G1269

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

Name: Gly-Arg-Gly-Asp-Ser-Pro-Lys
Brand: SIGMA
Price: 255 EUR

≥97% (HPLC)

Sinonimo/i:

GRGDSPK

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Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₂₈H₄₉N₁₁O₁₁

Numero CAS:

111119-28-9

Peso molecolare:

715.76

Numero MDL:

MFCD00076462

Codice UNSPSC:

12352209

ID PubChem:

24895055

NACRES:

NA.32

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Origine biologica

human

Livello qualitativo

200

Saggio

≥97% (HPLC)

Stato

powder

tecniche

blocking: suitable
ligand binding assay: suitable

Temperatura di conservazione

−20°C

Stringa SMILE

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
ZRVZOBGMZWVJOS-VMXHOPILSA-N

Informazioni sul gene

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

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1 of 4

Questo articolo	G4391	A8052	G3923
Sigma-Aldrich G1269 Gly-Arg-Gly-Asp-Ser-Pro-Lys	Sigma-Aldrich G4391 Gly-Arg-Gly-Asp-Ser	Sigma-Aldrich A8052 Arg-Gly-Asp	Sigma-Aldrich G3923 Gly-Pro-Glu
technique(s) blocking: suitable, ligand binding assay: suitable	technique(s) blocking: suitable, cell culture \| mammalian: suitable	technique(s) cell culture \| stem cell: suitable	technique(s) -
assay ≥97% (HPLC)	assay ≥97% (HPLC)	assay ≥97% (TLC)	assay ≥98% (HPLC)
biological source human	biological source -	biological source synthetic	biological source -
form powder	form powder	form powder	form powder
Gene Information human ... ITGA2B(3674), ITGAV(3685)	Gene Information human ... ITGB3(3690)	Gene Information human ... FN1(2335)	Gene Information -
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Amino Acid Sequence

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

Descrizione generale

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.[1] 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.[2]

Applicazioni

Gly-Arg-Gly-Asp-Ser-Pro-Lys (RGD peptide) has been used-

as a blocking peptide to inhibit integrin-fibronectin binding[3]
in adhesion assay performed on porcine trophectoderm to study the influence of TGFβ (transforming growth factor) on cell adhesion[4]
for incubation of MC3T3-E1 osteoblast cells to determine its effect on cell adhesion measured by AFM (atomic force microscopy)[2]
for the preparation of RGD.Flt23k.NR nanoparticles[5]
to determine the involvement of RGD-integrin bonding in cell adhesion process[6]

Azioni biochim/fisiol

Fibronectin analog that binds to integrins.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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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

Evolution of cell adhesion systems: evidence for Arg-Gly-Asp-mediated adhesion in the protozoan Neoparamoeba aestuarina.

M R Custodio et al.

The Journal of eukaryotic microbiology, 42(6), 721-724 (1995-11-01)

Developmental processes in multicellular organisms require structural elements, such as adhesion molecules, to stabilize cells at functional positions. In vertebrates, a series of extracellular matrix proteins, e.g. fibronectin and laminin, are involved in cell adhesion. These proteins contain Arg-Gly-Asp [RGD]

Fibronectin regulates calvarial osteoblast differentiation.

A M Moursi et al.

Journal of cell science, 109 ( Pt 6), 1369-1380 (1996-06-01)

The secretion of fibronectin by differentiating osteoblasts and its accumulation at sites of osteogenesis suggest that fibronectin participates in bone formation. To test this directly, we determined whether fibronectin-cell interactions regulate progressive differentiation of cultured fetal rat calvarial osteoblasts. Spatial

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