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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:
99896-85-2
Molecular Weight:
346.34
MDL number:
MFCD00057952
UNSPSC Code:
12352209
PubChem Substance ID:
24891310
NACRES:
NA.32

biological source

synthetic

Assay

≥97% (TLC)

form

powder

technique(s)

cell culture | stem cell: suitable

UniProt accession no.

P02751

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A8052-BULK:
A8052-5MG:
A8052-10MG:
A8052-VAR:
A8052-1MG:

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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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
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)
Cell attachment to thrombospondin: the role of ARG-GLY-ASP, calcium, and integrin receptors.
Lawler J, et al.
The Journal of cell biology, 107(6), 2351-2361 (1988)
Bio-active molecules modified surfaces enhanced mesenchymal stem cell adhesion and proliferation
Mobasseri R, et al.
Biochemical and biophysical research communications, 483(1), 312-317 (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
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