A connexin-mimetic peptide
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Gap 26 (trifluoroacetate salt)

Item No. 36625

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-valyl-L-cysteinyl-L-tyrosyl-L-α-aspartyl-L-lysyl-L-seryl-L-phenylalanyl-L-prolyl-L-isoleucyl-L-seryl-L-histidyl-L-valyl-L-arginine, trifluoroacetate salt
CAS Number
197250-15-0
Synonyms
  • Gap Junction Peptide 26
  • VCYDKSFPISHVR
Molecular Formula
C70H107N19O19S • XCF3COOH
Formula Weight
1550.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 33 mg/mLDMSO: 12 mg/mLEthanol: 33 mg/mLPBS (pH 7.2): 10 mg/mL
SMILES
OC(C=C1)=CC=C1C[C@H](NC([C@H](CS)NC([C@@H](N)C(C)C)=O)=O)C(N[C@@H](CC(O)=O)C(N[C@@H](CCCCN)C(N[C@@H](CO)C(N[C@@H](CC2=CC=CC=C2)C(N3[C@@H](CCC3)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CO)C(N[C@H](C(N[C@@H](C(C)C)C(N[C@H](C(O)=O)CCCNC(N)=N)=O)=O)CC4=CN=CN4)=O)=O)=O)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C70H107N19O19S.C2HF3O2/c1-7-38(6)56(67(105)85-50(33-91)61(99)81-46(29-41-31-75-35-77-41)60(98)87-55(37(4)5)66(104)79-44(69(107)108)18-13-25-76-70(73)74)88-64(102)52-19-14-26-89(52)68(106)48(28-39-15-9-8-10-16-39)83-62(100)49(32-90)84-57(95)43(17-11-12-24-71)78-59(97)47(30-53(93)94)82-58(96)45(27-40-20-22-42(92)23-21-40)80-63(101)51(34-109)86-65(103)54(72)36(2)3;3-2(4,5)1(6)7/h8-10,15-16,20-23,31,35-38,43-52,54-56,90-92,109H,7,11-14,17-19,24-30,32-34,71-72H2,1-6H3,(H,75,77)(H,78,97)(H,79,104)(H,80,101)(H,81,99)(H,82,96)(H,83,100)(H,84,95)(H,85,105)(H,86,103)(H,87,98)(H,88,102)(H,93,94)(H,107,108)(H4,73,74,76);(H,6,7)/t38-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,54-,55-,56-;/m0./s1
InChi Key
YDLLCPUKCZEXBA-KYDXWLEXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Gap 26 is a connexin-mimetic peptide that corresponds to amino acids 63-75 of extracellular loop 1 in connexin 43.1 It inhibits phenylephrine-induced rhythmic contractile activity in isolated rabbit superior mesenteric arterial strips (IC50 = 28.4 µM). Gap 26 (0.25 mg/ml) inhibits photoliberated Ins(1,4,5)-P3-induced ATP release in ECV304 cells.2 It decreases the infarct size in a rat model of myocardial infarction induced by left coronary artery occlusion when administered at doses of 0.5, 1, and 10 µg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chaytor, A.T., Evans, W.H., and Griffith, T.M. Peptides homologous to extracellular loop motifs of connexin 43 reversibly abolish rhythmic contractile activity in rabbit arteries. J. Physiol. 503(1), 99-110 (1997).

    2. Braet, K., Vandamme, W., Martin, P.E.M., et al. Photoliberating inositol-1,4,5-trisphosphate triggers ATP release that is blocked by the connexin mimetic peptide gap 26. Cell Calcium 33(1), 37-48 (2003).

    3. Hawat, G., Hélie, P., and Baroudi, G. Single intravenous low-dose injections of connexin 43 mimetic peptides protect ischemic heart in vivo against myocardial infarction. J. Mol. Cell. Cardiol. 53(4), 559-566 (2012).