Chem. J. Chinese Universities ›› 2018, Vol. 39 ›› Issue (4): 681.doi: 10.7503/cjcu20170596
• Organic Chemistry • Previous Articles Next Articles
ZHAO Wencai, HAN Lili, PENG Yingjun, WANG Xiaojing, LIU Shengyu, LI Pengfei, HUANG Yibing*(), CHEN Yuxin
Received:
2017-09-01
Online:
2018-04-10
Published:
2018-03-26
Contact:
HUANG Yibing
E-mail:huangyibing@jlu.edu.cn
Supported by:
CLC Number:
TrendMD:
ZHAO Wencai, HAN Lili, PENG Yingjun, WANG Xiaojing, LIU Shengyu, LI Pengfei, HUANG Yibing, CHEN Yuxin. Effect of Basic Amino Acids on the Biological Activity of Helical Antimicrobial Peptide†[J]. Chem. J. Chinese Universities, 2018, 39(4): 681.
Peptide | Amino acid sequence | Mw | Hydrophobicity tR0/min | PA |
---|---|---|---|---|
HPRP-A1 | Ac-FKKLKKLFSKLWNWK-amide | 2036.54 | 46.93 | 2.342 |
HPRP-A1-2R | Ac-FRKLKKLFSKLWNWR-amide | 2092.56 | 47.28 | 2.205 |
HPRP-A1-4R | Ac-FRKLKRLFSRLWNWR-amide | 2148.59 | 47.65 | 1.229 |
HPRP-A1-6R | Ac-FRRLRRLFSRLWNWR-amide | 2204.62 | 48.45 | 1.092 |
Table 1 Biophysical properties of HPRP-A1 and its derivatives*
Peptide | Amino acid sequence | Mw | Hydrophobicity tR0/min | PA |
---|---|---|---|---|
HPRP-A1 | Ac-FKKLKKLFSKLWNWK-amide | 2036.54 | 46.93 | 2.342 |
HPRP-A1-2R | Ac-FRKLKKLFSKLWNWR-amide | 2092.56 | 47.28 | 2.205 |
HPRP-A1-4R | Ac-FRKLKRLFSRLWNWR-amide | 2148.59 | 47.65 | 1.229 |
HPRP-A1-6R | Ac-FRRLRRLFSRLWNWR-amide | 2204.62 | 48.45 | 1.092 |
Fig.1 CD spectra of HPRP-A1 and its derivatives(A) In the presence of PBS buffer and 2,2,2-Trifluoroethanol(TFE)(volume ratio 1:1);(B) in PBS buffer(50 mmol/L KH2PO4/K2HPO4+100 mmol/L KCl, pH=7.4) at pH=7.4, 25 ℃(B).
Peptide | MIC/(μmol·L-1) | MHC/(μmol·L-1) | Therapeutic index | |||
---|---|---|---|---|---|---|
P. aeruginosa | S. aereus | E. coil | B. subtilis | |||
HPRP-A1 | 16 | 16 | 8 | 8 | 64 | 5.33 |
HPRP-A1-2R | 32 | 32 | 8 | 4 | 64 | 3.37 |
HPRP-A1-4R | 64 | 16 | 16 | 4 | 32 | 1.28 |
HPRP-A1-6R | 64 | 32 | 32 | 8 | 32 | 0.94 |
Table 2 Biological activities of HPRP-A1 and its derivatives*
Peptide | MIC/(μmol·L-1) | MHC/(μmol·L-1) | Therapeutic index | |||
---|---|---|---|---|---|---|
P. aeruginosa | S. aereus | E. coil | B. subtilis | |||
HPRP-A1 | 16 | 16 | 8 | 8 | 64 | 5.33 |
HPRP-A1-2R | 32 | 32 | 8 | 4 | 64 | 3.37 |
HPRP-A1-4R | 64 | 16 | 16 | 4 | 32 | 1.28 |
HPRP-A1-6R | 64 | 32 | 32 | 8 | 32 | 0.94 |
Fig.2 Outer membrane permeabilization assay of HPRP-A1 and its derivativesNPN uptake in P. aeruginosa ATCC 27853 was continuously measured by fluorescence spectrophotometer for 12 min at 25 ℃ endued by 4 μmol/L HPRP-A1 and its derivatives(A) and 2, 4 and 8 μmol/L HPRP-A1(B).
Fig.3 Inner membrane permeabilization assay of HPRP-A1 and its derivativesRelease of cytoplasmic β-galactosidase activity were measured by UV-visible spectrophotometer at 420 nm after adding ONPG(30 mmol/L) and various concentrations peptides into E. coli ML-35 bacterial suspension.
Fig.4 Fluorescence emission spectra(A, B) and Stern-Volmer plot(C, D) of peptides with various liposome models at 25 ℃Stern-Volmer plots were obtained by the sequential addition of the fluorescence quencher KI. PC/PG liposomes(mass fraction 7:3) were used to mimic prokaryotic membrane in (A, C) and PC/cholesterol(mass fraction 8:1) liposomes were used to mimic eukaryotic membrane in (B, D), respectively.
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