N-[(3S)-Tetrahidro-2-oxo-3-furanil]heptanamida, C7-HSL - ≥98% , CAS No.177158-20-2

CAS: 177158-20-2 Cat. No.: N348009 Peso molecular: 213.27

GRADE & PURITY ≥98%

Synonyms

N-heptanoyl-L-homoserinelactone | Heptanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]- | Q27110200 | J-011254 | N-Heptanoyl-L-homoserine lactone, >=96% (HPLC) | LMFA08030006 | N-[(3S)-2-oxooxolan-3-yl]heptanamide | FTMZLSDESAOPSZ-VIFPVBQESA-N | N-[(3S)-Tetra

Storage

Almacenar a -20°C,cargado con argón

Shipped In

Hielera + almohadillas de hielo

Descripción general

La N-heptanoil-L-homoserina lactona (C7-HSL) es una pequeña molécula de señalización difusible que interviene en la detección del quórum, controlando así la expresión génica y afectando al metabolismo celular. La detección del quórum es un sistema de regulación utilizado por las bacterias para controlar la expresión génica en respuesta al aumento de la densidad celular, y la supresión de este sistema podría conducir al control de las infecciones bacterianas. La expresión de genes diana específicos, como los reguladores transcripcionales pertenecientes a la familia de proteínas LuxIR, se coordina mediante la síntesis de moléculas difusibles de acilhomoserina lactona (AHL). Las diversas aplicaciones de esta molécula incluyen la regulación de la virulencia, la prevención de infecciones y la septicemia en peces.

Specifications

Sinónimos

N-heptanoyl-L-homoserinelactone | Heptanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]- | Q27110200 | J-011254 | N-Heptanoyl-L-homoserine lactone, >=96% (HPLC) | LMFA08030006 | N-[(3S)-2-oxooxolan-3-yl]heptanamide | FTMZLSDESAOPSZ-VIFPVBQESA-N | N-[(3S)-Tetra

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

La N-heptanoil-L-homoserina lactona pertenece a la familia de las N-acil-homoserinas lactonas. Las N-acilhomoserina lactonas (AHL) regulan la expresión génica en bacterias gramnegativas, como Echerichia y Salmonella, y participan en la detección del quóru

Condiciones de almacenamiento de almacenamiento

Almacenar a -20°C, cargado con argón

Enviado en

Hielera + almohadillas de hielo

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504758804
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758804
• Sonrisas canónicas: CCCCCCC(=O)NC1CCOC1=O
• IUPAC Name: N-[(3S)-2-oxooxolan-3-yl]heptanamide
• InChIKey: FTMZLSDESAOPSZ-VIFPVBQESA-N
• INCHI: 1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1
• Isómeros SMILES: CCCCCCC(=O)N[C@H]1CCOC1=O
• Peso molecular: 213.27
• Reaxy-Rn: 10162518
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10162518&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Alpha amino acid esters Acyl-L-homoserine lactones N-acyl amines Gamma butyrolactones Tetrahydrofurans Secondary carboxylic acid amides Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Acyl-homoserine lactone - Acyl-l-homoserine lactone - Fatty amide - Gamma butyrolactone - N-acyl-amine - Fatty acyl - Tetrahydrofuran - Carboxamide group - Carboxylic acid ester - Lactone - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Oxacycle - Organoheterocyclic compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
• External Descriptors: Fatty acyl homoserine lactones

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

Objetivos asociados (no humanos)

luxR Transcriptional activator protein luxR (400 Activities)

Discover Target: luxR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

traR Transcriptional activator protein traR (147 Activities)

Discover Target: traR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water (0.5 mg/ml at 25° C), DMSO (~20 mg/ml), DMF (~20 mg/ml), ethanol, and DMSO:PBS pH 7.2 1:1 (~0.5 mg/ml).
• Índice de refracción: n20D1.48 (Predicted)
• Punto de ebullición (°C): ~440.4° C at 760 mmHg (Predicted)
• Punto de fusión (°C): 143.23° C (Predicted)
• Peso molecular: 213.270 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 213.136 Da
• Monoisotopic Mass: 213.136 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 228.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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