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In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid

Maja Roščić ; Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Vanja Sabljić ; Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Kata Mlinarić-Majerski ; Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Štefica Horvat ; Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia

Puni tekst: engleski, pdf (158 KB) str. 637-640 preuzimanja: 502* citiraj
APA 6th Edition
Roščić, M., Sabljić, V., Mlinarić-Majerski, K. i Horvat, Š. (2008). In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid. Croatica Chemica Acta, 81 (4), 637-640. Preuzeto s https://hrcak.srce.hr/31190
MLA 8th Edition
Roščić, Maja, et al. "In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid." Croatica Chemica Acta, vol. 81, br. 4, 2008, str. 637-640. https://hrcak.srce.hr/31190. Citirano 22.11.2019.
Chicago 17th Edition
Roščić, Maja, Vanja Sabljić, Kata Mlinarić-Majerski i Štefica Horvat. "In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid." Croatica Chemica Acta 81, br. 4 (2008): 637-640. https://hrcak.srce.hr/31190
Harvard
Roščić, M., et al. (2008). 'In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid', Croatica Chemica Acta, 81(4), str. 637-640. Preuzeto s: https://hrcak.srce.hr/31190 (Datum pristupa: 22.11.2019.)
Vancouver
Roščić M, Sabljić V, Mlinarić-Majerski K, Horvat Š. In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid. Croatica Chemica Acta [Internet]. 2008 [pristupljeno 22.11.2019.];81(4):637-640. Dostupno na: https://hrcak.srce.hr/31190
IEEE
M. Roščić, V. Sabljić, K. Mlinarić-Majerski i Š. Horvat, "In Vitro Enzymatic Stabilities of Methionine-enkephalin Analogues Containing an Adamantane-type Amino Acid", Croatica Chemica Acta, vol.81, br. 4, str. 637-640, 2008. [Online]. Dostupno na: https://hrcak.srce.hr/31190. [Citirano: 22.11.2019.]

Sažetak
The enzymatic stability of synthetic methionine-enkephalin peptide analogues containing an
unnatural amino acid of the adamantane-type 3-5 was examined in human serum, at 37 °C, and
compared with the results of the degradation of the parent endogenous pentapeptide 1 and
the tripeptide, Tyr-Gly-Gly (2). Methionine-enkephalin (Tyr-Gly-Gly-Phe-Met, 1) and tripeptide
2 are rapidly degraded in 80 % human serum with half-lives of 12.2 and 23.0 minutes, respectively,
preferably by aminopeptidase cleavage of the N-terminal Tyr-Gly peptide bond. Incorporation
of the rigid and sterically hindered 1-adamantylglycine moiety into the peptide
sequence resulted in increased stability of compound 3, while compounds 4a and 5a were not
at all susceptible to the enzymes present in human serum. Strong binding of peptides 3-5 to human
serum proteins was demonstrated.

Ključne riječi
adamantane; enzymatic stability; human serum; methionine-enkephalin; peptide; unnatural amino acid

Hrčak ID: 31190

URI
https://hrcak.srce.hr/31190

Posjeta: 753 *