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Merck

A9041

Sigma-Aldrich

Arg-Gly-Asp-Ser

≥95% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C15H27N7O8
Número de CAS:
Peso molecular:
433.42
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

Quality Level

assay

≥95% (HPLC)

form

powder

composition

Peptide content, ~70%

technique(s)

cell culture | mammalian: suitable

storage temp.

−20°C

SMILES string

N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CO)C(O)=O

InChI

1S/C15H27N7O8/c16-7(2-1-3-19-15(17)18)12(27)20-5-10(24)21-8(4-11(25)26)13(28)22-9(6-23)14(29)30/h7-9,23H,1-6,16H2,(H,20,27)(H,21,24)(H,22,28)(H,25,26)(H,29,30)(H4,17,18,19)/t7-,8-,9-/m0/s1

InChI key

NNRFRJQMBSBXGO-CIUDSAMLSA-N

Gene Information

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Amino Acid Sequence

Arg-Gly-Asp-Ser

General description

The tetrapeptide Arg-Gly-Asp-Ser (RGDS) is a key component of the cell attachment domain of fibronectin. The RGDS sequence was found initially to promote the attachment of rat kidney fibroblasts (NRKcells) to fibronectin and synthetic fibronectin peptides coupled to protein-coated plastic. Further investigation indicated that the free RGDS peptide inhibited the attachment of NRK cells to fibronectin coated substrates. The RGDS sequence has been shown to occur in several other proteins, such as the λ receptor on E. coli and the Sindbis coat protein. RGDS is also a target sequence for spirochete adherence of the syphilis bacterium Treponema pallidum.

RGDS has been shown to block fibrinogen-induced aggregation of intact erythrocytes and specific binding of fibrinogen to erythrocyte membranes. The effect of RGDS on transforming growth factor ß1 (TGFß1) mRNA expression and secretion in cultured human mesangial cells has been investigated. RGDS has been utilized in a study of integrin-mediated signal transduction in cultured cells from the sponge Suberites domuncula. RGDS has been demonstrated
to mitigate the binding of Mycobacterium tuberculosis to murine alveolar macrophages

Application

Arg-Gly-Asp-Ser has been used:
  • to study its effects on cell attachment in rats
  • to analyse the interaction of fibrinogen with erythrocytes occurs through integrin related receptor
  • to pretreat the cells, to assess the role of integrin in the cell attachment process
  • to test its competition with platelet-secreted, nanosheet-adsorbed proteins for binding to glycoprotein IIIa (GPIIIa)

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

This product is soluble in water (1 mg/ml), yielding a
clear, colorless solution.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Integrins are cell adhesion molecules that are thought to be involved in sperm-oocyte interaction. Nevertheless, their function in mammalian fertilization is still controversial, as different species behave differently. In amphibians, their role is mainly supported by Xenopus laevis studies, where
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