GRADE & PURITY 10mM in Water

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

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

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

Specifications

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

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C(CC(C(=O)NCC(=O)NC(CC(=O)O)C(=O)O)N)CN=C(N)N
• IUPAC Name: (2S)-2-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]butanedioic acid
• InChIKey: IYMAXBFPHPZYIK-BQBZGAKWSA-N
• 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
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

Homo sapiens (32628 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ITGB3 Tclin Integrin alpha-V/beta-3 (2708 Activities)

Discover Target: ITGB3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ITGB3 Tclin Integrin alpha-IIb/beta-3 (3481 Activities)

Discover Target: ITGB3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ITGB1 Tclin Integrin alpha-5/beta-1 (686 Activities)

Discover Target: ITGB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

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

References

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).  [PMID:37764467] [10.3390/molecules28186692]

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,      [PMID:37772672] [10.1039/D3BM00923H]

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).  [PMID:] [10.1002/pep2.24302]

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,      [PMID:36328126] [10.1016/j.actbio.2022.10.058]

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).  [PMID:35765336] [10.1039/D2RA02301F]

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,      [PMID:35679748] [10.1016/j.jphotobiol.2022.112487]

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,      [PMID:] [10.1016/j.mtcomm.2022.103166]

8. Juan Liu, Xixue Hu, Shubin Jin, Xing-Jie Liang, Xiaowei Ma.  (2021)  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).  [PMID:34935843] [10.1039/D1TB02540F]

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,      [PMID:] [10.1016/j.colsurfa.2021.127471]

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,      [PMID:35025478] [10.1021/acsabm.0c00112]

11. Renuka Khatik, Zhengyun Wang, Debo Zhi, Sonia Kiran, Pankaj Dwivedi, Gaolin Liang, Bensheng Qiu, Qing Yang.  (2019)  Integrin αvβ3 Receptor Overexpressing on Tumor-Targeted Positive MRI-Guided Chemotherapy.  ACS Applied Materials & Interfaces,      [PMID:31805767] [10.1021/acsami.9b16648]

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,      [PMID:] [10.1016/j.jddst.2019.101202]

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).  [PMID:31067350] [10.1002/jbm.a.36711]

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,      [PMID:] [10.1016/j.colsurfa.2017.02.073]

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,      [PMID:38971121] [10.1016/j.biomaterials.2024.122696]

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,      [PMID:38829027] [10.1002/smll.202402040]

17. Mu He, Ting Liu, Hongchao Zhao, Tianran Zheng, Maonan Chen, Hengcheng Zhu, Kang yang.  (2025)  Nanoplatform for renal ischemia-reperfusion injury repair: Modulating macrophage polarization, oxidative stress, and mitophagy.  Biomaterials Advances,      [PMID:41506100] [10.1016/j.bioadv.2025.214697]