• Title/Summary/Keyword: Dipeptides

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In Vitro Activity of Cyclic Dipeptides Against Gram-Positive and Gram-Negative Anaerobic Bacteria and Radioprotective Effect on Lung Cells

  • RHEE KI-HYEONG
    • Journal of Microbiology and Biotechnology
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    • v.16 no.1
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    • pp.158-162
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    • 2006
  • Cyclic dipeptides isolated from Streptomyces sp. have been shown to have antimicrobial activity as well as other potentially useful biological activities. The purpose of this study was to compare the in vitro activity of two cyclic dipeptides combined against anaerobic bacteria with the activity of other antimicrobial agents. Specifically, the in vitro activity of the combination of two cyclic dipeptides was investigated against 140 clinical isolates of anaerobic bacteria by the agar dilution method and was compared with that of erythromycin, cefoxitin, imipenem, clindamycin, and metronidazole. The cyclic dipeptide combination and imipenem were the most active antimicrobial agents tested. In addition, the cyclic dipeptide combination had a radioprotective effect on five normal human lung fibroblast cells, showing survival rates higher $(>90\%)$ than either of the two cyclic dipeptides alone $(<80\%)$.

Oral Administration of Glycine and Leucine Dipeptides Improves Skin Hydration and Elasticity in UVB-Irradiated Hairless Mice

  • Park, Jong Il;Lee, Ji Eun;Shin, Hyun Jun;Song, Soonran;Lee, Won Kyung;Hwang, Jae Sung
    • Biomolecules & Therapeutics
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    • v.25 no.5
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    • pp.528-534
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    • 2017
  • Placenta is a special organ that contains many nutrients such as growth factors, minerals, and bioactive peptides. Dipeptides of glycine and leucine are major components of porcine placenta extracts (PPE) that has been used as an alternative of human placenta extracts. In this study, we investigated whether major peptides of PPE, Glycyl-L-Leucine (Gly-Leu), L-Leucyl-Glycine (Leu-Gly), and L-Leucyl-L-Leucine (Leu-Leu), affect skin hydration and elasticity in vitro and in vivo. We found that Gly-Leu and Leu-Gly dipeptides induced the expression of transglutaminase 1 in normal human epidermal keratinocytes (NHEKs) whereas Leu-Leu dipeptides did not. Treatment with Gly-Leu or Leu-Gly significantly increased hyaluronan (HA) synthesis in NHEKs and the upregulation of hyaluronan synthase 2 (HAS2) mRNA level was confirmed. In addition, elastase activity was inhibited in NHEKs treated with Gly-Leu or Leu-Gly dipeptides. Oral administration of Gly-Leu or Leu-Gly dipeptides increased skin hydration and elasticity in UVB-irradiated hairless mice. The significant upregulation of HA in UVB-irradiated hairless mice was observed in response to oral administration of Gly-Leu or Leu-Gly. These results suggest that the major dipeptides of porcine placenta, Gly-Leu and Leu-Gly, are potentially active ingredients for skin moisturization formulations.

Biological functions of histidine-dipeptides and metabolic syndrome

  • Song, Byeng Chun;Joo, Nam-Seok;Aldini, Giancarlo;Yeum, Kyung-Jin
    • Nutrition Research and Practice
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    • v.8 no.1
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    • pp.3-10
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    • 2014
  • The rapid increase in the prevalence of metabolic syndrome, which is associated with a state of elevated systemic oxidative stress and inflammation, is expected to cause future increases in the prevalence of diabetes and cardiovascular diseases. Oxidation of polyunsaturated fatty acids and sugars produces reactive carbonyl species, which, due to their electrophilic nature, react with the nucleophilic sites of certain amino acids. This leads to formation of protein adducts such as advanced glycoxidation/lipoxidation end products (AGEs/ALEs), resulting in cellular dysfunction. Therefore, an effective reactive carbonyl species and AGEs/ALEs sequestering agent may be able to prevent such cellular dysfunction. There is accumulating evidence that histidine containing dipeptides such as carnosine (${\beta}$-alanyl-L-histidine) and anserine (${\beta}$-alanyl-methyl-L-histidine) detoxify cytotoxic reactive carbonyls by forming unreactive adducts and are able to reverse glycated protein. In this review, 1) reaction mechanism of oxidative stress and certain chronic diseases, 2) interrelation between oxidative stress and inflammation, 3) effective reactive carbonyl species and AGEs/ALEs sequestering actions of histidine-dipeptides and their metabolism, 4) effects of carnosinase encoding gene on the effectiveness of histidine-dipeptides, and 5) protective effects of histidine-dipeptides against progression of metabolic syndrome are discussed. Overall, this review highlights the potential beneficial effects of histidine-dipeptides against metabolic syndrome. Randomized controlled human studies may provide essential information regarding whether histidine-dipeptides attenuate metabolic syndrome in humans.

Species characterization of animal by muscle composition analysis I. The contents of histidine dipeptides in muscle from various species (근육조성에 따른 축종특이성 구명 I. 축종별 근육중 Histidine dipeptides 함량)

  • Lee, Myoung-heon;Kim, Sang-keun;Jung, Gab-soo;Park, Jong-myoung
    • Korean Journal of Veterinary Research
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    • v.39 no.3
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    • pp.478-488
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    • 1999
  • The contents of histidine dipeptides, a metabolic products of muscle protein, were investigated to compare muscle composition among the 9 domestic animals including cattle. In major domestic animals, analyzed the effects of age, part and sex of the animals on their muscle composition. Large amounts of carnosine($68.63{\pm}17.41{\mu}mol/g$) were detected in cattle and it was higher than other animals. Whereas the content of anserine showed high level in order of turkey, chickens and duck. The ratio of carnosine and anserine(C/A ratio) was different depending on the animal species. Statistical data indicated that difference among species was significant(p < 0.05). The contents of histidine dipeptides in heated muscle by boiling for 40 minutes at $110^{\circ}C$ was similar to thoes of raw muscle. C/A ratio in heated muscle was not different from that of raw muscle, indicating that no change has been made after heating process. The contents of carnosine and anserine were different according to the parts of their muscle. Especially chuck of the mammalian showed extremely low level of histidine dipeptides compared with other parts, while C/A ratio maintained certain level regardless of age, part, sex. Therefore, based on the content of histidine dipeptides, could be found the difference of muscle composition among the species. Also C/A ratio of horse, pig, cattle, duck, sheep and turkey were characteristic respectively.

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A Study on the Reaction Rates of Maillard Browning Reaction of Dipeptides with Xylose (Dipeptide류와 당에 의한 Maillard 갈색화반응의 반응속도에 관한 연구)

  • 김희주;안명수
    • Korean journal of food and cookery science
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    • v.12 no.1
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    • pp.108-114
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    • 1996
  • The study was carried out to compare the reaction rate of Maillard browning reaction of 2 dipeptides (Leucylglycine, Tryptophylglycine) and 4 amino acids (Lysine, Glycine, Leucine, Tryptophan) with xylose heated for 0∼24 hours at 60∼100$^{\circ}C$. 1. The color intensity of the browning mixture heated at 100$^{\circ}C$ for 24 hours was the highest in tryptophanxylose, and in order to tryptophylglycine-xylose > lysine-xylose > leucylglycine-ylose > leucine-xylose > glycine-xylose. 2. The reaction rate constants (k) determined from the browning pigment concentrate with time were similar to the result of the color intensity, that is, the k were the highest in the tryptophan-xylose. 3. The residual amounts of dipeptides, amino acids and xylose in the browning mixture diminished as the browning temperature increase. 4. The activation energies (Ea) calculated from k were the highest in leucine-xylose (143.72 J/mol) and the lowest in tryptophan-xylose (117.45 J/mol). The range of Q$\sub$10/ values were 2.84∼3.58.

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Protective Effects of Histidine Dipeptides on the Modification of Neurofilament-L by the Cytochrome c/Hydrogen Peroxide System

  • Kim, Nam-Hoon;Kang, Jung-Hoon
    • BMB Reports
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    • v.40 no.1
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    • pp.125-129
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    • 2007
  • Neurofilament-L (NF-L) is a major element of the neuronal cytoskeleton and is essential for neuronal survival. Moreover, abnormalities in NF-L result in neurodegenerative disorders. Carnosine and the related endogeneous histidine dipeptides prevent protein modifications such as oxidation and glycation. In the present study, we investigated whether histidine dipeptides, carnosine, homocarnosine, or anserine protect NF-L against oxidative modification during reaction between cytochrome c and $H_2O_2$. Carnosine, homocarnosine and anserine all prevented cytochrome c/$H_2O_2$-mediated NF-L aggregation. In addition, these compounds also effectively inhibited the formation of dityrosine, and this inhibition was found to be associated with the reduced formations of oxidatively modified proteins. Our results suggest that carnosine and histidine dipeptides have antioxidant effects on brain proteins under pathophysiological conditions leading to degenerative damage, such as, those caused by neurodegenerative disorders.

Dipeptides Inhibit Melanin Synthesis in Mel-Ab Cells through Down-Regulation of Tyrosinase

  • Lee, Hyun-E;Kim, Eun-Hyun;Choi, Hye-Ryung;Sohn, Uy-Dong;Yun, Hye-Young;Baek, Kwang-Jin;Kwon, Nyoun-Soo;Park, Kyoung-Chan;Kim, Dong-Seok
    • The Korean Journal of Physiology and Pharmacology
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    • v.16 no.4
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    • pp.287-291
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    • 2012
  • This study investigated the effects of proline-serine (PS) and valine-serine (VS) dipeptides on melanogenesis in Mel-Ab cells. Proline-serine and VS significantly inhibited melanin synthesis in a concentration-dependent manner, though neither dipeptide directly inhibited tyrosinase activity in a cell-free system. Both PS and VS down-regulated the expression of microphthalmia-associated transcription factor (MITF) and tyrosinase. In a follow-up study also described here, the effects of these dipeptides on melanogenesis-related signal transduction were quantified. Specifically, PS and VS induced ERK phosphorylation, though they had no effect on phosphorylation of the cAMP response element binding protein (CREB). These data suggest that PS and VS inhibit melanogenesis through ERK phosphorylation and subsequent down-regulation of MITF and tyrosinase. Properties of these dipeptides are compatible with application as skin-whitening agents.

Study of Antioxidant Activities of Synthetic Peptide Analogues (합성 펩타이드 유도체들의 황산화능)

  • Koo, Ja-Seok;Huh, Nam-Won;Kang, Shin-Won
    • Journal of the Korean Applied Science and Technology
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    • v.4 no.2
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    • pp.19-23
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    • 1987
  • The addition of dipeptides and 1,2-bis (aminoacyl) hydrazine derivatives a level of 250 ppm to corn oil resulted in the retardation of the oxidaitive deterioration of the oil when it was stored in the oven at $70^{\circ}C$ during 5 days. Their antioxidant activities were investigated by UV absorbance of the corn oil at the wavelength of 234nm. 1,2-bis (aminoacyl) hydrazine derivatives showed higher antioxidant activity than normal dipeptides. Dipeptides containing phenyl ring with which is conjugable a-carbon radical showed antioxidant activity.

Self-Assembly of Helical Pores from Nonpolar Dendritic Dipeptides

  • Percec, Virgil
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.29-30
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    • 2006
  • The synthesis of dendritic dipeptides $(4-3,4-3,5)12G2-CH_{2}-Boc-_{L}-Tyr-X-OMe\;where\;X\;=\;Gly,\;_{L}-Val,\;_{L}-Leu,\;_{L}-Ile,\;_{L}-Phe$, and L-Pro will be discussed. Their self-assembly in bulk and in solution and the structural and retrostructural analysis of their periodic assemblies will be compared to that of the previously reported and currently reinvestigated dendritic dipeptide with $X=_{L}-Ala$. All dendritic dipeptides containing as X nonpolar ${\alpha}-amino$ acids self-assemble into helical porous columns. The principles via which the aliphatic and aromatic substituents of X program the structure of the helical pores indicate synthetic pathways to helical pores with bioinspired functions based on artificial nonpolar ${\alpha}-amino$ acids will be discussed.

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Trichodermamide A and Aspergillazine A, Two Cytotoxic Modified Dipeptides from a Marine-Derived Fungus Spicaria elegans

  • Liu Rui;Gu Qian-Qun;Zhu Wei-Ming;Cui Cheng-Bin;Fan Guo-Tao
    • Archives of Pharmacal Research
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    • v.28 no.9
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    • pp.1042-1046
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    • 2005
  • Two known modified dipeptides, trichodermamide A (1) and aspergillazine A (2), were isolated from an ethyl acetate extract of the metabolite of a marine-derived fungus Spicaria elegans, and were found to have a weak cytotoxic effect on three cancer cell lines P388, A-549, and HL-60 agreed. To our knowledge, this is the first report on the isolation of compounds 1 and 2 from the fungus Spicaria elegans and their cytotoxic effect.