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T7154

Sigma-Aldrich

Tyr-Ile-Gly-Ser-Arg

≥97% (HPLC)

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Synonym(s):
Laminin Fragment 929-933
Empirical Formula (Hill Notation):
C26H42N8O8
CAS Number:
Molecular Weight:
594.66
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

Assay

≥97% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: soluble 1 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI

1S/C26H42N8O8/c1-3-14(2)21(34-22(38)17(27)11-15-6-8-16(36)9-7-15)24(40)31-12-20(37)32-19(13-35)23(39)33-18(25(41)42)5-4-10-30-26(28)29/h6-9,14,17-19,21,35-36H,3-5,10-13,27H2,1-2H3,(H,31,40)(H,32,37)(H,33,39)(H,34,38)(H,41,42)(H4,28,29,30)/t14-,17-,18-,19-,21-/m0/s1

InChI key

MWOGMBZGFFZBMK-LJZWMIMPSA-N

Amino Acid Sequence

Tyr-Ile-Gly-Ser-Arg

Application

Tyr-Ile-Gly-Ser-Arg (YIGSR) can be used at the interface between the conjugated polymer and the tissue for the engineering of tissue interface. The product can also be used to study the role of integrins β1, α6, and α3 in promoting type II epithelial differentiation during lung maturation in the fetus.

Biochem/physiol Actions

Tyr-Ile-Gly-Ser-Arg (YIGSR) is a pentapeptide of the protein laminin that reduces the lung colony formation in mice administered with melanoma cells as well as can block the invasiveness of the cells in vitro. It inhibits the increased expression of endothelial nitric-oxide synthase in primary porcine aortic endothelial cells.
Tyr-Ile-Gly-Ser-Arg is a fragment of domain III of the laminin B1 chain . It is a major receptor binding site in laminin. It competes with laminin for the cell surface receptor. It is an inhibitor of tumor growth and metastasis.

Preparation Note

Tyr-Ile-Gly-Ser-Arg dissolves in water at 1 mg/ml to yield a clear, colorless solution.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Jong Hyuk Yoon et al.
Biochemical and biophysical research communications, 428(3), 416-421 (2012-11-01)
The dermal ECM is synthesized from fibroblasts and is primarily compromised of fibrillar collagen and elastic fibers, which support the mechanical strength and resiliency of skin, respectively. Laminin, a major glycoprotein located in the basement membrane, promotes cell adhesion, cell
Kazuyuki Fukushima et al.
Journal of medical and dental sciences, 55(1), 71-79 (2008-03-01)
We developed a honeycomb-shaped lyophilized Type I atelocollagen (Honeycomb Collagen: HC) with different pore sizes, and the effectiveness of the honeycomb shape on nerve regeneration was examined. We analyzed neurite outgrowth of dorsal root ganglion (DRG) explants on HC, both
Rajeev K Sinha et al.
Journal of the American Society for Mass Spectrometry, 22(9), 1645-1650 (2011-09-29)
Charge-directed fragmentation has been shown to be the prevalent dissociation step for protonated peptides under the low-energy activation (eV) regime. Thus, the determination of the ion structure and, in particular, the characterization of the protonation site(s) of peptides and their
Silviya P Zustiak et al.
Acta biomaterialia, 6(9), 3404-3414 (2010-04-14)
Synthetic three-dimensional scaffolds for cell and tissue engineering routinely utilize peptide ligands to provide sites for cell adhesion and to promote cellular activity. Given the fact that recent studies have dedicated great attention to the mechanisms by which cell behavior
Presenting multiple adhesion ligands on hydrogels for control of PC12 phenotype.
Jae-Won Lee et al.
Journal of controlled release : official journal of the Controlled Release Society, 152 Suppl 1, e219-e220 (2011-12-27)

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