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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
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

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,[1] which belongs to the class of adhesive proteins.[2] It functions as a brain tumor targeting ligand.[3]

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[4]
  • in adhesion assay[5]
  • in inhibition assay to confirm the β1-integrin-dependency of cell adhesion[6]
  • in textile fabrication and RGD textile functionalization[7]
  • to engineer a population of human dermal fibroblasts with impaired migration[8]
  • to modify glass substrate and evaluate the behavior of human bone marrow mesenchymal stem cells (hBM-MSCs)[9]
  • in the cell culture of human mammary epithelial cells[10]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH7083
BCCF2800
BCCB4405
BCBV5526
BCBS5278V

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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)
CCN2 promotes keratinocyte adhesion and migration via integrin alpha5beta1
Kiwanuka E, et al.
Experimental Cell Research, 319(19), 2938-2946 (2013)
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. Can this peptide be filtered through a 0.2 um filter?

    1 answer

    1. This product is soluble in water (20 to 50 mg/ml) and in 0.1 N acetic acid (20 mg/ml). The filter used was CA (cellulose acetate, PES, Nylon, and PVDF). It is recommended to use low protein binding filter. Here are the protein binding characteristics for syringe filter materials:

      Helpful?

  2. Stability of RGD in DNAase-free water and stored at -80 up to what time it remain stable?

    1 answer

    1. The solution stability of this product has not been evaluated. Several commercial sources have reported that RGD peptides are stable up to 3 months at 4 deg. C. Other sources note that solutions are only stable for 24 hours. No information is available on storage at -80 C. The solution storage of this product would have to be determined by the end user.

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