Arginylglycylaspartic acid

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Arginylglycylaspartic acid
Stereo, skeletal formula of arginylglycylaspartic acid
Names
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
Identifiers
99896-85-2 YesY
Abbreviations RGD Peptide
ChEMBL ChEMBL313763 N
ChemSpider 2575945 N
94603 N
Jmol-3D images Image
MeSH arginyl-glycyl-aspartic+acid
PubChem 3328704
104802
Properties
C12H22N6O6
Molar mass 346.34 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).
 N verify (what isYesY/N?)
Infobox references

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[edit]

  1. ^ 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. 
  2. ^ 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.