基本情報
- CAS
91037-65-9- 標準SMILES
NC(N)=NCCC[C@H](N)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O- InChIKey
NNRFRJQMBSBXGO-CIUDSAMLSA-N- 分子式
- C15H27N7O8
- 平均分子量
- 433.42 g/mol
- 単同位体質量
- 433.19211085
概要
Arg-Gly-Asp-Ser peptide is an organic molecular entity. It has a role as an anti-inflammatory agent.
名称と識別子
- 優先名称
- Fibronectin tetrapeptide
- IUPAC
- (3S)-3-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]-4-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-4-oxobutanoic acid
- 現地名
- H-ARG-GLY-ASP-SER-OH
- 英語名
- Arg-Gly-Asp-Ser
- 分子式
- C15H27N7O8
- 分子量
- 433.42
名称と別名
Arg-gly-asp-ser91037-65-9Rgds peptideFibronectin tetrapeptideArginyl-glycyl-aspartyl-serineAC6UDA2MFCL-Serine, L-arginylglycyl-L-alpha-aspartyl-RefChem:113929RGDSH-Arg-Gly-Asp-Ser-OHMFCD00076452CHEMBL265628
名称をさらに表示
RGDSペプチドRGDS - 5 mgRGDS 1/2ACOH 2H2OL-ARG-GLY-ASP-SERArg-Gly-Asp-Ser-OHRGDS/ARG-GLY-ASP-SERFIBRONECTIN INHIBITOR
C15H27N7O8(3S)-3-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]-4-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-4-oxobutanoic acidHY-12290C77102Q27273860(S)-3-[2-((S)-2-Amino-5-guanidino-pentanoylamino)-acetylamino]-N-((R)-1-carboxy-2-hydroxy-ethyl)-succinamic acidL-Arginylglycyl-L-alpha-aspartyl-L-serineUNII-AC6UDA2MFC
データベース識別子
- CAS
91037-65-9- PubChem CID
- 107775
- DTXSID
DTXSID50920002
物性
構造計算による物性
- XLogP
- -7.3
- 極性表面積
- 273 Ų
- 水素結合供与体数
- 9
- 水素結合受容体数
- 10
- 回転可能結合数
- 14
- 重原子数
- 30
- 形式電荷
- 0
- 複雑度
- 665
物理化学的性質
- 融点
- 183 · 183-187℃
- 比重(密度)
- 1.65 · 1.65±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 21.65 mg/mL · ≥21.65 mg/mL in H2O; insoluble in EtOH; insoluble in DMSO
- 酸解離定数(Pka)
- 2.84 · 2.84±0.10(Predicted)
- 外見
- 白色からオフホワイトの粉末
- 色
- White to off-white
- 由来生物
- synthetic
- 水溶解度
- 1 mg/mlで水に溶ける · 1mg/mlで水に溶ける
- InChIKey
- NNRFRJQMBSBXGO-CIUDSAMLSA-N
- SMILES
- N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CO)C(O)=O
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
安全データ
- wgk
- 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
応用分野
使用Arg-Gly-Asp-Ser has been used:to study its effects on cell attachment in ratsto analyse the interaction of fibrinogen with erythrocytes occurs through integrin related receptorto pretreat the cells, to assess the role of integrin in the cell attachment processto test its competition with platelet-secreted, nanosheet-adsorbed proteins for binding to glycoprotein IIIa (GPIIIa)
一般的な説明The tetrapeptide Arg-Gly-Asp-Ser (RGDS) is a key component of the cell attachment domain of fibronectin. The RGDS sequence was found initially to promote the attachment of rat kidney fibroblasts (NRKcells) to fibronectin and synthetic fibronectin peptides coupled to protein-coated plastic. Further investigation indicated that the free RGDS peptide inhibited the attachment of NRK cells to fibronectin coated substrates. The RGDS sequence has been shown to occur in several other proteins, such as the λ receptor on E. coli and the Sindbis coat protein. RGDS is also a target sequence for spirochete adherence of the syphilis bacterium Treponema pallidum.RGDS has been shown to block fibrinogen-induced aggregation of intact erythrocytes and specific binding of fibrinogen to erythrocyte membranes. The effect of RGDS on transforming growth factor 1 (TGF1) mRNA expression and secretion in cultured human mesangial cells has been investigated. RGDS has been utilized in a study of integrin-mediated signal transduction in cultured cells from the sponge Suberites domuncula. RGDS has been demonstratedto mitigate the binding of Mycobacterium tuberculosis to murine alveolar macrophages
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