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Merck
CN

F5007

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
NACRES:
NA.32
PubChem Substance ID:
329799709
UNSPSC Code:
12352202
MDL number:
MFCD00214575
Form:
powder
Assay:
≥90% (HPLC)
Biological source:
synthetic (organic)

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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

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 key

NXAKDBCNODQXBZ-YSZCVPRFSA-N

biological source

synthetic (organic)

assay

≥90% (HPLC)

form

powder

UniProt accession no.

P02751

storage temp.

−20°C

Quality Level

200

Gene Information

human ... FN1(2335)

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLCN0956
SLCM6492
SLCK8923
SLCK3517
SLBR6392V

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Wen Xiong et al.
Journal of visualized experiments : JoVE, (33)(33), doi:10-doi:10 (2009-11-20)
Mouse embryonic stem (ES) cells are conventionally cultured with Leukemia Inhibitory Factor (LIF) to maintain self-renewal.(1) However, LIF is expensive and activation of the LIF/JAK/STAT3 pathway is not absolutely required to maintain the self-renewal state.(2) The SC1 small molecule may
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
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
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
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
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