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Gap19

CAT: 0804-HY-P1136-03Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P1136-03Size:25 mg
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Description
Gap19, a peptide derived from nine amino acids of the Cx43 cytoplasmic loop (CL), is a potent and selective connexin 43 (Cx43) hemichannel blocker. Gap19 inhibits hemichannels caused by preventing intramolecular interactions of the C-terminus (CT) with the CL. Gap19 is not blocking GJ channels or Cx40/pannexin-1 hemichannels. Gap19 has protective effects against myocardial[1][2].
CAS Number
1507930-57-5
UNSPSC
12352209
Target
Connexin; Gap Junction Protein
Type
Peptides
Related Pathways
Cytoskeleton
Applications
Neuroscience-Neuromodulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/gap19.html
Purity
99.25
Solubility
H2O : ≥ 100 mg/mL
Smiles
NCCCC[C@H](N)C(N[C@@H](CCC(N)=O)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CCC(O)=O)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@H](C(N[C@H](C(O)=O)CCCCN)=O)CC1=CC=CC=C1)=O)=O)=O)=O)=O)=O)=O
Molecular Formula
C55H96N14O13
Molecular Weight
1161.44
References & Citations
[1]Boengler K, et al. Connexin 43 impacts on mitochondrial potassium uptake. Front Pharmacol. 2013 Jun 6;4:73.|[2]Wang N, et al. Selective inhibition of Cx43 hemichannels by Gap19 and its impact on myocardial ischemia/reperfusion injury. Basic Res Cardiol. 2013 Jan;108 (1) :309.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture)
Scientific Category
Peptides
Clinical Information
No Development Reported
Citation 01
Br J Pharmacol. 2025 Jun 9.|Brain Res. 2023 Dec 15:1821:148619.|Oral Dis. 2024 Jul;30 (5) :3239-3249.|Cell Stress Chaperones. 2024 Jun;29 (3) :440-455.|Research Square Print. 2022 Aug.

Chemical Information

Gap19 TFA
CAS Number1507930-57-5
PubChem CID91691126
IUPAC Name(2S)-6-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-5-amino-2-[[(2S)-2,6-diaminohexanoyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]amino]-4-carboxybutanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]hexanoic acid
Molecular FormulaC55H96N14O13
Molecular Weight1161.4
XLogP-5.7
Topological Polar Surface Area481
Hydrogen Bond Donor Count16
Hydrogen Bond Acceptor Count18
Rotatable Bond Count45
Heavy Atom Count82
Formal Charge0
Complexity2010
SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCCN)N
InChI
InChI=1S/C55H96N14O13/c1-5-33(3)45(69-51(77)40(25-27-44(71)72)65-54(80)46(34(4)6-2)68-50(76)39(24-26-43(61)70)62-47(73)36(60)20-10-14-28-56)53(79)64-38(22-12-16-30-58)48(74)63-37(21-11-15-29-57)49(75)67-42(32-35-18-8-7-9-19-35)52(78)66-41(55(81)82)23-13-17-31-59/h7-9,18-19,33-34,36-42,45-46H,5-6,10-17,20-32,56-60H2,1-4H3,(H2,61,70)(H,62,73)(H,63,74)(H,64,79)(H,65,80)(H,66,78)(H,67,75)(H,68,76)(H,69,77)(H,71,72)(H,81,82)/t33-,34-,36-,37-,38-,39-,40-,41-,42-,45-,46-/m0/s1
InChIKey
IEAKEKFIXUZWEH-PKMKMBMKSA-N
Chemical Structure
2D Structure
2D structure of Gap19 TFA
CAS: 1507930-57-5
CID: 91691126
Formula: C55H96N14O13
MW: 1161.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1161.4
XLogP3-5.7
Hydrogen Bond Donor Count16
Hydrogen Bond Acceptor Count18
Rotatable Bond Count45
Exact Mass1160.72812917
Monoisotopic Mass1160.72812917
Topological Polar Surface Area481 Ų
Heavy Atom Count82
Formal Charge0
Complexity2010
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes