Arginylglycylaspartic acid
Appearance
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Names | |
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Systematic IUPAC name
(2S)-2-[[2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]butanedioic acid | |
Other names
L-Arginyl-Glycyl-L-Aspartic acid; Arg-Gly-Asp
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Identifiers | |
3D model (JSmol)
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Abbreviations | RGD Peptide |
ChEMBL | |
ChemSpider | |
MeSH | arginyl-glycyl-aspartic+acid |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C12H22N6O6 | |
Molar mass | 346.344 g·mol−1 |
log P | −3.016 |
Acidity (pKa) | 2.851 |
Basicity (pKb) | 11.146 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Arginylglycylaspartic acid (RGD) is a tripeptide composed of L-arginine, glycine, and L-aspartic acid. The sequence is a common element in cellular recognition.[1] Arginylglycylaspartic acid is used as a biochemical tool in the study of this recognition.
RGD-peptides are implicated in cellular attachment via integrins, and can be used to coat synthetic scaffolds in tissue engineering to enhance cellular attachment by mimicking in vivo conditions.[2]
References
- ^ Ruoslahti, Erkki; Pierschbacher, Michael D. (1986). "Arg-Gly-Asp: a versatile cell recognition signal". Cell. 44 (4): 517–18. doi:10.1016/0092-8674(86)90259-X. PMID 2418980.
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: CS1 maint: multiple names: authors list (link) - ^ Jeschke, B; Meyer, J; Jonczyk, A; Kessler, H; Adamietz, P; Meenen, NM; Kantlehner, M; Goepfert, C; Nies, B (2002). "RGD-peptides for tissue engineering of articular cartilage". Biomaterials. 23 (16): 3455–63. doi:10.1016/s0142-9612(02)00052-2. PMID 12099289.