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Chemical structure of H-Tyr-Ile-Gly-Ser-Arg-OH

GA22975

H-Tyr-Ile-Gly-Ser-Arg-OH

Also known as (2S)-2-[[(2S)-2-[[2-[[(2S,3S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

The pentapeptide YIGSR located within domain III of the laminin B1 chain, represents a major receptor binding site in laminin· By competing with laminin for the cell surface receptor, the short peptide is able to inhibit cell attachment to basement membranes, thus preventing the formation of tumor metastases· YIGSR also promotes tumor cell migration and, moreover, mediates the adhesion of a variety of epithelial cells to laminin

ChemicalCAS110590-64-2MW594.67FormulaC26H42N8O8
CAS number
110590-64-2
Molecular weight
594.67
Formula
C26H42N8O8
Solubility
Soluble in DMSO
InChIKey
MWOGMBZGFFZBMK-LJZWMIMPSA-N
Catalogue number
GA22975
Brand
GLPBIO
Computed properties PubChem CID 123977 · XLogP -5.3 · TPSA 285 Ų · H-bond donors 10
XLogP
-5.3
TPSA
285 Ų
H-bond donors
10
H-bond acceptors
10
Rotatable bonds
18
Heavy atoms
42

SMILES CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@H](CC1=CC=C(C=C1)O)N

Computed descriptors from PubChem (CID 123977), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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