Cas no 89131-10-2 (Dabsyl-L-alanine)

Dabsyl-L-alanine is a derivative of L-alanine labeled with the 4-dimethylaminoazobenzene-4'-sulfonyl (Dabsyl) group, commonly used as a chromophoric reagent in amino acid analysis. The Dabsyl moiety enhances UV-visible detectability, enabling sensitive quantification via HPLC or spectrophotometric methods. This compound is particularly valuable for chiral resolution studies and peptide synthesis due to its stability and distinct absorbance properties. Its high purity and well-defined structure make it suitable for analytical standards and research applications requiring precise amino acid modification. Dabsyl-L-alanine is favored for its compatibility with automated Edman degradation and its role in improving separation efficiency in chromatographic techniques.
Dabsyl-L-alanine structure
Dabsyl-L-alanine structure
Product Name:Dabsyl-L-alanine
CAS No:89131-10-2
MF:C17H20N4O4S
MW:376.430102348328
MDL:MFCD00059648
CID:711105
PubChem ID:87567954
Update Time:2025-10-28

Dabsyl-L-alanine Chemical and Physical Properties

Names and Identifiers

    • L-Alanine,N-[[4-[[4-(dimethylamino)phenyl]azo]phenyl]sulfonyl]- (9CI)
    • (2S)-2-[[4-[[4-(dimethylamino)phenyl]diazenyl]phenyl]sulfonylamino]propanoic acid
    • DABSYL-L-ALANINE
    • Dbs-Ala-OH
    • 4-Dimethylaminoazobenzene-4'-sulfonyl-L-alanine
    • D1454
    • N-(4-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzene-1-sulfonyl)-L-alanine
    • (S,E)-2-(4-((4-(dimethylamino)phenyl)diazenyl)phenylsulfonamido)propanoic acid
    • L-Alanine, N-[[4-[[4-(dimethylamino)phenyl]azo]phenyl]sulfonyl]- (9CI)
    • N-[[4-[2-[4-(Dimethylamino)phenyl]diazenyl]phenyl]sulfonyl]-L-alanine (ACI)
    • L-Dabsylalanine
    • DB-230154
    • 89131-10-2
    • DTXSID20555047
    • HY-W141851
    • Dabsyl-L-alanine (Dbs-L-Ala-OH)
    • MFCD00059648
    • (2S)-2-{4-[(1E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzenesulfonamido}propanoic acid
    • CS-0201647
    • ((4-((4-(Dimethylamino)phenyl)diazenyl)phenyl)sulfonyl)-L-alanine
    • Dabsylalanin
    • 1279034-54-6
    • D89859
    • Dabsyl-L-alanine
    • MDL: MFCD00059648
    • Inchi: 1S/C17H20N4O4S/c1-12(17(22)23)20-26(24,25)16-10-6-14(7-11-16)19-18-13-4-8-15(9-5-13)21(2)3/h4-12,20H,1-3H3,(H,22,23)/b19-18+/t12-/m0/s1
    • InChI Key: MSJGMRRFQPODJE-RUWSDDDDSA-N
    • SMILES: N(C1=CC=C(/N=N/C2C=CC(=CC=2)S(=O)(N([H])[C@@H](C)C(O[H])=O)=O)C=C1)(C)C

Computed Properties

  • Exact Mass: 376.12100
  • Monoisotopic Mass: 376.12052631g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 7
  • Complexity: 586
  • 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
  • Topological Polar Surface Area: 120
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.8

Experimental Properties

  • PSA: 119.81000
  • LogP: 4.39110

Dabsyl-L-alanine Customs Data

  • HS CODE:2935009090
  • Customs Data:

    China Customs Code:

    2935009090

    Overview:

    2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

Dabsyl-L-alanine Pricemore >>

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Dabsyl-L-alanine Production Method

Production Method 1

Reaction Conditions
Reference
Operationally safe amino acid analysis with the dabsyl chloride system
Nieder, Michael; Hughes, Graham J.; Frutiger, Severine; Grom, Edgar, LaborPraxis, 1990, 14, 30-1

Production Method 2

Reaction Conditions
Reference
Comparison of reverse-phase high-performance liquid chromatographic methods for precolumn-derivatized amino acids
McClung, G.; Frankenberger, W. T. Jr., Journal of Liquid Chromatography, 1988, 11(3), 613-46

Dabsyl-L-alanine Raw materials

Dabsyl-L-alanine Preparation Products

Additional information on Dabsyl-L-alanine

Dabsyl-L-Alanine: A Comprehensive Overview

Dabsyl-L-Alanine (CAS No. 89131-10-2) is a derivative of the amino acid L-alanine, which has gained significant attention in the fields of biochemistry and pharmacology due to its unique properties and potential applications. This compound is characterized by the presence of a dabsyl group, which is a sulfonamide derivative, attached to the alpha-carbon of L-alanine. The dabsyl group imparts distinct physicochemical properties to the molecule, making it a valuable tool in various research and industrial settings.

Recent studies have highlighted the role of Dabsyl-L-Alanine in peptide synthesis and drug delivery systems. The dabsyl group serves as a protecting group during peptide synthesis, ensuring the stability and specificity of the reaction. This has been particularly useful in the development of bioactive peptides, which are increasingly being explored for their therapeutic potential in treating diseases such as cancer, diabetes, and neurodegenerative disorders.

In addition to its role in peptide synthesis, Dabsyl-L-Alanine has been utilized in the development of novel drug delivery systems. Researchers have demonstrated that this compound can enhance the solubility and bioavailability of hydrophobic drugs, which are often challenging to deliver effectively. By incorporating Dabsyl-L-Alanine into drug delivery systems, scientists aim to improve therapeutic outcomes while minimizing adverse effects.

The synthesis of Dabsyl-L-Alanine involves a multi-step process that includes the activation of L-alanine with a coupling agent followed by reaction with the dabsyl chloride. This process requires precise control over reaction conditions to ensure high yields and purity. Recent advancements in synthetic chemistry have enabled more efficient and scalable methods for producing Dabsyl-L-Alanine, making it more accessible for large-scale applications.

One of the most promising areas of research involving Dabsyl-L-Alanine is its application in biotechnology. Scientists have explored its use as a building block for creating biosensors and diagnostic tools. The unique properties of Dabsyl-L-Alanine, including its fluorescence and stability under physiological conditions, make it an ideal candidate for these applications.

Furthermore, Dabsyl-L-Alanine has been investigated for its potential in materials science. Researchers have utilized this compound to develop novel materials with tailored properties, such as self-healing polymers and stimuli-responsive hydrogels. These materials have potential applications in fields ranging from healthcare to environmental monitoring.

In conclusion, Dabsyl-L-Alanine (CAS No. 89131-10-2) is a versatile compound with a wide range of applications in biochemistry, pharmacology, and materials science. Its unique properties make it an invaluable tool for researchers and industry professionals alike. As ongoing studies continue to uncover new uses for this compound, it is likely that Dabsyl-L-Alanine will play an increasingly important role in advancing scientific and technological innovations.

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