Peptide record

TPDB01101

Antioxidative peptide P3 Antioxidant standard
5 amino acids
Basic Information
3D PDB MODEL
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TPDB01101
Antioxidative peptide P3
Antioxidant
Functional / health-promoting peptides
AnOxPePred - 1.0 AODB Multi-AOP pep-lab Peptipedia
standard
No
A 5-aa standard natural antioxidant peptide sequence curated from AnOxPePred - 1.0, AODB, Multi-AOP, and other sources, with an available 3D structural model.
Sequence
LLPHH
Physicochemical Analysis
C29H45N9O6
ARNDCEQGIKMFSTWYV
HL
615.73
8.00
2
0
2
+0
1.25
-0.080
156.00
Mammalian: 5.5 hour Yeast: 3 min E.coli: 2 min
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
2
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: 2 K: 0 M: 0 F: 0 P: 1 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
5
C29H45N9O6
615.73
8.00
+0
1.25
-0.080
615.3 Da
7.95
0.00
N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CC(C)C)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC1=CN=C-N1)C(=O)N[C@@]([H])(CC1=CN=C-N1)C(=O)O
615.73 Da
Evidence Records 1 records
Evidence 1 Activity

Activity

Antioxidative activity
(1) This peptide LLPHH yielded antioxidative activity against the peroxidation of linoleic acid in an aqueous system at pH 7.0. The antioxidative activity was measured with 0.9 μg of P3 and the peptide concentrations ranged from 3.3 × 10^-7 to 4.5 × 10^-5 M, in which range the antioxidative activity was dose dependent and no prooxidative activity was observed (data not shown). The peptide P3 had similar antioxidative activity for butylated hydroxyanisole in the range 10^-6 -10^-4 M. (2) The peptide LLPHH was designed based on an antioxidative peptide (Leu-Leu-Pro-His-His) derived from proteolytic digests of a soybean protein. It showed potent antioxidative activity, as shown in Table 1 [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

linoleic acid peroxidation
Enzymatic hydrolysis
Peptide obtained by hydrolysis of a soybean β-conglycinin (7S protein) by use of protease S.

Source & Reference

AODB
Chen, H.-M., Muramoto, K., Yamauchi, F. Structural Analysis of Antioxidative Peptides from Soybean .beta.-Conglycinin. Journal of Agricultural and Food Chemistry. 1995, 43, 574-8.
10.1021/jf00051a004
[1] Chen, H.-M., et al., Antioxidant Activity of Designed Peptides Based on the Antioxidative Peptide Isolated from Digests of a Soybean Protein. Journal of Agricultural and Food Chemistry, 1996. 44 (9): p. 2619-2623. [2] Huaming Chen †, Koji Muramoto , †, Fumio Yamauchi †, et al. Antioxidative Properties of Histidine-Containing Peptides Designed from Peptide Fragments Found in the Digests of a Soybean Protein.[J]. Journal of Agricultural & Food Chemistry, 1998, 46(1):49.
1995
DFBP

Other

Native peptide
Plant
Soybean protein
β-Conglycinin (7S protein)