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G1269

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

Name: Gly-Arg-Gly-Asp-Ser-Pro-Lys
Brand: SIGMA

≥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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Properties

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)

Description

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)

Regulatory Information

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Requirement of the NPXY motif in the integrin beta 3 subunit cytoplasmic tail for melanoma cell migration in vitro and in vivo.

E J Filardo et al.

The Journal of cell biology, 130(2), 441-450 (1995-07-01)

The NPXY sequence is highly conserved among integrin beta subunit cytoplasmic tails, suggesting that it plays a fundamental role in regulating integrin-mediated function. Evidence is provided that the NPXY structural motif within the beta 3 subunit, comprising residues 744-747, is

Integrin-mediated signaling regulates AP-1 transcription factors and proliferation in osteoblasts.

E A Cowles et al.

Journal of biomedical materials research, 52(4), 725-737 (2000-10-18)

Since osteoblast proliferation is critical for bone development, the effect of bone extracellular matrix (ECM) proteins on osteoblast signaling and proliferation in serum-free medium was investigated. Proliferation was highest in primary rat calvarial osteoblasts cells grown on fibronectin but less

Preparation of arginine-glycine-aspartic acid-modified biopolymeric nanoparticles containing epigalloccatechin-3-gallate for targeting vascular endothelial cells to inhibit corneal neovascularization.

Che-Yi Chang et al.

International journal of nanomedicine, 12, 279-294 (2017-01-25)

Neovascularization (NV) of the cornea can disrupt visual function, causing ocular diseases, including blindness. Therefore, treatment of corneal NV has a high public health impact. Epigalloccatechin-3-gallate (EGCG), presenting antiangiogenesis effects, was chosen as an inhibitor to treat human vascular endothelial

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Global Trade Item Number

SKU	GTIN
G1269-1MG	04061826738627

Key Documents

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

≥97% (HPLC)

Select a Size

About This Item

biological source

Quality Level

assay

form

technique(s)

storage temp.

SMILES string

InChI

InChI key

Gene Information

General description

Application

Biochem/physiol Actions

Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Regulatory Information

Documentation

Certificates of Analysis (COA)

Already Own This Product?

Peer Reviewed Papers

Global Trade Item Number