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F5007

Sigma-Aldrich

Fibronectin Type III Connecting Segment Fragment 1-25

≥90% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C123H195N31O39
CAS Number:
107978-77-8
Molecular Weight:
2732.05
MDL number:
MFCD00214575
UNSPSC Code:
12352202
PubChem Substance ID:
329799709
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

Assay

≥90% (HPLC)

form

powder

UniProt accession no.

P02751

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]3CCCN3C(=O)[C@H](Cc4c[nH]cn4)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](N)CC(O)=O)C(C)C)[C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N7CCC[C@H]7C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(O)=O

InChI

1S/C123H195N31O39/c1-19-64(16)97(117(186)140-74(42-58(4)5)106(175)138-78(50-94(167)168)109(178)146-96(63(14)15)122(191)154-40-24-29-87(154)115(184)144-82(54-155)110(179)149-99(66(18)157)123(192)193)147-104(173)72(32-35-92(163)164)134-111(180)83-25-20-36-150(83)90(160)53-129-101(170)76(46-67-51-127-55-130-67)137-105(174)73(41-57(2)3)136-107(176)77(49-89(126)159)139-113(182)85-27-22-39-153(85)121(190)81(47-68-52-128-56-131-68)142-114(183)86-28-23-38-152(86)120(189)80(45-61(10)11)143-118(187)98(65(17)156)148-116(185)95(62(12)13)145-108(177)75(43-59(6)7)135-102(171)70(30-33-88(125)158)133-112(181)84-26-21-37-151(84)119(188)79(44-60(8)9)141-103(172)71(31-34-91(161)162)132-100(169)69(124)48-93(165)166/h51-52,55-66,69-87,95-99,155-157H,19-50,53-54,124H2,1-18H3,(H2,125,158)(H2,126,159)(H,127,130)(H,128,131)(H,129,170)(H,132,169)(H,133,181)(H,134,180)(H,135,171)(H,136,176)(H,137,174)(H,138,175)(H,139,182)(H,140,186)(H,141,172)(H,142,183)(H,143,187)(H,144,184)(H,145,177)(H,146,178)(H,147,173)(H,148,185)(H,149,179)(H,161,162)(H,163,164)(H,165,166)(H,167,168)(H,192,193)/t64-,65+,66+,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,95-,96-,97-,98-,99-/m0/s1

InChI key

NXAKDBCNODQXBZ-YSZCVPRFSA-N

Gene Information

human ... FN1(2335)

Amino Acid Sequence

Asp-Glu-Leu-Pro-Gln-Leu-Val-Thr-Leu-Pro-His-Pro-Asn-Leu-His-Gly-Pro-Glu-Ile-Leu-Asp-Val-Pro-Ser-Thr

General description

Fibronectin is composed of two cell adhesion domains namely, the central domain for cell-binding made of adhesion-recognizing tetrapeptide, and the alternatively spliced type III connecting segment (IIICS). It contains a tetrapeptide region, from amino acid 90-109, called CS5, which is essential for adhesion mediated by IIICS. Both CS5 and CS1 mediate melanoma cell spreading, when stimulated by immunoglobulin (Ig)G, with CS1 exhibiting higher activity.

Biochem/physiol Actions

Fibronectin Type III Connecting Segment (IIICS) is responsible for melanoma cell adhesion. It is the predominant binding site of integrin α4β1, which is mediated through the aspartic acid residue present at position 21. Studies in chicken show that alternative splicing in this region during development of the peripheral nervous system, is essential for the control cell-cell adhesion.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kosuke Azuma et al.
Arteriosclerosis, thrombosis, and vascular biology, 26(10), 2275-2280 (2006-08-05)
The aim of this study was to elucidate the effect of repetitive fluctuations in blood glucose concentrations on monocyte adhesion to the aortic endothelium. Nonobese type 2 diabetes, Goto-Kakizaki (GK) rats were fed twice daily to induce repetitive postprandial glucose
Pachiyappan Kamarajan et al.
BMC cancer, 10, 330-330 (2010-06-29)
The alternatively spliced V region or type III connecting segment III (IIICS) of fibronectin is important in early development, wound healing, and tumorigenesis, however, its role in oral cancer has not been fully investigated. Thus, we investigated the role of
P Vanderslice et al.
Journal of immunology (Baltimore, Md. : 1950), 158(4), 1710-1718 (1997-02-15)
The alpha 4 integrins mediate leukocyte adhesion to specific counter-receptors, including vascular cell adhesion molecule-1 (VCAM-1), the fibronectin splice variant containing connecting segment 1 (CS1), and mucosal addressin cell adhesion molecule-1. A series of cyclized peptides based on the LDV
I N Jongewaard et al.
Cell adhesion and communication, 3(6), 487-495 (1996-04-01)
The type III connecting segment (IIICS) within fibronectin is the major binding site for the integrin alpha 4 beta 1. Most integrin ligands have an essential acidic residue within their integrin binding site, in IIICS this residue is hypothesized to
S Molossi et al.
The Journal of clinical investigation, 95(6), 2601-2610 (1995-06-01)
Graft arteriopathy, a leading cause of cardiac allograft failure, is associated with increased intimal smooth muscle cells, inflammatory cells, and accumulation of extracellular matrix. We hypothesized that cellular fibronectin plays a pivotal role in the progression of the allograft arteriopathy
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