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Arg-Gly-Asp - 10mM in Water, high purity , CAS No.99896-85-2

    Grade & Purity:
  • 10mM in Water
In stock
Item Number
A427230
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A427230-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$167.90

Primary sequence involved in cell adhesion

View related series
Compound libraries (12325)

Basic Description

Synonyms Arg-gly-asp | 99896-85-2 | Arginyl-glycyl-aspartic acid | Rgd peptide | Arginylglycylaspartic acid | L-Aspartic acid, L-arginylglycyl- | F-336 | arginine-glycine-aspartic acid | 119865-10-0 | RGD | (2S)-2-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]a
Specifications & Purity 10mM in Water
Biochemical and Physiological Mechanisms Primary sequence involved with the binding of proteins to cell surfaces.Primary sequence involved with the binding of proteins to cell surfaces. Promotes cell adhesion. Found in many integrin ligands. Strong affinity and selectivity to the alpha(V)beta(3)
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Amino Acid Sequence Arg-Gly-Asp
Preparation Note Tripeptide from the cell-attachment domain of fibronectin

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct Parent Oligopeptides
Alternative Parents Aspartic acid and derivatives  N-acyl-L-alpha-amino acids  Alpha amino acid amides  Dicarboxylic acids and derivatives  Fatty acids and conjugates  N-acyl amines  Secondary carboxylic acid amides  Amino acids  Guanidines  Carboxylic acids  Carboximidamides  Propargyl-type 1,3-dipolar organic compounds  Organic oxides  Organopnictogen compounds  Carbonyl compounds  Hydrocarbon derivatives  Monoalkylamines  
Molecular Framework Aliphatic acyclic compounds
Substituents Alpha-oligopeptide - Aspartic acid or derivatives - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - N-acyl-l-alpha-amino acid - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - N-acyl-amine - Fatty acyl - Fatty acid - Dicarboxylic acid or derivatives - Fatty amide - Guanidine - Secondary carboxylic acid amide - Carboxamide group - Amino acid - Amino acid or derivatives - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Amine - Primary aliphatic amine - Primary amine - Organooxygen compound - Organonitrogen compound - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
External Descriptors Not available

Associated Targets(Human)

Homo sapiens (32628 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ITGB3 Tclin Integrin alpha-V/beta-3 (2708 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ITGB3 Tclin Integrin alpha-IIb/beta-3 (3481 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ITGB1 Tclin Integrin alpha-5/beta-1 (686 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2S)-2-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]butanedioic acid
INCHI InChI=1S/C12H22N6O6/c13-6(2-1-3-16-12(14)15)10(22)17-5-8(19)18-7(11(23)24)4-9(20)21/h6-7H,1-5,13H2,(H,17,22)(H,18,19)(H,20,21)(H,23,24)(H4,14,15,16)/t6-,7-/m0/s1
InChIKey IYMAXBFPHPZYIK-BQBZGAKWSA-N
Smiles C(CC(C(=O)NCC(=O)NC(CC(=O)O)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)O)N)CN=C(N)N
WGK Germany 3
Molecular Weight 346.34
Reaxy-Rn 36821401
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36821401&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 346.340 g/mol
XLogP3 -6.000
Hydrogen Bond Donor Count 7
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 11
Exact Mass 346.16 Da
Monoisotopic Mass 346.16 Da
Topological Polar Surface Area 223.000 Ų
Heavy Atom Count 24
Formal Charge 0
Complexity 504.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Hongcai Wang, Ruhong Yin, Xiuqiong Chen, Ting Wu, Yanan Bu, Huiqiong Yan, Qiang Lin.  (2023)  Construction and Evaluation of Alginate Dialdehyde Grafted RGD Derivatives/Polyvinyl Alcohol/Cellulose Nanocrystals IPN Composite Hydrogels.  MOLECULES,  28  (18): (6692). 
2. Tingting Zhao, Ting Shu, Jinrong Lang, Ziyu Cui, Ping Li, Shi Wang.  (2023)  An Fe-organic framework/arginine–glycine–aspartate peptide-modified sensor for electrochemically detecting nitric oxide released from living cells.  Biomaterials Science,     
3. Anqi Wang, Kai Yue, Yiang Wei, Weishen Zhong, Genpei Zhang.  (2022)  Temperature-induced structural change of integrin αvβ3 receptor and its interaction with the RGD peptide ligand.  Peptide Science,  115  (2): (e24302). 
4. Lang Bai, Qian Han, Zijie Meng, Baojun Chen, Xiaoli Qu, Meiguang Xu, Yanwen Su, Zhennan Qiu, Yuan Xue, Jiankang He, Jing Zhang, Zhanhai Yin.  (2022)  Bioprinted living tissue constructs with layer-specific, growth factor-loaded microspheres for improved enthesis healing of a rotator cuff.  Acta Biomaterialia,  154  (275). 
5. Lingling Xu, Chuan Zhou, Fan Wang, Huiqin Liu, Guangyuan Dong, Siyi Zhang, Tao Liu.  (2022)  Functional drug carriers formed by RGD-modified β-CD-HPG for the delivery of docetaxel for targeted inhibition of nasopharyngeal carcinoma cells.  RSC Advances,  12  (28): (18004-18011). 
6. Chunhong Mo, Zhao Wang, Jianying Yang, Yiqiang Ouyang, Qian Mo, Shuting Li, Ping He, Limin Chen, Xinchun Li.  (2022)  Rational assembly of RGD/MoS2/Doxorubicin nanodrug for targeted drug delivery, GSH-stimulus release and chemo-photothermal synergistic antitumor activity.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY,  233  (112487). 
7. Xinyu Xu, Hao Wang, Shuling Zhang, Xiaohan Mei, Boda Ying, Ruiyan Li, Yanguo Qin.  (2022)  ECM-inspired 3D printed polyetherimide scaffold with Arg-Gly-Asp peptides for the improvement of bioactivity and osteogenic differentiation of osteoblasts.  Materials Today Communications,  30  (103166). 
8. Juan Liu, Xixue Hu, Shubin Jin, Xing-Jie Liang, Xiaowei Ma.  (2022)  Enhanced anti-tumor activity of a drug through pH-triggered release and dual targeting by calcium phosphate-covered mesoporous silica vehicles.  Journal of Materials Chemistry B,  10  (3): (384-395). 
9. Wenjiang Huang, Di Mei, Junlong Zhang, Dongfang Chen, Jingan Li, Liguo Wang, Yifan Zhou, Shijie Zhu, Shaokang Guan.  (2021)  Improved corrosion resistance and cytocompatibility of Mg–Zn–Y–Nd alloy by the electrografted polycaprolactone coating.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,  629  (127471). 
10. Xuebin Ma, Xin Liu, Penghui Wang, Xiaoxue Wang, Rong Yang, Shuai Liu, Zhiwen Ye, Bo Chi.  (2020)  Covalently Adaptable Hydrogel Based on Hyaluronic Acid and Poly(γ-glutamic acid) for Potential Load-Bearing Tissue Engineering.  ACS Applied Bio Materials,  (7): (4036–4043). 
11. Renuka Khatik, Zhengyun Wang, Debo Zhi, Sonia Kiran, Pankaj Dwivedi, Gaolin Liang, Bensheng Qiu, Qing Yang.  (2020)  Integrin αvβ3 Receptor Overexpressing on Tumor-Targeted Positive MRI-Guided Chemotherapy.  ACS Applied Materials & Interfaces,  12  (1): (163–176). 
12. Mei Wei, Taicheng Lu, Zhenzhen Nong, Guo Li, Xin Pan, Yiming Wei, Yanfang Yang, Nini Wu, Jing Huang, Meishi Pan, Xuehua Li, Fayan Meng.  (2019)  Reductive response and RGD targeting nano-graphene oxide drug delivery system.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  53  (101202). 
13. Sheng Wang, Baolin Zhang, Lichao Su, Wan Nie, Dong Han, Guihua Han, Hao Zhang, Chuangang Chong, Jie Tan.  (2019)  Subcellular distributions of iron oxide nanoparticles in rat brains affected by different surface modifications.  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A,  107  (9): (1988-1998). 
14. Dandan Ma, Naizhen Zhou, Tianzhu Zhang, Ke Hu, Xiao’e Ma, Ning Gu.  (2017)  Photoresponsive smart hydrogel microsphere via host-guest interaction for 3D cell culture.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,  522  (97). 
15. Yujun Zhang, Shijing Wang, Hyeonji Rha, Chang Xu, Yue Pei, Xiaoyuan Ji, Junmin Zhang, Ruitao Lu, Shaochong Zhang, Zhongjian Xie, Jong Seung Kim.  (2024)  Bifunctional black phosphorus quantum dots platform: Delivery and remarkable immunotherapy enhancement of STING agonist.  BIOMATERIALS,  311  (122696). 
16. Zhoujiang Chen, Lianlin Long, Ji Wang, Mingli Jiang, Wei Li, Wenguo Cui, Liang Zou.  (2024)  Enhanced Tumor Site Accumulation and Therapeutic Efficacy of Extracellular Matrix-Drug Conjugates Targeting Tumor Cells.  Small,    (2402040). 

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