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Gap 26

CAT: 0804-HY-P1082-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P1082-01Size:1 mg
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Description
Gap 26 is a connexin mimetic peptide, composed of residue numbers 63-75 of the first extracellular loop of connexin 43 (gap junction blocker), containing the SHVR amino acid motif[1].
CAS Number
197250-15-0
UNSPSC
12352209
Hazard Statement
H302, H315, H319, H335
Target
Connexin; Gap Junction Protein
Type
Peptides
Related Pathways
Cytoskeleton
Applications
COVID-19-immunoregulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Gap_26.html
Purity
99.69
Solubility
H2O : 50 mg/mL (ultrasonic)
Smiles
O=C(N[C@@H](CS)C(N[C@@H](CC1=CC=C(C=C1)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](CC4=CNC=N4)C(N[C@@H](C(C)C)C(N[C@@H](CCCNC(N)=N)C(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)[C@H](C(C)C)N
Molecular Formula
C70H106N19O19S
Molecular Weight
1550.78
Precautions
H302, H315, H319, H335
References & Citations
[1]Katleen Braet, et al. 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]Chaytor AT, et al. 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.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture and light)
Scientific Category
Peptides
Clinical Information
No Development Reported
Citation 01
ACS Chem Biol. 2020 Jun 19;15 (6) :1392-1400.|Biomed Pharmacother. 2022 Apr 22;150:112973.|Cell Metab. 2021 Feb 2;33 (2) :283-299.e9.|J Immunol. 2025 Jan 1;214 (1) :130-140.|Lab Invest. 2022 Jan;102 (1) :90-101.|Medicina (Kaunas) . 2024 May 8;60 (5) :780.|Toxicology. 2022 Aug:478:153283.|Cureus. 2024 Apr 26;16 (4) :e59053.

Chemical Information

H-Val-Cys-Tyr-Asp-Lys-Ser-Phe-Pro-Ile-Ser-His-Val-Arg-OH
CAS Number197250-15-0
PubChem CID25088334
IUPAC 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
Molecular FormulaC70H107N19O19S
Molecular Weight1550.8
XLogP-6.7
Topological Polar Surface Area622
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count24
Rotatable Bond Count47
Heavy Atom Count109
Formal Charge0
Complexity3070
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
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
InChIKey
FDPIMWZHGJNESB-VCSXYVMHSA-N
Chemical Structure
2D Structure
2D structure of H-Val-Cys-Tyr-Asp-Lys-Ser-Phe-Pro-Ile-Ser-His-Val-Arg-OH
CAS: 197250-15-0
CID: 25088334
Formula: C70H107N19O19S
MW: 1550.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1550.8
XLogP3-6.7
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count24
Rotatable Bond Count47
Exact Mass1549.77113343
Monoisotopic Mass1549.77113343
Topological Polar Surface Area622 Ų
Heavy Atom Count109
Formal Charge0
Complexity3070
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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