Gap19 TFA - 10mM in DMSO , CAS No.1507930-57-5

CAS: 1507930-57-5 Cat. No.: G421779 Formula: C₅₅H₉₆N₁₄O₁₃ Molecular Weight: 1161.44 PubChem CID: 91691126

GRADE & PURITY 10mM in DMSO

Synonyms

Gap19 trifluoroacetate salt | KQIEIKKFK trifluoroacetate salt, Lys-Gln-Ile-Glu-Ile-Lys-Lys-Phe-Ly trifluoroacetate salt, L-lLysyl-L-glutaminyl-L-isoleucyl-L-α-glutamyl-L-isoleucyl-L-lysyl-L-lysyl-L-phenylalanyl--L-lysine

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Product Application
Gap19 trifluoroacetate salt has been used to inhibit Ca2+/calmodulin (CaM) gating response of connexin 43 (Cx43) gap junctions.

Specifications

Synonyms

Gap19 trifluoroacetate salt | KQIEIKKFK trifluoroacetate salt, Lys-Gln-Ile-Glu-Ile-Lys-Lys-Phe-Ly trifluoroacetate salt, L-lLysyl-L-glutaminyl-L-isoleucyl-L-α-glutamyl-L-isoleucyl-L-lysyl-L-lysyl-L-phenylalanyl--L-lysine

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Gap19, nonapeptide from the cytoplasmic loop of Connexin-43, is a selective blocker of connexin 43 (Cx43) hemichannel that does not block GJ or Cx40/Panx-1 channels in cardiomyocytes and astrocytes. Gap19 prevents Cx43 hemichannel opening and protect agai

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

Pubchem Sid

528764739

Canonical Smiles

CCC(C)C(C(=O)NC(CCC(=O)O)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CCCCN)C(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C(CCCCN)N

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

InChIKey

IEAKEKFIXUZWEH-PKMKMBMKSA-N

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

Isomeric 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

PubChem CID

91691126

Molecular Weight

1161.44

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Phenylalanine and derivatives Glutamine and derivatives Glutamic acid and derivatives Isoleucine and derivatives N-acyl-L-alpha-amino acids Alpha amino acid amides Amphetamines and derivatives Medium-chain fatty acids Amino fatty acids Branched fatty acids N-acyl amines Dicarboxylic acids and derivatives Secondary carboxylic acid amides Primary carboxylic acid amides Amino acids Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-oligopeptide - Phenylalanine or derivatives - Glutamine or derivatives - Glutamic acid or derivatives - Isoleucine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Medium-chain fatty acid - Branched fatty acid - Amino fatty acid - Fatty acyl - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - N-acyl-amine - Fatty amide - Benzenoid - Fatty acid - Secondary carboxylic acid amide - Primary carboxylic acid amide - Amino acid - Amino acid or derivatives - Carboxamide group - Carboxylic acid - Organic nitrogen compound - Primary aliphatic amine - Carbonyl group - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Amine - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 1161.400 g/mol
• XLogP3: -5.700
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 45
• Exact Mass: 1160.73 Da
• Monoisotopic Mass: 1160.73 Da
• Topological Polar Surface Area: 481.000 Ų
• Heavy Atom Count: 82
• Formal Charge: 0
• Complexity: 2010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1