H-Arg-Gly-Asp-Cys-OH
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H-Arg-Gly-Asp-Cys-OH

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H-Arg-Gly-Asp-Cys-OH, a fibronectin binding motif to cell adhesion molecules, inhibits platelet aggregation and fibrinogen binding.

Category
Peptide Inhibitors
Catalog number
BAT-010549
CAS number
109292-46-8
Molecular Formula
C15H27N7O7S
Molecular Weight
449.48
H-Arg-Gly-Asp-Cys-OH
IUPAC Name
(3S)-3-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]-4-[[(1R)-1-carboxy-2-sulfanylethyl]amino]-4-oxobutanoic acid
Synonyms
RGDC; H-RGDC-OH; L-arginyl-glycyl-L-alpha-aspartyl-L-cysteine; (6S,12S,15R)-1,6-diamino-12-(carboxymethyl)-1-imino-15-(mercaptomethyl)-7,10,13-trioxo-2,8,11,14-tetraazahexadecan-16-oic acid
Appearance
White or Off-white Lyophilized Powder
Purity
95%
Density
1.6±0.1 g/cm3
Sequence
Arg-Gly-Asp-Cys
Storage
Store at -20°C
Solubility
Soluble in Water
InChI
InChI=1S/C15H27N7O7S/c16-7(2-1-3-19-15(17)18)12(26)20-5-10(23)21-8(4-11(24)25)13(27)22-9(6-30)14(28)29/h7-9,30H,1-6,16H2,(H,20,26)(H,21,23)(H,22,27)(H,24,25)(H,28,29)(H4,17,18,19)/t7-,8-,9-/m0/s1
InChI Key
AEGSIYIIMVBZQU-CIUDSAMLSA-N
Canonical SMILES
C(CC(C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CS)C(=O)O)N)CN=C(N)N
1. A novel approach to the high-specific-activity labeling of small peptides with the technetium-99m fragment [99mTc(N)(PXP)]2+ (PXP = diphosphine ligand)
F Tisato, L Uccelli, F Refosco, C Bolzati, E Malagò, A Boschi, E Benini, A Duatti, A Piffanelli Bioconjug Chem . 2001 Nov-Dec;12(6):1035-42. doi: 10.1021/bc0155162.
A new labeling approach for incorporating bioactive peptides into a technetium-99m coordination complex is described. This method exploits the chemical properties of the novel metal-nitrido fragment [99mTc(N)(PXP)]2+, composed of a terminal Tc[triple bond] N multiple bond bound to an ancillary diphosphine ligand (PXP). It will be shown that this basic, molecular building block easily forms in solution as the dichloride derivative [99mTc(N)(PXP)Cl2], and that this latter complex selectively reacts with monoanionic and dianionic, bidentate ligands (YZ) having soft, pi-donor coordinating atoms to afford asymmetrical nitrido heterocomplexes of the type [99mTc(N)(PXP)(YZ)]0/+ without removal of the basic motif [99mTc(N)(PXP)]2+. The reactions of the amino acid cysteine was studied in detail. It was found that cysteine readily coordinates to the metal fragment [99mTc(N)(PXP)]2+ either through the [NH2, S-] pair of donor atoms or, alternatively, through the [O-, S-] pair, to yield the corresponding asymmetrical complexes in very high specific activity. Thus, these results were conveniently employed to devise a new, efficient procedure for labeling short peptide sequences having a terminal cysteine group available for coordination to the [99mTc(N)(PXP)]2+ fragment. Examples of the application of this novel approach to the labeling of the short peptide ligand H-Arg-Gly-Asp-Cys-OH (H(2)1) and of the peptidomimetic derivative H-Cys-Val-2-Nal-Met-OH (H2) will be discussed.
2. Molding a silver nanoparticle template on polydimethylsiloxane to efficiently capture mammalian cells
Hong-Lei Gou, Jing-Juan Xu, Hong-Yuan Chen, Hai-Jing Bai Langmuir . 2010 Feb 16;26(4):2924-9. doi: 10.1021/la902683x.
Herein, a functional template made up of in situ synthesized silver nanoparticles (AgNPs) is prepared on polydimethylsiloxane (PDMS) for the spatial control of cell capture, where the residual Si-H groups in the PDMS matrix are used as reductants to reduce AgNO(3) for forming AgNPs. In virtue of microfluidic system, a one-dimensional array pattern of AgNPs is obtained easily. Further combining with plasma treatment, a two-dimensional array pattern of AgNPs could be achieved. The obtained PDMS-AgNPs composite is characterized in detail. The PDMS-AgNPs composite shows good antibacterial property in E. coli adhesion tests. The patterns possess hifi and high resolution (ca. 8 microm). Cell patterns with high efficiency and spatial selectivity are further formed with the aid of H-Arg-Gly-Asp-Cys-OH (RGDC) tetrapeptide which is grafted on the AgNPs template. Cells immobilized on the template show a good ability for adhesion, spreading, migration, and growth.
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