The pH sensitivity of histidine-containing lytic peptides

Journal of Peptide Science

Volumn 15, Issue 11, 2009, Pages 790-795

  Tu, Zhigang ^a   Young, Albert ^a   Murphy, Christopher ^a   Liang, Jun F ^a  

^a Stevens Institute of Technology   (United States)

Author keywords

Bioactive; Cell lysis; Histidine; Peptide; pH sensitivity

Indexed keywords

AMINO ACID; ARGININE; HISTIDINE; LYSINE; PEPTIDE DERIVATIVE; PEPTIDE LL 1; PEPTIDE LL 1A; PEPTIDE LL 1B; PEPTIDE LL 1C; UNCLASSIFIED DRUG;

AMINO ACID SUBSTITUTION; ARTICLE; CIRCULAR DICHROISM; CONTROLLED STUDY; CYTOLYSIS; CYTOTOXICITY; DRUG MECHANISM; DRUG STRUCTURE; FLUORESCENCE; HUMAN; HUMAN CELL; LIPID VESICLE; LUNG ALVEOLUS EPITHELIUM; PH; PRIORITY JOURNAL; PROTEIN BINDING; SENSITIVITY ANALYSIS;

CELL LINE, TUMOR; CELL SURVIVAL; HISTIDINE; HUMANS; HYDROGEN-ION CONCENTRATION; LYSINE; PEPTIDES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 70449645023     PISSN: 10752617     EISSN: 10991387     Source Type: Journal    
DOI: 10.1002/psc.1180     Document Type: Article

References (24)

1. Otvos L Jr. The short proline-rich antibacterial peptide family. Cell Mol. Life Sci. 2002; 59: 38-50.
2. Dimarcq JL, Bulet P, Hetru C, Hoffmann J. Cysteine-rich antimicrobial peptides in invertebrates. Biopolymers 1998; 47: 465-477.
3. Brown KL, Hancock RE. Cationic host defense (antimicrobial) peptides. Curr. Opin. Immunol. 2006; 18: 24-30. (Pubitemid 43049644)
4. Den Hertog AL, Wong Fong Sang HW, Kraayenhof R, Bolscher JG, Van't Hof W, Veerman EC, Nieuw Amerongen AV. Interactions of histatin 5 and histatin 5-derived peptides with liposome membranes: surface effects, translocation and permeabilization. Biochem. J. 2004; 379: 665-672.
5. van Kan EJ, Demel RA, Breukink E, van der Bent A, de Kruijff B. Clavanin permeabilizes target membranes via two distinctly different pH-dependent mechanisms. Biochemistry 2002; 41: 7529-7539. (Pubitemid 34627779)
6. Domingues MM, Lopes SC, Santos NC, Quintas A, Castanho MA. Fold-unfold transitions in the selectivity and mechanism of action of the N-terminal fragment of the bactericidal/permeability-increasing protein (rBPI(21)). Biophys. J. 2009; 96: 987-996.
7. Mason AJ, Bertani P, Moulay G, Marquette A, Perrone B, Drake AF, Kichler A, Bechinger B. Membrane interaction of chrysophsin-1, a histidine-rich antimicrobial peptide from red sea bream. Biochemistry 2007; 46: 15175-15187. (Pubitemid 350308908)
8. Mason AJ, Gasnier C, Kichler A, Prévost G, Aunis D, Metz-Boutigue MH, Bechinger B. Enhanced membrane disruption and antibiotic action against pathogenic bacteria by designed histidine-rich peptides at acidic pH. Antimicrob. Agents Chemother. 2006; 50: 3305-3311. (Pubitemid 44527502)
9. Hait WN, Hambley TW. Targeted cancer therapeutics. Cancer Res. 2009; 69: 1263-1267.
10. Engin K, Leeper DB, Cater JR, Thistlethwaite AJ, Tupchong L, McFarlane JD. Extracellular pH distribution in human tumours. Int. J. Hyperthermia 1995; 11: 211-216.
11. Raghunand N, He X, van Sluis R, Mahoney B, Baggett B, Taylor CW, Paine-Murrieta G, Roe D, Bhujwalla ZM, Gillies RJ. Enhancement of chemotherapy by manipulation of tumour pH. Br. J. Cancer 1999; 80: 1005-1011.
12. Yang N, Lejon T, Rekdal O. Antitumour activity and specificity as a function of substitutions in the lipophilic sector of helical lactoferrin-derived peptide. J. Pept. Sci. 2003; 9: 300-311. (Pubitemid 36665526)
13. Wegener KL, Wabnitz PA, Carver JA, Bowie JH, Chia BC, Wallace JC, Tyler MJ. Host defense peptides from the skin glands of the Australian Blue Mountains tree-frog Litoria Citropa. Eur. J. Biochem. 1999; 265: 627-637.
14. Kim S, Kim SS, Bang YJ, Kim SJ, Lee BJ. In vitro activities of native and designed peptide antibiotics against drug sensitive and resistant tumor cell lines. Peptides 2003; 24: 945-953. (Pubitemid 37130165)
15. Islam B, Khan SN, Khan AU. Dental caries: from infection to prevention. Med. Sci. Monit. 2007; 13: RA196-RA203.
16. Liang JF, Yang VC. Synthesis of doxorubicin-peptide conjugates with multidrug resistant tumor cell killing activity. Bioorg. Med. Chem. Lett. 2005; 15: 5071-5075.
17. Wei SY, Wu JM, Kuo YY, Chen HL, Yip BS, Tzeng SR, Cheng JW. Solution structure of a novel tryptophan-rich peptide with bidirectional antimicrobial activity. J. Bacteriol. 2006; 188: 328-334.
18. Kirkpatrick DT, Guth DJ, Mavis RD. Detection of in vivo lipid peroxidation using the thiobarbituric acid assay for lipid hydroperoxides. J. Biochem. Toxicol. 2006; 1: 93-104.
19. Liang JF, Yang VC, Vaynshteyn Y. The minimal functional sequence of protamine. Biochem. Biophys. Res. Commun. 2005; 336: 653-659.
20. IUPAC-IUB Joint Commission on Biochemical Nomenclature. Nomenclature and symbolism for amino acids and peptides. Eur. J. Biochem. 1984; 138: 9-37.
21. Tu Z, Hao J, Kharidia R, Meng XG, Liang JF. Improved stability and selectivity of lytic peptides through self-assembly. Biochem. Biophys. Res. Commun. 2007; 361: 712-717. (Pubitemid 47243619)
22. Lakowicz JR. Principles of Fluorescence Spectroscopy, 3rd edn. Springer: New York, 2006; 278-317.
23. Terzi E, Hölzemann G, Seelig J. Interaction of Alzheimer betaamyloid peptide(1-40) with lipid membranes. Biochemistry 1997; 38: 14845-14852. (Pubitemid 27524407)
24. Wimley WC, White SH. Experimentally determined hydrophobicity scale for proteins at membrane interfaces. Nat. Struct. Biol. 1996; 3: 842-848.