Cas no 6027-14-1 ((R)-2-Amino-4-mercaptobutanoic acid)

(R)-2-Amino-4-mercaptobutanoic acid, also known as (R)-homocysteine, is a chiral amino acid derivative with a thiol functional group. This compound serves as a key intermediate in biochemical research, particularly in studies involving sulfur metabolism, enzymatic pathways, and peptide synthesis. Its stereospecific (R)-configuration makes it valuable for investigating enantioselective reactions and designing bioactive molecules. The thiol group enhances reactivity, enabling applications in conjugation chemistry and redox studies. High purity grades ensure reproducibility in experimental settings. Due to its structural similarity to cysteine and homocysteine, it is also useful in probing metabolic disorders and oxidative stress mechanisms. Proper handling under inert conditions is recommended due to thiol sensitivity.
(R)-2-Amino-4-mercaptobutanoic acid structure
6027-14-1 structure
Product Name:(R)-2-Amino-4-mercaptobutanoic acid
CAS No:6027-14-1
MF:C4H9NO2S
MW:135.18475985527
MDL:MFCD09842578
CID:514884
PubChem ID:134603
Update Time:2025-05-19

(R)-2-Amino-4-mercaptobutanoic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Amino-4-mercaptobutanoic acid
    • D-Homocysteine
    • (R)-2-amino-4-mercapto-butyric acid
    • AC1L34VY
    • AC1Q5R11
    • AR-1I3701
    • CTK2F6397
    • D-homocystine
    • (2R)-2-amino-4-sulfanyl-butanoic acid
    • X729OQK9H3
    • Homocysteine, D-
    • D- homocysteine
    • (2R)-2-amino-4-sulfanylbutanoic acid
    • 8982AB
    • FCH933681
    • AK117565
    • AX8039073
    • ST2408146
    • Butyricacid,2-amino-4-mercapto-,D-(8CI)
    • A8578
    • 027H141
    • (R)-2-Amino-4-mercaptobutanoicacid
    • DTXCID10131511
    • HOMOCYSTEINE D-FORM [MI]
    • 6027-14-1
    • CHEBI:183322
    • UNII-X729OQK9H3
    • MFCD09842578
    • Butyric acid, 2-amino-4-mercapto-, D- (8CI)
    • (R)-2-Amino-4-mercaptobutanoic acid (H-D-Hcy-OH)
    • SCHEMBL601148
    • CS-13430
    • Q27293623
    • HY-77801
    • DB-351177
    • BUTYRIC ACID, 2-AMINO-4-MERCAPTO-, D-
    • DTXSID90209020
    • HOMOCYSTEINE D-FORM
    • (2R)-2-ammonio-4-mercaptobutanoate
    • KCY
    • CS-M1780
    • (2R)-2-amino-4-sulanylbutanoic acid
    • AKOS016843916
    • MDL: MFCD09842578
    • Inchi: 1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m1/s1
    • InChI Key: FFFHZYDWPBMWHY-GSVOUGTGSA-N
    • SMILES: SCC[C@H](C(=O)O)N

Computed Properties

  • Exact Mass: 135.03547
  • Monoisotopic Mass: 135.035399
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 3
  • Complexity: 86.1
  • 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: -3.4
  • Topological Polar Surface Area: 64.3

Experimental Properties

  • Melting Point: 226.25 °C
  • PSA: 63.32
  • LogP: 0.41850

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(R)-2-Amino-4-mercaptobutanoic acid Suppliers

Amadis Chemical Company Limited
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(CAS:6027-14-1)(R)-2-Amino-4-mercaptobutanoic acid
Order Number:A869017
Stock Status:in Stock
Quantity:100mg/50mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:15
Price ($):327.0/202.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
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(CAS:6027-14-1)D-homocysteine
Order Number:LE16677
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:14
Price ($):discuss personally

Additional information on (R)-2-Amino-4-mercaptobutanoic acid

Introduction to (R)-2-Amino-4-mercaptobutanoic Acid (CAS No. 6027-14-1)

The compound (R)-2-Amino-4-mercaptobutanoic acid, identified by its CAS number 6027-14-1, is a significant molecule in the field of chemo-biopharmaceuticals. This enantiomerically pure compound has garnered attention due to its unique structural and functional properties, making it a valuable candidate for various biochemical applications. The presence of both an amino group and a thiol group in its molecular structure endows it with versatile reactivity, which is highly beneficial in the synthesis of complex biomolecules and drug intermediates.

In recent years, the demand for chiral compounds in pharmaceuticals has surged, driven by the need for more effective and selective drug molecules. The (R)-configuration of this compound is particularly noteworthy, as it ensures high enantiomeric purity, which is crucial for achieving optimal pharmacological outcomes. Research has demonstrated that enantiopure compounds often exhibit improved therapeutic efficacy and reduced side effects compared to their racemic counterparts. This has spurred extensive interest in developing synthetic methodologies that can efficiently produce such enantiomerically pure compounds.

The molecular structure of (R)-2-Amino-4-mercaptobutanoic acid consists of a four-carbon chain with an amino group at the second carbon and a thiol group at the fourth carbon. This configuration allows for multiple functionalization possibilities, making it a versatile building block in organic synthesis. The thiol group, in particular, is highly reactive and can participate in various chemical transformations, including disulfide bond formation, which is crucial in protein stabilization and bioconjugation processes.

Current research in the field of chemo-biopharmaceuticals has highlighted the importance of such amino acid derivatives in drug development. For instance, studies have shown that derivatives of this compound can serve as key intermediates in the synthesis of protease inhibitors, which are essential in treating various infectious diseases and cancer. The ability to introduce specific functional groups while maintaining enantiomeric purity makes this compound an invaluable asset in medicinal chemistry.

Advances in synthetic chemistry have enabled the development of more efficient and sustainable methods for producing (R)-2-Amino-4-mercaptobutanoic acid. Catalytic asymmetric synthesis, for example, has emerged as a powerful tool for achieving high enantiomeric excesses without the need for harsh conditions or excessive waste generation. These methods align with the growing emphasis on green chemistry principles, ensuring that the production of such compounds is both environmentally friendly and economically viable.

In addition to its pharmaceutical applications, this compound has found utility in materials science and biotechnology. Its ability to form stable disulfide bonds makes it a suitable candidate for designing smart materials that can respond to environmental stimuli. Furthermore, its role as a precursor in peptide synthesis has opened new avenues for developing novel biomaterials with tailored properties.

The latest research also highlights the potential of (R)-2-Amino-4-mercaptobutanoic acid in therapeutic areas beyond traditional pharmaceuticals. For instance, studies have explored its use in regenerative medicine, where its ability to promote cell adhesion and tissue formation could lead to innovative treatments for wound healing and tissue engineering. These findings underscore the broad applicability of this compound and its derivatives in addressing complex biological challenges.

As our understanding of molecular interactions continues to evolve, the demand for specialized compounds like (R)-2-Amino-4-mercaptobutanoic acid is expected to grow. Ongoing research efforts are focused on expanding the synthetic toolkit available for producing enantiomerically pure compounds, which will further enhance their utility in drug discovery and development. Collaborative efforts between academia and industry are crucial in driving these advancements and translating them into tangible benefits for society.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6027-14-1)(R)-2-Amino-4-mercaptobutanoic acid
A869017
Purity:99%/99%
Quantity:100mg/50mg
Price ($):327.0/202.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:6027-14-1)D-homocysteine
LE16677
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email