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Peptide record

TPDB00766

Antioxidative peptide Antioxidant standard
4 amino acids
Basic Information
3D PDB MODEL
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TPDB00766
Antioxidative peptide
Antioxidant
Functional / health-promoting peptides
AnOxPePred - 1.0 AODB Multi-AOP Peptipedia
standard
No
A 4-aa standard natural antioxidant peptide sequence curated from AnOxPePred - 1.0, AODB, Multi-AOP, and other sources, with an available 3D structural model.
Sequence
HPLH
Physicochemical Analysis
C23H34N8O5
ARNDCEQGIKMFSTWYV
H
502.57
8.00
2
0
1
+0
1.81
-1.050
97.50
Mammalian: 3.5 hour Yeast: 10 min E.coli: >10 hour
0
0.00
0
Residue Composition
number
0
A
0
R
0
N
0
D
0
C
0
E
0
Q
0
G
2
H
0
I
1
L
0
K
0
M
0
F
1
P
0
S
0
T
0
W
0
Y
0
V
Amino Acid Distribution
A: 0 R: 0 N: 0 D: 0 C: 0 E: 0 Q: 0 G: 0 H: 2 I: 0 L: 1 K: 0 M: 0 F: 0 P: 1 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
4
C23H34N8O5
502.57
8.00
+0
1.81
-1.050
7.95
0.00
N[C@@]([H])(CC1=CN=C-N1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CC1=CN=C-N1)C(=O)O
502.57 Da
Evidence Records 1 records
Evidence 1 Activity

Activity

Antioxidative activity
The peptide HPLH was designed based on an antioxidative peptide (Leu-Leu-Pro-His-His) derived from proteolytic digests of a soybean protein. It showed very weak antioxidative activity, as shown in Table 1. Table 1. Synergistic Effects of Synthetic Peptides on the Antioxidative Activity of Nonpeptidic Antioxidants a Antioxidative activity peptide +BHA +BHT +tocopherol Antioxidant 1.0 BHA 2.4 BHT 1.9 tocopherol 1.3 Synthetic Peptide HPLH 0.6 13.1 (4.4) 5.7 (2.3) 7.2 (3.8) HHLP 0.9 16.1 (4.9) 5.7 (2.0) 9.4 (4.3) HL 0.9 7.4 (2.2) 3.2 (1.1) 3.9 (1.8) HLPH 1.2 9.3 (2.6) 3.4 (1.1) 3.9 (1.8) LLPH 1.2 2.5 (0.7) 1.4 (0.5) 0.9 (0.4) PLHH 1.6 10.3 (2.6) 6.9 (2.0) 10.1 (3.5) HPHL 1.6 14.3 (3.6) 6.2 (1.8) 10.1 (3.5) HH 2.3 13.6 (2.9) 5.9 (1.4) 8.2 (2.3) LLHH 2.4 14.0 (2.9) 6.5 (1.5) 9.1 (2.5) HHPLL 2.6 14.2 (2.8) 5.7 (1.3) 9.2 (2.4) HLHP 2.7 11.9 (2.3) 4.5 (1.0) 6.4 (1.6) LPHH 2.7 11.4 (2.2) 6.2 (1.3) 7.6 (1.9) HHPL 2.9 14.2 (2.7) 6.4 (1.3) 8.1 (1.9) LHPH 2.9 15.0 (2.8) 6.3 (1.3) 9.8 (2.3) LH 3.0 12.1 (2.2) 6.1 (1.2) 9.2 (2.1) LLPHH 3.0 9.3 (1.7) 4.8 (1.0) 3.1 (0.7) HLH 3.2 14.0 (2.5) 4.3 (0.8) 6.5 (1.4) LLPHHH 3.3 12.4 (2.2) 5.8 (1.1) 5.1 (1.1) LHH 3.8 14.0 (2.3) 6.3 (1.1) 8.9 (1.7) PHH 5.8 16.4 (2.0) 6.6 (0.9) 9.4 (1.3) a Antioxidative activity was evaluated by the ferric thiocyanate method. The assay was performed with 40 μM peptides, 100 μM BHA and BHT, and 10 μM tocopherol. The number in parentheses is the magnitude of synergistic effect: (activity of peptide + antioxidant) / (activity of peptide) + (activity of antioxidant). Data represent the mean of three replications.
Literature report: N.D Prediction: ToxinPred
Antioxidant

Assay & Model

Chemical synthesis
Peptides were prepared by the fluorenylmethoxycarbonyl (Fmoc)-strategy using a simultaneous multiple peptide synthesizer (model PSSM-8, Shimadzu).

Source & Reference

AODB
Matoba N, Yamada Y, Yoshikawa M. Design of a genetically modified soybean protein preventing hypertension based on an anti-hypertensive peptide derived from ovalbumin. Curr Med Chem Cardiovasc Hematol Agents. 2003 Jun 1(2):197-202.
10.2174/1568016033477496
[1] Tsuge N, Eikawa Y, Nomura Y, et al. Antioxidative Activity of Peptides Prepared by Enzymatic Hydrolysis of Egg-white Albumin.[J]. Nippon Nogeikagaku Kaishi, 1991, 65(11):1635-1641. [2] Chen, H.M., et al., Antioxidative properties of histidine-containing peptides designed from peptide fragments found in the digests of a soybean protein. Journal of Agricultural and Food Chemistry, 1998. 46 (1): p. 49-53. [3] Chen H M, Muramoto K, Yamauchi F. Structural Analysis of Antioxidative Peptides from Soybean. beta.-Conglycinin[J]. J.agric.food Chem, 1995, 43(3):574-578.
2003
DFBP

Other

Native peptide
Designed peptide
Designed peptide
Designed peptide based on the antioxidative peptide: LLPHH