A peptide fragment of fibronectin
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Heparin-binding Peptide (trifluoroacetate salt)

Item No. 39725

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tryptophyl-L-glutaminyl-L-prolyl-L-prolyl-L-arginyl-L-alanyl-L-arginyl-L-isoleucine, trifluoroacetate salt
Synonyms
  • Fibronectin Adhesion-promoting Peptide
  • Fibronectin Peptide V
  • FN-C/H-V
Molecular Formula
C47H74N16O10 • XCF3COOH
Formula Weight
1023.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
WQPPRARI-OH
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O=C(N[C@@H](CCC(N[H])=O)C(N1CCC[C@H]1C(N2CCC[C@H]2C(N[C@@H](CCC/N=C(N[H])/N)C(N[C@H](C(N[C@@H](CCC/N=C(N[H])/N)C(N[C@@](C(O)=O)([H])[C@@H](C)CC)=O)=O)C)=O)=O)=O)=O)[C@H](CC3=CN([H])C4=C3C=CC=C4)N[H].FC(F)(C(O)=O)F
InChi Code
InChI=1S/C47H74N16O10.C2HF3O2/c1-4-25(2)37(45(72)73)61-41(68)32(14-8-20-55-47(52)53)58-38(65)26(3)57-40(67)31(13-7-19-54-46(50)51)59-42(69)34-15-9-21-62(34)44(71)35-16-10-22-63(35)43(70)33(17-18-36(49)64)60-39(66)29(48)23-27-24-56-30-12-6-5-11-28(27)30;3-2(4,5)1(6)7/h5-6,11-12,24-26,29,31-35,37,56H,4,7-10,13-23,48H2,1-3H3,(H2,49,64)(H,57,67)(H,58,65)(H,59,69)(H,60,66)(H,61,68)(H,72,73)(H4,50,51,54)(H4,52,53,55);(H,6,7)/t25-,26-,29-,31-,32-,33-,34-,35-,37-;/m0./s1
InChi Key
FNPDJQACMVRUIN-INPFXZFGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $50

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    5 mg

    $236

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    10 mg

    $347

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    25 mg

    $743

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    Product Description

    Heparin-binding peptide is a synthetic peptide fragment corresponding to residues 1,892-1,899 of the C-terminal heparin-binding domain of fibronectin.1 It induces focal adhesion formation in pre-spread human embryonic fibroblasts (HEFs) when used at concentrations ranging from 1 to 1,000 µg/ml. Heparin-binding peptide inhibits the production of matrix metalloproteinase 1 (MMP-1), MMP-2, and MMP-9 induced by a 40 kDa C-terminal heparin-binding fibronectin fragment (HBFN-f) in isolated human articular cartilage.2 It has been used in peptide surface micropatterning for surface endothelialization.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Woods, A., McCarthy, J.B., Furcht, L.T., et al. A synthetic peptide from the COOH-terminal heparin-binding domain of fibronectin promotes focal adhesion formation. Mol. Biol. Cell 4(6), 605-613 (1993).

    2. Yasuda, T., Poole, A.R., Shimizu, M., et al. Involvement of CD44 in induction of matrix metalloproteinases by a COOH-terminal heparin-binding fragment of fibronectin in human articular cartilage in culture. Arthritis Rheum. 48(5), 1271-1280 (2003).

    3. Hoesli, C.A., Tremblay, C., Juneau, P.-M., et al. Dynamics of endothelial cell responses to laminar shear stress on surfaces functionalized with fibronectin-derived peptides. ACS Biomater Sci. Eng. 4(11), 3779-3791 (2018).