A connexin-mimetic peptide
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Gap 27 (trifluoroacetate salt)

Item No. 35124

Technical Information
Formal Name
L-seryl-L-arginyl-L-prolyl-L-threonyl-L-α-glutamyl-L-lysyl-L-threonyl-L-isoleucyl-L-phenylalanyl-L-isoleucyl-L-isoleucine, trifluoroacetate salt
Synonyms
  • 43Gap27
  • SRPTEKTIFII
Molecular Formula
C60H101N15O17 • XCF3COOH
Formula Weight
Purity
≥98%
A solid
DMSO: slightly solubleEthanol: slightly solubleMethanol: slightly soluble
SMILES
OC[C@H](N)C(N[C@@H](CCCNC(N)=N)C(N1[C@@H](CCC1)C(N[C@@H]([C@H](O)C)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCCN)C(N[C@@H]([C@H](O)C)C(N[C@@H]([C@@H](C)CC)C(N[C@H](C(N[C@@H]([C@@H](C)CC)C(N[C@H](C(O)=O)[C@@H](C)CC)=O)=O)CC2=CC=CC=C2)=O)=O)=O)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C60H101N15O17.C2HF3O2/c1-9-31(4)44(54(86)69-41(29-36-19-13-12-14-20-36)52(84)70-45(32(5)10-2)55(87)72-46(59(91)92)33(6)11-3)71-57(89)48(35(8)78)73-51(83)38(21-15-16-26-61)66-50(82)39(24-25-43(79)80)67-56(88)47(34(7)77)74-53(85)42-23-18-28-75(42)58(90)40(22-17-27-65-60(63)64)68-49(81)37(62)30-76;3-2(4,5)1(6)7/h12-14,19-20,31-35,37-42,44-48,76-78H,9-11,15-18,21-30,61-62H2,1-8H3,(H,66,82)(H,67,88)(H,68,81)(H,69,86)(H,70,84)(H,71,89)(H,72,87)(H,73,83)(H,74,85)(H,79,80)(H,91,92)(H4,63,64,65);(H,6,7)/t31-,32-,33-,34+,35+,37-,38-,39-,40-,41-,42-,44-,45-,46-,47-,48-;/m0./s1
InChi Key
LNQZFDMFMBAXIK-MSUQGPFSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Gap 27 is a connexin-mimetic peptide that corresponds to amino acids 204-214 of extracellular loop 2 in connexin 43.1 It reduces survival of isolated rat osteoclasts when used at a concentration of 500 µM and decreases bone resorption in rat bone slice and osteoclast co-cultures.2 Gap 27 accelerates wound closure and stratification of the corneal epithelium in isolated human corneas.3 In vivo, Gap 27 reduces cardiac remodeling and the incidence of cardiac arrhythmias in a rat model of arterio-venous fistula (AV-shunt) surgery-induced high-output heart failure.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wright, C.S., Pollok, S., Flint, D.J., et alThe connexin mimetic peptide Gap27 increases human dermal fibroblast migration in hyperglycemic and hyperinsulinemic conditions in vitro. J. Cell. Physiol. 227(1), 77-87 (2012).

    2. Ilvesaro, J., Tavi, P., and Tuukkanen, J. Connexin-mimetic peptide Gap 27 decreases osteoclastic activity. BMC Musculoskelet. Disord. 2, 10 (2001).

    3. Elbadawy, H.M., Mirabelli, P., Xeroudaki, M., et alEffect of connexin 43 inhibition by the mimetic peptide Gap27 on corneal wound healing, inflammation and neovascularization. Br. J. Pharmacol. 173(19), 2880-2893 (2016).

    4. Lucero, C.M., Andrade, D.C., Toledo, C., et alCardiac remodeling and arrhythmogenesis are ameliorated by administration of Cx43 mimetic peptide Gap27 in heart failure rats. Sci. Rep. 10(1), 6878 (2020).