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Merck

A8052

Sigma-Aldrich

Arg-Gly-Asp

≥97% (TLC)

Sinónimos:

L-arginyl-glycyl-L-aspartic acid

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About This Item

Fórmula empírica (notación de Hill):
C12H22N6O6
Número de CAS:
Peso molecular:
346.34
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

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)


Certificados de análisis (COA)

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Engineering the migration and attachment behaviour of primary dermal fibroblasts
Garcia-Gareta E, et al.
Biotechnology and Bioengineering (2019)
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)
Functional role of Arg-Gly-Asp (RGD)-binding sites on beta1 integrin in embryo implantation using mouse blastocysts and human decidua
Shiokawa S, et al.
Biology of Reproduction, 60(6), 1468-1474 (1999)
Leo J Hofland et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 46 Suppl 1, 191S-198S (2005-01-18)
The presence of a high density of somatostatin receptors (SSRs) on human tumors forms the basis for the successful visualization of primary tumors and their metastases using radiolabeled somatostatin analogs. In recent years somatostatin analogs, coupled to beta-emitting radioisotopes, have

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