DL-Cysteine
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DL-Cysteine

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Cysteine is a non-essential amino acid that can be synthesized by the human body under normal physiological conditions if a sufficient quantity of methionine is available. Cysteine is commonly used as a precursor in the food and pharmaceutical industries. Cysteine is used as a processing aid for baking, as an additive in cigarettes, as well as in the preparation of meat flavours.

Category
DL-Amino Acids
Catalog number
BAT-007653
CAS number
3374-22-9
Molecular Formula
C3H7NO2S
Molecular Weight
121.16
DL-Cysteine
IUPAC Name
2-amino-3-sulfanylpropanoic acid
Synonyms
Cysteine; DL-Cysteine; (+/-)-Cysteine; NSC 63864
Related CAS
52-90-4 (L-isomer)
Appearance
Off-White Solid
Purity
98%
Density
1.334 g/cm3
Melting Point
>197°C(dec.)
Boiling Point
293.9°C at 760 mmHg
Storage
Store at -20°C Under inert atmosphere
Solubility
soluble in DMSO, Water
InChI
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)
InChI Key
XUJNEKJLAYXESH-UHFFFAOYSA-N
Canonical SMILES
C(C(C(=O)O)N)S

DL-Cysteine, a non-essential amino acid, finds diverse applications across various fields. Explore its key applications below:

Food Industry: In the realm of culinary arts, DL-Cysteine emerges as a crucial element, serving as a dough conditioner and flavor enhancer. By dismantling disulfide bonds within gluten proteins, it enhances the elasticity and extensibility of dough, playing a pivotal role in baking endeavors. Moreover, its role extends to meat processing, where it catalyzes the generation of desired flavors during the Maillard reaction, elevating the sensory experience of processed foods.

Pharmaceuticals: Within the pharmaceutical sphere, DL-Cysteine stands out for its antioxidant properties and its therapeutic utility in addressing concerns like acetaminophen overdose. By replenishing glutathione levels in the liver, it aids in detoxification processes and shields against oxidative harm. Furthermore, it proves beneficial in formulations designed for managing cystic fibrosis, leveraging its mucus-dissolving properties to enhance lung health.

Cosmetics: Delving into the world of beauty and skincare, DL-Cysteine shines for its ability to foster hair and skin well-being. It features prominently in anti-aging skincare concoctions, renowned for its role in stimulating collagen synthesis and countering free radical damage. In hair care applications, it strengthens hair fibers and imbues them with a lustrous sheen, elevating the overall texture and appearance of strands.

Agricultural Applications: In the agricultural domain, DL-Cysteine emerges as a key player, particularly as a foundational component in the synthesis of fertilizers and plant growth enhancers. Its contribution extends to enhancing nutrient uptake and bolstering plant resilience against environmental adversities. By fostering the holistic health of crops, it drives an upsurge in agricultural productivity and fortifies sustainability practices.

1.Sequestering ability of some chelating agents towards methylmercury(II).
Falcone G1, Foti C, Gianguzza A, Giuffrè O, Napoli A, Pettignano A, Piazzese D. Anal Bioanal Chem. 2013 Jan;405(2-3):881-93. doi: 10.1007/s00216-012-6336-5. Epub 2012 Sep 1.
A study on the interactions between CH(3)Hg(+) and some S, N and O donor ligands (2-mercaptopropanoic acid (thiolactic acid (H(2)TLA)), 3-mercaptopropanoic acid (H(2)MPA), 2-mercaptosuccinic acid (thiomalic acid (H(3)TMA)), D,L-penicillamine (H(2)PSH), L-cysteine (H(2)CYS), glutathione (H(3)GSH), N,N'-bis(3-aminopropyl)-1-4-diaminobutane (spermine (SPER)), 1,2,3,4,5,6-benzenehexacarboxylic acid (mellitic acid (H(6)MLT)) and ethylenediaminetetraacetic acid (H(4)EDTA)) is reported. The speciation models in aqueous solution and the possible structures of the complexes formed are discussed on the basis of potentiometric, calorimetric, UV spectrophotometric and electrospray mass spectrometric results. For the CH(3)Hg(+)-S donor ligand systems, the formation of ML(1-z) and MLH(2-z) complex species is observed, together with a diprotonated MLH(2)(3-z) species for CYS(2-), PSH(2-) and GSH(3-) and the mixed hydrolytic one ML(OH)(-z) for TLA(2-) and MPA(2-).
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