Physicochemical Properties
| Molecular Formula | C₇₀H₁₀₆N₁₉O₁₉S |
| Molecular Weight | 1550.78 |
| Exact Mass | 1549.771 |
| CAS # | 197250-15-0 |
| Related CAS # | Gap 26 TFA |
| PubChem CID | 25088334 |
| Appearance | White to off-white solid powder |
| LogP | 1.847 |
| Hydrogen Bond Donor Count | 22 |
| Hydrogen Bond Acceptor Count | 24 |
| Rotatable Bond Count | 47 |
| Heavy Atom Count | 109 |
| Complexity | 3070 |
| Defined Atom Stereocenter Count | 14 |
| SMILES | CC[C@H](C)[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CS)NC(=O)[C@H](C(C)C)N |
| InChi Key | FDPIMWZHGJNESB-VCSXYVMHSA-N |
| InChi Code | InChI=1S/C70H107N19O19S/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/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)/t38-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,54-,55-,56-/m0/s1 |
| Chemical Name | (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-sulfanylpropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-carboxypropanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-methylbutanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid |
| Synonyms | Gap 26Gap-26Gap26 |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Gap 26 (0.25 mg/mL, 30 min) reduced channel size in cell lines (RBE4, SV-ARBEC, and ECV304). Gap 26 (0.25 mg/mL, 30 minutes) totally reduced the InsP3-triggered ATP response, lowering ATP release below control levels, showing that basal ATP release is also affected [1]. Gap 26 did considerably limit our InsP3-triggered intercellular calcium waves, but not dye conjugation across connected channels. Gap 26 (100-300 μM) was required to diminish the rhythmic response of the rabbit superior mesenteric artery with an IC50 of 28.4 ± 3.4 μM[ any effect, as evidenced by FRAP tests, despite connexin 43 in cell lines [1]. 2]. |
| References |
[1]. Photoliberating inositol-1,4,5-trisphosphate triggers ATP release that is blocked by the connexin mimetic peptide gap 26. Cell Calcium. 2003 Jan;33(1):37-48. [2]. Peptides homologous to extracellular loop motifs of connexin 43 reversibly abolish rhythmic contractile activity in rabbit arteries. J Physiol. 1997 Aug 15;503 ( Pt 1):99-110. |
Solubility Data
| Solubility (In Vitro) | H2O : ~50 mg/mL (~32.24 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (64.48 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 0.6448 mL | 3.2242 mL | 6.4484 mL | |
| 5 mM | 0.1290 mL | 0.6448 mL | 1.2897 mL | |
| 10 mM | 0.0645 mL | 0.3224 mL | 0.6448 mL |