N-hexadecanoyl-L-Homoserine lactone - ≥98% , CAS No.87206-01-7

CAS: 87206-01-7 Cat. No.: N347384 Peso molecular: 339.5

GRADE & PURITY ≥98%

Synonyms

N-palmitoyl-L-Homoserine | N-hexadecanoyl-L-Homoserine lactone | C16-HSL | (S)-N-(2-oxotetrahydrofuran-3-yl)palmitamide

Storage

Conservar a -20°C

Shipped In

Hielera + almohadillas de hielo

Descripción general

La N-hexadecanoil-L-homoserina lactona es una de las AHL lipofílicas de cadena lateral larga producidas por el homólogo de la AHL sintasa LuxI, SinI, implicado en la señalización de quórum en S. meliloti, una bacteria fijadora de nitrógeno. Es la AHL más abundante producida por la proteobacteria R. capsulatus y activa el intercambio genético entre células de R. capsulatus. La N-hexadecanoil-L-homoserina lactona tiende a localizarse en entornos celulares relativamente lipofílicos de las bacterias y no puede difundirse libremente a través de la membrana celular. Las lactonas de N-acilhomoserina de cadena larga pueden ser exportadas de las células por bombas de eflujo o pueden ser transportadas entre células comunicantes por vesículas extracelulares de membrana externa.

Specifications

Sinónimos

N-palmitoyl-L-Homoserine | N-hexadecanoyl-L-Homoserine lactone | C16-HSL | (S)-N-(2-oxotetrahydrofuran-3-yl)palmitamide

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Conservar a -20°C

Enviado en

Hielera + almohadillas de hielo

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488197621
• Sonrisas canónicas: CCCCCCCCCCCCCCCC(=O)NC1CCOC1=O
• IUPAC Name: N-[(3S)-2-oxooxolan-3-yl]hexadecanamide
• InChIKey: QJIXVOQAEZMUIH-SFHVURJKSA-N
• INCHI: 1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18-16-17-24-20(18)23/h18H,2-17H2,1H3,(H,21,22)/t18-/m0/s1
• Isómeros SMILES: CCCCCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O
• Peso molecular: 339.5
• Reaxy-Rn: 1652503
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1652503&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 Oxolanes 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 - Oxolane - 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: 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

Propiedades químicas y físicas

• Peso molecular: 339.500 g/mol
• XLogP3: 7.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 339.277 Da
• Monoisotopic Mass: 339.277 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 344.000
• 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