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G1269

Gly-Arg-Gly-Asp-Ser-Pro-Lys

≥97% (HPLC)

Synonym(s):

GRGDSPK

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About This Item

Empirical Formula (Hill Notation):
C28H49N11O11
CAS Number:
111119-28-9
Molecular Weight:
715.76
MDL number:
MFCD00076462
UNSPSC Code:
12352209
PubChem Substance ID:
24895055
NACRES:
NA.32
Form:
powder
Assay:
≥97% (HPLC)
Biological source:
human
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biological source

human

Quality Level

200

assay

≥97% (HPLC)

form

powder

technique(s)

blocking: suitable, ligand binding assay: suitable

storage temp.

−20°C

SMILES string

NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC(=O)CN)C(O)=O

InChI

1S/C28H49N11O11/c29-8-2-1-5-16(27(49)50)37-25(47)19-7-4-10-39(19)26(48)18(14-40)38-24(46)17(11-22(43)44)36-21(42)13-34-23(45)15(35-20(41)12-30)6-3-9-33-28(31)32/h15-19,40H,1-14,29-30H2,(H,34,45)(H,35,41)(H,36,42)(H,37,47)(H,38,46)(H,43,44)(H,49,50)(H4,31,32,33)/t15-,16-,17-,18-,19-/m0/s1

InChI key

ZRVZOBGMZWVJOS-VMXHOPILSA-N

Gene Information

human ... ITGA2B(3674), ITGAV(3685)

General description

Gly-Arg-Gly-Asp-Ser-Pro-Lys is a RGD peptide. Naturally occurring RGD peptides, present in the ECM (extracellalar matrix) proteins, are involved in facilitating integrin-mediated cell adhesion to matrix proteins. RGD peptide is present as repeats in cell-adhesion protein, such as fibronectin and vitronectin. This tripeptide is recognized by cells by specific integrins (e.g. β1 , β3 , and β5 subunits), present on the cell surface and associated with the actin filament via the FA (focal adhesion)-complex.

Application

Gly-Arg-Gly-Asp-Ser-Pro-Lys (RGD peptide) has been used-
  • as a blocking peptide to inhibit integrin-fibronectin binding
  • in adhesion assay performed on porcine trophectoderm to study the influence of TGFβ (transforming growth factor) on cell adhesion
  • for incubation of MC3T3-E1 osteoblast cells to determine its effect on cell adhesion measured by AFM (atomic force microscopy)
  • for the preparation of RGD.Flt23k.NR nanoparticles
  • to determine the involvement of RGD-integrin bonding in cell adhesion process

Biochem/physiol Actions

Fibronectin analog that binds to integrins.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
128K1925
098K1173
088K1468
117K12531
117K1253

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Yang Kyung Cho et al.
Investigative ophthalmology & visual science, 53(4), 2328-2336 (2012-03-20)
To determine if nanoparticles delivering plasmids expressing Flt23k (an anti-VEGF intraceptor) can enhance murine cornea transplant survival and whether their effect is synergistic with steroid therapy. Biodegradable PLGA Flt23k loaded or blank nanoparticles were prepared using the emulsion solvent evaporation
Kazuyuki Onodera et al.
European journal of cell biology, 84(1), 45-58 (2005-02-24)
Biomechanical forces are major epigenetic factors that determine the form and differentiation of skeletal tissues, and may be transduced through cell adhesion to the intracellular biochemical signaling pathway. To test the hypothesis that stepwise stretching is translated to molecular signals
Lily Y Koo et al.
Journal of cell science, 115(Pt 7), 1423-1433 (2002-03-16)
Integrin-mediated cell adhesion is central to cell survival, differentiation and motility. Many cell responses induced by integrins require both receptor occupancy and receptor aggregation, and appear to be regulated by both biochemical and biophysical means. Multidomain extracellular matrix molecules may
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Global Trade Item Number

SKUGTIN
G1269-1MG04061826738627