Production Method 1

3374-22-9

97170-10-0

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water

Reference

Transnitrosation of alicyclic N-nitrosamines containing sulfur atoms in five- or six-membered rings

Usui, Noriko; Mochizuki, Masataka; Inami, Keiko, Heterocycles, 2023, 106(5), 847-857

Production Method 2

97170-10-0

Reaction Conditions

Reference

Synthesis of optically active 1,4-thiazane-3-carboxylic acid via optical resolution by preferential crystallization of (RS)-2-amino-3-[(2-chloroethyl)sulfanyl]propanoic acid hydrochloride

Shiraiwa, Tadashi; Tadokoro, Kohya; Tanaka, Haruyuki; Nanba, Keiichiro; Yokono, Noriyoshi; et al, Bioscience, 1998, 62(12), 2382-2387

(R)-2-Hydroxyethyl-L-cysteine Raw materials

• 2-Amino-3-mercaptopropanoic acid

(R)-2-Hydroxyethyl-L-cysteine Preparation Products

• (R)-2-Hydroxyethyl-L-cysteine (97170-10-0)

• 1. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 2. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 3. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 4. Evolutionary approaches in protein engineering towards biomaterial construction
  Brindha J.,Balamurali M. M.,Kaushik Chanda RSC Adv., 2019,9, 34720-34734
• 5. Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions?
  Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Cysteine and derivatives

Recent Advances in (R)-2-Hydroxyethyl-L-cysteine (CAS: 97170-10-0) Research: A Comprehensive Review

(R)-2-Hydroxyethyl-L-cysteine (CAS: 97170-10-0) has emerged as a compound of significant interest in the field of chemical biology and pharmaceutical research. This chiral amino acid derivative, characterized by its hydroxyethyl side chain, has shown promising applications in drug development, particularly in the synthesis of peptide-based therapeutics and prodrugs. Recent studies have highlighted its role in enhancing drug stability, improving bioavailability, and serving as a key intermediate in the synthesis of novel bioactive molecules.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of (R)-2-Hydroxyethyl-L-cysteine as a building block for the development of targeted anticancer agents. The research demonstrated that incorporation of this compound into peptide sequences significantly improved tumor-targeting efficiency and reduced off-target effects. The study utilized advanced computational modeling techniques to predict the optimal configuration for maximizing binding affinity to cancer cell receptors, followed by in vitro and in vivo validation.

In the realm of neurodegenerative disease research, (R)-2-Hydroxyethyl-L-cysteine has shown potential as a neuroprotective agent. A 2024 publication in ACS Chemical Neuroscience reported that derivatives of this compound exhibited potent antioxidant properties and the ability to chelate metal ions implicated in oxidative stress pathways. The research team employed NMR spectroscopy and mass spectrometry to characterize the compound's interactions with neuronal proteins, providing mechanistic insights into its protective effects.

The pharmaceutical industry has also recognized the value of (R)-2-Hydroxyethyl-L-cysteine in drug formulation. Recent patent filings (2023-2024) describe its use as a stabilizer in biopharmaceutical preparations, particularly for monoclonal antibodies and recombinant proteins. The compound's ability to prevent aggregation and maintain protein conformation under stress conditions has made it an attractive excipient for next-generation biologics.

From a synthetic chemistry perspective, novel methodologies for the efficient production of (R)-2-Hydroxyethyl-L-cysteine have been developed. A 2024 study in Organic Process Research & Development presented an enzymatic asymmetric synthesis route with exceptional enantioselectivity (>99% ee) and yield (92%). This green chemistry approach significantly reduces the environmental impact compared to traditional chemical synthesis methods while maintaining high purity standards required for pharmaceutical applications.

Looking forward, the unique properties of (R)-2-Hydroxyethyl-L-cysteine position it as a versatile tool in medicinal chemistry. Ongoing clinical trials are investigating its derivatives for various therapeutic indications, including metabolic disorders and infectious diseases. The compound's dual functionality (thiol and hydroxyl groups) provides multiple points for structural modification, enabling the development of tailored pharmaceutical agents with optimized pharmacokinetic profiles.

• 13189-98-5(Fudosteine)
• 25635-80-7(Cysteine,S-(2-carboxyethyl)-)
• 1115-93-1(L-Cysteine, S-propyl-)
• 6367-98-2(S-(2-Hydroxyethyl)-L-cysteine)
• 2139-90-4(Cysteine, S-ethyl-)
• 4099-35-8(S-(2-Aminoethyl)-l-cysteine, hydrochloride)
• 85955-36-8(S-2-Hydroxyethyl-D-cysteine)
• 3183-08-2(DL-Lanthionine)
• 2936-69-8(L-Cysteine,S-(2-aminoethyl)-)
• 2629-59-6((2R)-2-amino-3-(ethylsulfanyl)propanoic acid)