Cas no 2185-02-6 (L-HOMOSERINE LACTONE, HYDROCHLORIDE)

L-Homoserine lactone hydrochloride is a chiral cyclic ester derivative of homoserine, commonly utilized in organic synthesis and biochemical research. Its hydrochloride form enhances solubility and stability, making it suitable for controlled reactions. This compound serves as a key intermediate in the synthesis of various biologically active molecules, including antibiotics and quorum-sensing analogs. The lactone ring structure facilitates ring-opening reactions, enabling selective functionalization. Its high purity and well-defined stereochemistry ensure reproducibility in experimental applications. The hydrochloride salt form also simplifies handling and storage. Researchers value this compound for its versatility in peptide modification and microbial communication studies.
L-HOMOSERINE LACTONE, HYDROCHLORIDE structure
2185-02-6 structure
Product Name:L-HOMOSERINE LACTONE, HYDROCHLORIDE
CAS No:2185-02-6
MF:C4H7NO2
MW:101.103881120682
CID:912054
PubChem ID:24895811
Update Time:2025-10-18

L-HOMOSERINE LACTONE, HYDROCHLORIDE Chemical and Physical Properties

Names and Identifiers

    • L-HOMOSERINE LACTONE, HYDROCHLORIDE
    • H-L-Hse-lactone*HCl
    • L-HOMOSERENE Lactone HCL
    • 2br6
    • L-homoserinelactone
    • AKOS006239083
    • (3R)-3-amino-4,5-dihydrofuran-2(3H)-one
    • MFCD18833624
    • Q27113922
    • (S)-3-AMINODIHYDROFURAN-2(3H)-ONE HCL
    • (35)-3-aminodihydro-2(3H)-furanone
    • CHEBI:30655
    • (3S)-3-aminodihydrofuran-2(3H)-one
    • A856250
    • NS00003927
    • (S)-3-aminodihydrofuran-2(3H)-one
    • CHEMBL1233424
    • Homoserine lactone, L-
    • L-homoserine lactone
    • 2185-02-6
    • C19777
    • (s)-(-)-alpha-amino-gamma-butyrolactone
    • s11138
    • (3S)-3-aminooxolan-2-one
    • D2C230CA-D831-4854-AF91-CD72A75A3A11
    • SCHEMBL79968
    • EN300-70857
    • (S)-3-Aminodihydrofuran-2(3H)-one (H-L-Hsl)
    • 2(3H)-Furanone, 3-aminodihydro-, (3S)-
    • (3S)-3-aminodihydro-2(3H)-furanone
    • (3R)-3-amino-4,5-dihydrofuran-2(3H)-one;L-homoserine lactone
    • L-alpha-Amino-gamma-butyrolactone
    • L-.alpha.-Amino-.gamma.-butyrolactone
    • MDL: MFCD00058172
    • Inchi: 1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/t3-/m0/s1
    • InChI Key: QJPWUUJVYOJNMH-VKHMYHEASA-N
    • SMILES: O1C([C@H](CC1)N)=O

Computed Properties

  • Exact Mass: 137.02400
  • Monoisotopic Mass: 101.047678466g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 91.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.6
  • Topological Polar Surface Area: 52.3?2

Experimental Properties

  • PSA: 52.32000
  • LogP: 0.76290

L-HOMOSERINE LACTONE, HYDROCHLORIDE Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:?20°C

L-HOMOSERINE LACTONE, HYDROCHLORIDE Customs Data

  • HS CODE:2932209090
  • Customs Data:

    China Customs Code:

    2932209090

    Overview:

    2932209090. Other lactones. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

L-HOMOSERINE LACTONE, HYDROCHLORIDE Pricemore >>

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Additional information on L-HOMOSERINE LACTONE, HYDROCHLORIDE

L-Homoserine Lactone Hydrochloride: A Comprehensive Overview

L-Homoserine lactone hydrochloride, also known as CAS No. 2185-02-6, is a compound of significant interest in the fields of biochemistry and pharmacology. This compound, which exists as a hydrochloride salt, has garnered attention due to its unique properties and potential applications in various scientific domains.

The molecular structure of L-homoserine lactone hydrochloride is characterized by a lactone ring, which is formed through the intramolecular esterification of a carboxylic acid group with an alcohol group within the same molecule. This structural feature contributes to its stability and reactivity under different conditions. Recent studies have highlighted the importance of this compound in understanding the mechanisms of protein folding and aggregation, particularly in relation to neurodegenerative diseases such as Alzheimer's and Parkinson's.

One of the most promising applications of L-homoserine lactone hydrochloride lies in its role as a precursor in the synthesis of biologically active molecules. Researchers have demonstrated that this compound can be effectively utilized in the development of novel therapeutic agents targeting specific cellular pathways. For instance, a study published in 2023 revealed that derivatives of L-homoserine lactone hydrochloride exhibit potent anti-inflammatory properties, making them potential candidates for treating chronic inflammatory conditions.

In addition to its therapeutic potential, L-homoserine lactone hydrochloride has also been explored for its role in enzyme catalysis and metabolic engineering. By incorporating this compound into enzymatic systems, scientists have been able to enhance the efficiency of various biochemical reactions, paving the way for innovative approaches in industrial biotechnology.

The synthesis of L-homoserine lactone hydrochloride involves a multi-step process that typically begins with the isolation of L-homoserine from natural sources or through chemical synthesis. The subsequent formation of the lactone ring is achieved through controlled heating or enzymatic catalysis, followed by acidification to obtain the hydrochloride salt. Recent advancements in green chemistry have led to the development of more sustainable methods for synthesizing this compound, reducing its environmental footprint while maintaining high yields.

From a safety standpoint, handling L-homoserine lactone hydrochloride requires adherence to standard laboratory protocols to minimize exposure risks. Proper ventilation and personal protective equipment are recommended when working with this compound, especially during synthesis and purification steps.

In conclusion, L-homoserine lactone hydrochloride represents a versatile and valuable compound with diverse applications across multiple scientific disciplines. As research continues to uncover new insights into its properties and potential uses, it is likely that this compound will play an increasingly important role in advancing both basic science and applied technologies.

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