N-Z-L-Homoserine lactone - ≥98% , CAS No.35677-89-5

CAS: 35677-89-5 Cat. No.: Z100972 Molecular Weight: 235.24 Beilstein Registry Number: 5341012 PubChem CID: 489185

GRADE & PURITY ≥98%

Synonyms

(S)-α-(Z-Amino)-γ-butyrolactone | N-Carbobenzoxy-L-homoserine Lactone | N-Cbz-L-homoserine Lactone | (S)-α-(Carbobenzoxyamino)-γ-butyrolactone | (S)-α-(Cbz-amino)-γ-butyrolactone | N-Benzyloxycarbonyl-L-homoserine Lactone | (S)-α-(Benzyloxycarbonylamino)-

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

(S)-α-(Z-Amino)-γ-butyrolactone | N-Carbobenzoxy-L-homoserine Lactone | N-Cbz-L-homoserine Lactone | (S)-α-(Carbobenzoxyamino)-γ-butyrolactone | (S)-α-(Cbz-amino)-γ-butyrolactone | N-Benzyloxycarbonyl-L-homoserine Lactone | (S)-α-(Benzyloxycarbonylamino)-

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488189936
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189936
• Canonical Smiles: C1COC(=O)C1NC(=O)OCC2=CC=CC=C2
• IUPAC Name: benzyl N-[(3S)-2-oxooxolan-3-yl]carbamate
• InChIKey: FKWDZIFOVOUDAG-JTQLQIEISA-N
• INCHI: 1S/C12H13NO4/c14-11-10(6-7-16-11)13-12(15)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1
• Isomeric SMILES: C1COC(=O)[C@H]1NC(=O)OCC2=CC=CC=C2
• WGK Germany: 3
• PubChem CID: 489185
• Molecular Weight: 235.24
• Beilstein: 5341012
• Reaxy-Rn: 5341012

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Benzyloxycarbonyls Gamma butyrolactones Tetrahydrofurans Carbamate esters Organic carbonic acids and derivatives Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid ester - Benzyloxycarbonyl - Monocyclic benzene moiety - Gamma butyrolactone - Benzenoid - Carbamic acid ester - Tetrahydrofuran - Carboxylic acid ester - Lactone - Carbonic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -32° (C=1,MeOH)
• Melt Point(°C): 129℃
• Molecular Weight: 235.240 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 235.084 Da
• Monoisotopic Mass: 235.084 Da
• Topological Polar Surface Area: 64.599 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 286.000
• 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

References

1. Zhimeng Cui, Zhuanying Li, Yuting Jin, Taotao Ren, Jin'ai Chen, Xianghong Wang, Keli Zhong, Lijun Tang, Yiwei Tang, Meirong Cao.  (2020)  Novel magnetic fluorescence probe based on carbon quantum dots-doped molecularly imprinted polymer for AHLs signaling molecules sensing in fish juice and milk.  FOOD CHEMISTRY,      [PMID:32485582] [10.1016/j.foodchem.2020.127063]