精氨酸-甘氨酸-天冬氨酸-丝氨酸

CAS: 91037-65-9 货号: A101721 分子式: C15H27N7O8 分子量: 433.42
有货
级别和纯度: ≥95%(HPLC)
别名
L-精氨酰甘氨酰-L-alpha-天冬氨酰-L-丝氨酸
储存条件
-20°C储存
运输条件
超低温运输
★
规格
库存
价格
数量
2mg
A101721-2mg
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¥155.90
5mg
A101721-5mg
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¥274.90
25mg
A101721-25mg
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¥606.90
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为什么选择此级别

提供 ≥95%(HPLC) 纯度,适用于对基线干扰要求严格的色谱和分析工作流程。

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储存与运输

-20°C储存。超低温运输 。请查阅批次 COA 获取详细规格。

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质量文档

SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 1 篇同行评审文献引用。

概述

Arg-Gly-Asp-Ser.It 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.It 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 β1 (TGFβ1) 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 demonstrated to mitigate the binding of Mycobacterium tuberculosis to murine alveolar macrophages.A tetrapeptide that supports fibroblast attachment and inhibits fibronectin binding.

Arg-Gly-Asp-Ser.It 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.It 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 β1 (TGFβ1) 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 demonstrated to mitigate the binding of Mycobacterium tuberculosis to murine alveolar macrophages.
A tetrapeptide that supports fibroblast attachment and inhibits fibronectin binding.

规格

别名
L-精氨酰甘氨酰-L-alpha-天冬氨酰-L-丝氨酸
英文别名
RGDS | (S)-3-[2-((S)-2-Amino-5-guanidino-pentanoylamino)-acetylamino]-N-((R)-1-carboxy-2-hydroxy-ethyl)-succinamic acid | A916494 | C77102 | HY-12290 | Q27273860 | 3-[(S)-2-((S)-2-Amino-5-guanidino-pentanoylamino)-acetylamino]-N-(1-carboxy-2-hydroxy-ethyl
规格或纯度
≥95%(HPLC)
英文名称
Arg-Gly-Asp-Ser
生化机理
在纤连蛋白,纤维蛋白原α和von Willebrand因子上发现保守的四肽序列Arg-Gly-Asp-Ser(RGDS)。与细胞表面的整合素结合。抑制\ xa0凝血酶诱导的血小板与纤连蛋白,纤维蛋白原αa的结合
储存条件
-20°C储存
运输条件
超低温运输
作用类型
抑制剂
备注
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纯度
≥95%(HPLC)
名称和识别符
PubChem SID
分子类型
蛋白质
IUPAC Name
(3S)-3-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]-4-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-4-oxobutanoic acid
INCHI
1S/C15H27N7O8/c16-7(2-1-3-19-15(17)18)12(27)20-5-10(24)21-8(4-11(25)26)13(28)22-9(6-23)14(29)30/h7-9,23H,1-6,16H2,(H,20,27)(H,21,24)(H,22,28)(H,25,26)(H,29,30)(H4,17,18,19)/t7-,8-,9-/m0/s1
InChi Key
NNRFRJQMBSBXGO-CIUDSAMLSA-N
Smiles
C(CC(C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)O)N)CN=C(N)N
Isomeric SMILES
C(C[C@@H](C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O)N)CN=C(N)N
分子量
433.42
Reaxy-Rn
25367485
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25367485&ln=

技术文档

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高级数据

系统学分类

分类树(Taxonomy Tree)

界(kingdom) 有机化合物
超类(Superclass) 有机酸及其衍生物
类(Class) 羧酸及其衍生物
亚类(Subclass) 氨基酸、肽和类似物
中间层级节点(Intermediate Tree Nodes) 肽
直接上位类(Direct Parent) 寡肽
其他上位类(Alternative Parents) 天冬氨酸及其衍生物  N-酰基-L-α-氨基酸  丝氨酸及其衍生物  α-氨基酸酰胺  β羟基酸及其衍生物  N-酰胺  脂肪酸及其共轭物  二羧酸及其衍生物  仲羧酸酰胺  氨基酸  胍类  炔丙基型1,3-偶极有机化合物  甲脒类  羧酸  碳氢化合物衍生物  羰基化合物  单烷基胺  有机氧化物  有机光子化合物  伯醇  
分子骨架(Molecular Framework) 脂肪族无环化合物
取代基(Substituents) 羟基苯甲酸酯 - 脂肪族非环化合物 - α-氨基酸酰胺 - α-氨基酸或其衍生物 - α-寡肽 - 氨基酸 - 氨基酸 - 氨基酸或其衍生物 - 琥珀酸或其衍生物 - β-羟基酸 - 羰基 - 羧酰胺基 - 羧酰亚胺 - 羧酰胺基 - 二羧酸或其衍生物 - 脂肪酸 - 脂肪酰基 - 脂肪酰胺 - 胍 - 烃衍生物 - 羟基酸 - N-乙酰基-α-氨基酸或其衍生物 - N-酰基-α-氨基酸 - N-酰胺基胺 - N-酰基-L-α-氨基酸 - N-取代-α-氨基酸 - 有机1,3-双极性化合物 - 有机硝基化合物 - 有机氧化物 - 有机氧化合物 - 有机氮化合物 - 有机氧化合物 - 有机氮化合物 - 初级醇 - 初级脂肪胺 - 初级胺 - 丙炔型1,3-双极性有机化合物 - 醛基 - 丝氨酸或其衍生物
描述(Description) 该化合物属于有机化合物中的寡肽类。这类有机化合物由三个至十个α-氨基酸通过肽键连接而成。
外部描述符(External Descriptors) 暂无
三维结构
交互式化学结构模型





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ITGB3 Tclin Integrin alpha-IIb/beta-3 (3481 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ITGB1 Tclin Integrin alpha-5/beta-1 (686 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ITGB3 Tclin Integrin alpha-2/beta-3 (21 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ITGB3 Tclin Integrin alpha-3/beta-3 (47 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
关联靶点(其它种属)
Sele Selectin E (1 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
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活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
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Rattus norvegicus (775804 活性数据)
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B16 (5829 活性数据)
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rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Blood (6 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Aorta (2975 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Itga2b Integrin subunit alpha 2b/beta-3 (18 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
作用机制
作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献
化学和物理性质
溶解性
Soluble in water (1 mg/ml), yielding a clear, colorless solution.
密度
1.65
分子量
433.420 g/mol
XLogP3
-7.300
氢键供体数Hydrogen Bond Donor Count
9
氢键受体数Hydrogen Bond Acceptor Count
10
可旋转键计数Rotatable Bond Count
14
精确质量Exact Mass
433.192 Da
单同位素质量Monoisotopic Mass
433.192 Da
拓扑极表面积Topological Polar Surface Area
273.000 Ų
重原子数Heavy Atom Count
30
形式电荷Formal Charge
0
复杂度Complexity
665.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
3
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性(GHS)
WGK Germany
3
个人防护装备
Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter
质检证书(CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
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批号(Lot Number) 证书类型 货号
D1828171 分析证书 A101721
D1828170 分析证书 A101721
技术文档和文章
PEG 基水凝胶光交联与图案化(2D/3D):原理、方法对比与产品选型指引
Photo-Crosslinking and Patterning of PEG-Based Hydrogels (2D/3D): Principles, Method Comparisons, and Product Selection Guidelines
可降解聚乙二醇水凝胶如何构建可调细胞微环境:二维/三维培养中的黏附、降解、释放与实验判断
How Degradable Poly(ethylene glycol) Hydrogels Build Tunable Cellular Microenvironments: Adhesion, Degradation, Release, and Experimental Interpretation in 2D/3D Culture
把水凝胶支架设计成可编程细胞微环境:从点击化学功能化到三维细胞培养实验设计
Designing Hydrogel Scaffolds as Programmable Cell Microenvironments: From Click-Chemistry Functionalization to 3D Cell Culture Experimental Design
棕榈酰五肽-4如何作用于皮肤:从KTTKS序列、皮肤递送到胶原基质响应
How Palmitoyl Pentapeptide-4 Acts on the Skin: From the KTTKS Sequence and Skin Delivery to Collagen Matrix Responses
穿膜肽、靶向肽与自组装肽:作用机制与功能应用
Cell-Penetrating, Targeting, and Self-Assembling Peptides: Mechanisms and Functional Applications
此产品的引用文献
溶液计算器