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Key Documents

A8052

Sigma-Aldrich

Arg-Gly-Asp

≥97% (TLC)

Synonym(s):

L-arginyl-glycyl-L-aspartic acid

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About This Item

Empirical Formula (Hill Notation):
C12H22N6O6
CAS Number:
Molecular Weight:
346.34
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

Quality Level

assay

≥97% (TLC)

form

powder

technique(s)

cell culture | stem cell: suitable

UniProt accession no.

storage temp.

−20°C

SMILES string

N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(O)=O

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

InChI key

IYMAXBFPHPZYIK-BQBZGAKWSA-N

Gene Information

human ... FN1(2335)

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Amino Acid Sequence

Arg-Gly-Asp

General description

Arg-Gly-Asp (RGD) is an integrin binding site, which belongs to the class of adhesive proteins. It functions as a brain tumor targeting ligand.

Application

Arg-Gly-Asp has been used:
  • to saturate the cell surface Arg-Gly-Asp (RGD) receptors and inhibit marrow stromal cell (MSC) attachment to peptide modified hydrogel
  • in adhesion assay
  • in inhibition assay to confirm the β1-integrin-dependency of cell adhesion
  • in textile fabrication and RGD textile functionalization
  • to engineer a population of human dermal fibroblasts with impaired migration
  • to modify glass substrate and evaluate the behavior of human bone marrow mesenchymal stem cells (hBM-MSCs)
  • in the cell culture of human mammary epithelial cells

Biochem/physiol Actions

Primary sequence involved with the binding of proteins to cell surfaces

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Tripeptide from the cell-attachment domain of fibronectin

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Evaluation of the Osteoblast Behavior to PGA Textile Functionalized with RGD as a Scaffold for Bone Regeneration
Ortiz M, et al.
Journal of Nanomaterials, 2017 (2017)
The effect of incorporating RGD adhesive peptide in polyethylene glycol diacrylate hydrogel on osteogenesis of bone marrow stromal cells
Yang F, et al.
Biomaterials, 26(30), 5991-5998 (2005)
Targeted and theranostic applications for nanotechnologies
Nanotechnologies in Preventive and Regenerative Medicine: An Emerging Big Picture, 399-399 (2017)
Stijn F M van Dongen et al.
Advanced materials (Deerfield Beach, Fla.), 25(12), 1687-1691 (2013-01-29)
There's an APP for that: cell-repellent APP (azido-[polylysine-g-PEG]) is used to create substrates for spatially controlled dynamic cell adhesion. The simple addition of a functional peptide to the culture medium rapidly triggers cell adhesion. This highly accessible yet powerful technique
CCN2 promotes keratinocyte adhesion and migration via integrin alpha5beta1
Kiwanuka E, et al.
Experimental Cell Research, 319(19), 2938-2946 (2013)

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