Cas no 25840-82-8 ((-)-S-Trityl-D-cysteine)

(-)-S-Trityl-D-cysteine is a chiral cysteine derivative featuring a trityl (triphenylmethyl) group protecting the thiol functionality. This compound is particularly valuable in peptide synthesis and asymmetric organic synthesis, where the trityl group provides steric hindrance and selective deprotection capabilities. Its D-configuration makes it useful for constructing non-natural peptides or enantioselective catalysts. The trityl group enhances solubility in organic solvents, facilitating reactions in non-aqueous media. Additionally, the product's high purity and stability under standard conditions ensure reliable performance in complex synthetic workflows. Its applications extend to biochemical research and pharmaceutical development, where precise thiol protection is critical.
(-)-S-Trityl-D-cysteine structure
(-)-S-Trityl-D-cysteine structure
Product Name:(-)-S-Trityl-D-cysteine
CAS No:25840-82-8
MF:C22H21NO2S
MW:363.47264456749
MDL:MFCD00236948
CID:258674
PubChem ID:7271796
Update Time:2025-10-23

(-)-S-Trityl-D-cysteine Chemical and Physical Properties

Names and Identifiers

    • S-Trityl-D-cysteine
    • H-D-Cys(Trt)-OH
    • (2S)-2-amino-3-tritylsulfanylpropanoic acid
    • (S)-2-Amino-3-(tritylthio)propanoic acid
    • D-Cysteine,S-(triphenylmethyl)-
    • 2-amino-3-[tri(phenyl)methylsulfanyl]propanoic acid
    • 2-amino-3-[tri(phenyl)methylthio]propionic acid
    • 2-azanyl-3-[tri(phenyl)methylsulfanyl]propanoic acid
    • S-trityl-(R)-cysteine
    • S-(Triphenylmethyl)-D-cysteine
    • H-Cys(Trt)-OH
    • D-Cysteine, S-(triphenylmethyl)-
    • HMS3677K15
    • HMS3413K15
    • H-Cys(Trt)-2-Chlorotrityl Resin
    • BDBM50198302
    • AX8151967
    • AB1006965
    • ST24035991
    • (2S)-2-amino-3-tritylsulfanylpropanoic aci
    • AC-19196
    • NCGC00159541-01
    • S-trityl-d-cys
    • 25840-82-8
    • MFCD00236948
    • NCGC00159541-02
    • EN300-7361000
    • S-Trityl-D-cysteine (H-D-Cys(Trt)-OH)
    • AKOS016842921
    • A851298
    • (2S)-2-amino-3-[(triphenylmethyl)sulfanyl]propanoic acid
    • HY-W053550
    • SCHEMBL6891349
    • CHEMBL399251
    • DS-16179
    • CS-0046195
    • FD21277
    • BRD-K09774593-001-01-7
    • DA-78064
    • (-)-S-Trityl-D-cysteine
    • MDL： MFCD00236948
    • Inchi： 1S/C22H21NO2S/c23-20(21(24)25)16-26-22(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20H,16,23H2,(H,24,25)/t20-/m1/s1
    • InChI Key： DLMYFMLKORXJPO-HXUWFJFHSA-N
    • SMILES： S(C[C@H](C(=O)O)N)C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 363.12900
  • Monoisotopic Mass: 363.129
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 7
  • Complexity: 392
  • 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: 88.6
  • XLogP3: 2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.232±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: No data available
  • Boiling Point: 524.7°C at 760 mmHg
  • Flash Point: 271.2±30.1 °C
  • Solubility: Almost insoluble (0.022 g/l) (25 o C),
  • Water Partition Coefficient: Sparingly soluble in water 0.022 g/L 25°C.
  • PSA: 88.62000
  • LogP: 4.82390

(-)-S-Trityl-D-cysteine Security Information

(-)-S-Trityl-D-cysteine Customs Data

  • HS CODE：2930909090
  • Customs Data：

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

(-)-S-Trityl-D-cysteine Pricemore >>

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(-)-S-Trityl-D-cysteine Suppliers

Amadis Chemical Company Limited
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(CAS:25840-82-8)(-)-S-Trityl-D-cysteine
Order Number:A851298
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:35
Price ($):199.0

(-)-S-Trityl-D-cysteine Related Literature

Related Categories

Additional information on (-)-S-Trityl-D-cysteine

(-)-S-Trityl-D-cysteine (CAS No. 25840-82-8): A Comprehensive Guide to Its Properties and Applications

(-)-S-Trityl-D-cysteine (CAS No. 25840-82-8) is a specialized chiral building block widely used in peptide synthesis, pharmaceutical research, and asymmetric catalysis. This compound, characterized by its trityl-protected thiol group and D-configuration, plays a pivotal role in modern organic chemistry and drug development. Its unique structure offers exceptional selectivity and stability, making it a preferred choice for researchers exploring peptide modifications and stereospecific reactions.

The growing demand for chiral auxiliaries and cysteine derivatives in biotechnology has positioned (-)-S-Trityl-D-cysteine as a key reagent. Recent trends in AI-driven drug discovery and green chemistry have further amplified interest in this compound, as scientists seek sustainable methods for peptide coupling and enantioselective synthesis. Its compatibility with solid-phase peptide synthesis (SPPS) protocols aligns with the industry's shift toward automated, high-throughput methodologies.

One of the most frequently searched questions about CAS No. 25840-82-8 relates to its optical purity and storage conditions. Proper handling under inert atmospheres and low temperatures (-20°C) is critical to maintain its reactivity. Analytical techniques like HPLC and chiral chromatography are commonly employed to verify its enantiomeric excess (ee), a parameter crucial for applications in asymmetric catalysis and bioconjugation.

In pharmaceutical contexts, researchers value (-)-S-Trityl-D-cysteine for constructing thioether linkages in antibody-drug conjugates (ADCs) - a hot topic in targeted cancer therapies. The compound's trityl group enables selective deprotection, allowing precise control over sulfhydryl group reactivity. This feature addresses the increasing demand for site-specific bioconjugation techniques, frequently discussed in biopharmaceutical forums.

The compound's role extends to material science, where its chiral center facilitates the development of molecularly imprinted polymers (MIPs) for sensor applications. Recent publications highlight its utility in creating enantioselective membranes, responding to the surge in searches for chiral separation technologies. Its D-cysteine backbone provides distinct advantages over L-enantiomers in certain enzyme inhibition studies, particularly for protease research.

Quality control of CAS 25840-82-8 remains a critical discussion point, with analytical certificates typically including NMR, mass spectrometry, and polarimetry data. The compound's crystalline form and solubility profile (soluble in DMF, DMSO; sparingly soluble in water) are frequently documented to ensure reproducibility in medicinal chemistry applications. These specifications cater to the pharmaceutical industry's emphasis on QC/QA compliance.

Emerging applications in neuroscience research utilize (-)-S-Trityl-D-cysteine derivatives to study glutathione metabolism and redox signaling - topics gaining traction in neurodegenerative disease research. The compound's ability to mimic endogenous thiol-containing compounds makes it valuable for investigating cellular oxidative stress pathways, aligning with current interests in antioxidant therapies.

From a synthetic perspective, the trityl protecting group in 25840-82-8 offers orthogonal protection strategies compatible with Fmoc/tBu chemistry. This versatility answers common search queries about peptide synthesis troubleshooting, particularly regarding cysteine protection during multi-step syntheses. The compound's stability toward acidic conditions (while being cleavable with TFA) makes it ideal for convergent synthesis approaches.

Environmental considerations in chemical synthesis have prompted studies on (-)-S-Trityl-D-cysteine's role in atom-economical reactions. Its use in click chemistry applications, particularly thiol-ene reactions, supports the pharmaceutical industry's push toward greener synthetic routes. These aspects resonate with search trends focusing on sustainable chemistry and waste reduction in organic synthesis.

In conclusion, (-)-S-Trityl-D-cysteine (CAS No. 25840-82-8) represents a multifaceted tool for researchers across chemical biology, drug discovery, and material science. Its unique combination of chirality, protecting group chemistry, and biological compatibility ensures continued relevance in addressing contemporary scientific challenges, from precision medicine to smart materials development.

25840-82-8 ((-)-S-Trityl-D-cysteine) Related Products

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Amadis Chemical Company Limited
(CAS:25840-82-8)(-)-S-Trityl-D-cysteine
A851298
Purity:99%
Quantity:100g
Price ($):199.0
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