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NMR analysis of the ultraviolet photolytic behavior of several tryptophan‐rich growth hormone releasing peptides

 

作者: Steve McKim,   James F. Hinton,   Romano Deghenghi,  

 

期刊: Biospectroscopy  (WILEY Available online 1997)
卷期: Volume 3, issue 4  

页码: 317-323

 

ISSN:1075-4261

 

年代: 1997

 

DOI:10.1002/(SICI)1520-6343(1997)3:4<317::AID-BSPY7>3.0.CO;2-0

 

出版商: Wiley Subscription Services, Inc., A Wiley Company

 

关键词: growth hormone releasing peptide;tryptophan;2‐methyl tryptophan;GHRP‐6;hexarelin;EP7458;ultraviolet photolytic degradation;rate constants;differential photolysis;photolysis products

 

数据来源: WILEY

 

摘要:

AbstractAqueous solutions of three tryptophan‐rich growth hormone releasing hexapeptides, GHRP‐6 (His‐D‐Trp‐Ala‐Trp‐D‐Phe‐Lys‐NH2), hexarelin (His‐D‐2‐Me‐Trp‐Ala‐Trp‐D‐Phe‐Lys‐NH2), and EP7458 (His‐D‐Trp‐Ala‐2‐Me‐Trp‐D‐Phe‐Lys‐NH2), were exposed to varying durations of ultraviolet (UV) light. Using NMR spectroscopy, first‐order rate constants for the UV photolytic degradation of the tryptophan(s)/2‐methyl tryptophan residues within each peptide were obtained by plotting the decrease in the area of the indole N‐H resonances with respect to UV photolysis time. A significant differential photolytic effect was observed between the two tryptophan residues of GHRP‐6 and the tryptophan/2‐methyl tryptophan residues of EP7458. A somewhat smaller differential photolytic effect was observed between the tryptophan/2‐methyl tryptophan residues of hexarelin. In addition, the three peptides were degraded at different rates, suggesting that the effect of UV light on each peptide is dependent on whether a tryptophan or 2‐methyl tryptophan is the second or fourth residue in the pri

 

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