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F5007

Sigma-Aldrich

Fibronectin Type III Connecting Segment Fragment 1-25

≥90% (HPLC)

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$587.60

About This Item

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

$587.60

List Price$638.00Save 8%
Web-Only Promotion

Available to ship onMay 01, 2025Details


biological source

synthetic (organic)

Quality Level

assay

≥90% (HPLC)

form

powder

UniProt accession no.

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).[1] 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.[2]

Biochem/physiol Actions

Fibronectin Type III Connecting Segment (IIICS) is responsible for melanoma cell adhesion.[1] It is the predominant binding site of integrin α4β1, which is mediated through the aspartic acid residue present at position 21.[3] 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.[4]

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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M Muñoz et al.
The Biochemical journal, 327 ( Pt 3), 727-733 (1998-05-15)
The integrin VLA-4 (alpha4 beta1) is a receptor for fibronectin and vascular cell-adhesion molecule 1 (VCAM-1). Four functionally different epitopes, designated A, B1, B2 and C, have previously been defined on the alpha4 subunit. Using K562 alpha4 mutant transfectants we
S Miyamoto et al.
Annals of the New York Academy of Sciences, 857, 119-129 (1999-01-26)
Fibronectin and integrins play crucial roles in a variety of morphogenetic processes, in which they mediate cell adhesion, migration, and signal transduction. They induce hierarchical transmembrane organization of cytoskeletal and signaling molecules into multimolecular complexes of more than 30 proteins.
A Komoriya et al.
The Journal of biological chemistry, 266(23), 15075-15079 (1991-08-15)
Fibronectin contains at least two major domains that support cell adhesion. One is the central cell-binding domain that is recognized by a variety of cell types via the integrin alpha 5 beta 1. The second, originally identified by its ability
Elzbieta Gubała et al.
Endokrynologia Polska, 56(5), 752-757 (2006-07-04)
In our study we present chosen elements of microarray analysis of gene expression profile in papillary thyroid cancer. The study group included 16 papillary thyroid cancer tissues and 16 corresponding normal tissues. Samples were analyzed on high density oligonucleotide microarrays
Jooeun Bae et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 18(17), 4850-4860 (2012-07-04)
The efficacy of peptide vaccines may be enhanced by stimulating immune cells with multiple peptides derived from distinct tumor-associated antigens. We have evaluated the heteroclitic XBP1-US(184-192) (YISPWILAV), heteroclitic XBP1-SP(367-375) (YLFPQLISV), native CD138(260-268) (GLVGLIFAV), and native CS1(239-247) (SLFVLGLFL) peptides, which have

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