metab Res 15: 449
7. Hara H, Inoue T, Nakumara H, Endoh M, Hoshino O (1992) A novel feature in phenyliodine diacetate oxidation. Tetrahedron Lett 33: 6491
8. Hewgill FR, Webb RJ (1977) 3,5-Di-t-butyl-4-hydroxyphenylglycine: a potential spin label. Aust J Chem 30: 2565
9. Hickey DMB, Leeson PD, Carter SD, Goodyear MD, Jones SJJ, Lewis NJ, Morgan IT, Mullane MV, Tricker JY (1988) Synthesis of thyroid hormone analogues. Part 2. Oxidative coupling approach to SK&F L-94901. J Chem Soc Perkin Trans I 1988: 3097
10. Holtzer A (1992) Probing protein stabilities with unnatural amino acids. Chemtracts: Biochem Mol Biol 3: 223
11. Hutinec A, Jung G, Rieker A, Ziogas A (1994) Oxidation of tyrosine derivatives. In: Maia HLS (ed) Peptides 1994. Proceedings of the Twenty-Third European Peptide Symposium, Braga 1994, ESCOM, Leiden, pp 704-705
12. Inoue T, Naitoh K, Kosemura S, Umezawa I, Serizawa N, Mori N, Itokawa H (1983) The synthesis of diphenyl ethers having tyrosine moiety. Heterocycles 20: 397
13. Matsuura T, Cahnmann HJ (1960) Model reaction for the biosynthesis of thyroxine. III The synthesis of hindered quinol ethers and their conversion to hindered analogs of thyroxine. J Am Chem Soc 82: 2055
14. Matsuura T, Nishinaga A (1962) Model reaction for the biosynthesis of thyroxine. IV Synthesis of analogs of thyroxine from derivatives of tyrosine and of dibromotyrosine. J Org Chem 27: 3072
15. McKillop A, McLaren L, Taylor RJK, Watson RJ, Lewis N (1992) Synthetic studies towards Aranorosin. Synlett 1992: 201
16. El-Mobayed M (1981) Ringschlussreaktionen über anodisch erzeugte Phenoxeniumlonen. Ph.D. Thesis University of Tübingen
17. Müller E, Ley K (1954) Über ein stabiles Sauerstoffradikal, das 2,4,6-Tri-tert-butylphenoxyl-(1). Chem Ber 87: 922
18. Müller E, Ley K, Scheffler K, Mayer R (1958) Paramagnetische Elektronenresonanz (EPR)-Untersuchungen an Sauerstoffradikalen. Chem Ber 91: 2682