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T7154

Tyr-Ile-Gly-Ser-Arg

≥97% (HPLC)

Synonym(s):

Laminin Fragment 929-933

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About This Item

Empirical Formula (Hill Notation):
C26H42N8O8
CAS Number:
110590-64-2
Molecular Weight:
594.66
MDL number:
MFCD00076472
UNSPSC Code:
12352209
PubChem Substance ID:
24900419
NACRES:
NA.32

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biological source

synthetic (organic)

Quality Level

200

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

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This Item
C6171L2020S1763
Tyr-Ile-Gly-Ser-Arg ≥97% (HPLC)

Sigma-Aldrich

T7154

Tyr-Ile-Gly-Ser-Arg

Cys-Ser-Arg-Ala-Arg-Lys-Gln-Ala-Ala-Ser-Ile-Lys-Val-Ala-Val-Ser-Ala-Asp-Arg ≥90% (HPLC)

Sigma-Aldrich

C6171

Cys-Ser-Arg-Ala-Arg-Lys-Gln-Ala-Ala-Ser-Ile-Lys-Val-Ala-Val-Ser-Ala-Asp-Arg

Laminin from Engelbreth-Holm-Swarm murine sarcoma basement membrane 1-2 mg/mL in Tris-buffered saline, 0.2 μm filtered, BioReagent, suitable for cell culture

Sigma-Aldrich

L2020

Laminin from Engelbreth-Holm-Swarm murine sarcoma basement membrane

Somatostatin powder, BioReagent, suitable for cell culture

Sigma-Aldrich

S1763

Somatostatin

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

mouse (Engelbreth-Holm-Swarm mouse sarcoma basement membrane)

biological source

synthetic (organic)

assay

≥97% (HPLC)

assay

≥90% (HPLC)

assay

-

assay

≥97% (HPLC)

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

form

powder

form

powder

form

aqueous solution

form

powder

solubility

H2O: soluble 1 mg/mL, clear, colorless

solubility

-

solubility

-

solubility

H2O: 1 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.[1]

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.[2] It inhibits the increased expression of endothelial nitric-oxide synthase in primary porcine aortic endothelial cells.[3]
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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000481319
0000481319
0000261358
SLCN4078
SLCL5444

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T Michigami et al.
Clinical & experimental metastasis, 16(7), 645-654 (1999-02-05)
B-cell lymphoma frequently shows simultaneous dissemination to multiple organs. It also occasionally involves bone and causes osteolytic lesions. To study the mechanisms responsible for this capacity of lymphoma cells to grow in different tissue microenvironments and search for effective therapeutic
Gadi Sarfati et al.
Biomaterials, 32(1), 152-161 (2010-10-05)
Effective therapy for disseminated metastatic cancer is currently impossible because of low drug accumulation in target sites. Here, we aimed to enhance nanoparticle (NP) targeting to lung melanoma metastases via interactions with the laminin receptor, whose expression is upregulated in
Praveen K Dubey et al.
Journal of drug targeting, 18(5), 373-380 (2009-12-22)
YIGSR peptide anchored sterically stabilized liposomes (YIGSR-SL) were investigated for selective and preferential presentation of carrier contents at angiogenic endothelial cells overexpressing laminin receptors on and around tumor tissue and thus for assessing their targetabilty. In vitro endothelial cell binding
Muthuselvi Lakshmanan et al.
Biophysical chemistry, 129(2-3), 190-197 (2007-07-03)
Properties of laminin peptide YIGSR and its mutated sequences YIGSD, YIGSS, YIGSN and YIGSQ have been investigated using molecular dynamics simulations (MDS) and Langmuir films at air/water interface. Simulation studies on laminin peptide YIGSR were performed in the isothermal-isobaric (N
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
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Articles

Conjugated Polymers for the Engineering of Device/Tissue Interface

Conjugated polymers offer charge transport between inorganic, electrically conducting metals and organic, proton-conducting biological systems.

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Product Information Sheet - T7154

Product Information Sheet

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