Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H12N2O4S2 |
| Molecular Weight | 240.3 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@H](CSSC[C@@H](N)C(O)=O)C(O)=O
InChI
InChIKey=LEVWYRKDKASIDU-QWWZWVQMSA-N
InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1
| Molecular Formula | C6H12N2O4S2 |
| Molecular Weight | 240.3 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/7173742 | https://www.ncbi.nlm.nih.gov/pubmed/11709062 | https://www.drugbank.ca/drugs/DB00138
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/7173742 | https://www.ncbi.nlm.nih.gov/pubmed/11709062 | https://www.drugbank.ca/drugs/DB00138
DL-Cystine is a racemic mixture of the proteinogenic amino acids L-cystine and the non-proteinogenic D-cystine. Cystine is the oxidized dimer form of the amino acid cysteine. L-Cystine serves two biological functions, a site of redox reactions and a mechanical linkage that allows proteins to retain their 3-dimensional structure. DL-cystine is used in the preparation of sulfur-containing dimeric and monomeric surfactants.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pediatric urolithiasis in Armenia: a study of 198 patients observed from 1991 to 1999. | 2001-09 |
|
| [Leber's hereditary optic neuropathy]. | 2001-08-21 |
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| The activation of dopamine D4 receptors inhibits oxidative stress-induced nerve cell death. | 2001-08-15 |
|
| Identification and characterization of a new mammalian glutaredoxin (thioltransferase), Grx2. | 2001-08-10 |
|
| Solution structure of the satiety factor, CART, reveals new functionality of a well-known fold. | 2001-08-07 |
|
| Location and mechanism of alpha 2,6-sialyltransferase dimer formation. Role of cysteine residues in enzyme dimerization, localization, activity, and processing. | 2001-08-03 |
|
| Hounsfield unit density in the determination of urinary stone composition. | 2001-08 |
|
| An efficient refolding method for the preparation of recombinant human prethrombin-2 and characterization of the recombinant-derived alpha-thrombin. | 2001-08 |
|
| Urinary sulfur compounds in Down syndrome. | 2001-08 |
|
| Solid phase assay of urine cystine supersaturation in the presence of cystine binding drugs. | 2001-08 |
|
| Cystinuria in the dog: clinical studies during 14 years of medical treatment. | 2001-07-27 |
|
| Hyperglycemia in diabetic rats reduces the glutathione content in the aortic tissue. | 2001-07-20 |
|
| Increased plasma tryptophan in HIV-infected patients treated with pharmacologic doses of nicotinamide. | 2001-07-13 |
|
| Glyoxal and methylglyoxal trigger distinct signals for map family kinases and caspase activation in human endothelial cells. | 2001-07-01 |
|
| Role of the cystine-knot motif at the C-terminus of rat mucin protein Muc2 in dimer formation and secretion. | 2001-07-01 |
|
| Thermosipho geolei sp. nov., a thermophilic bacterium isolated from a continental petroleum reservoir in Western Siberia. | 2001-07 |
|
| Laminar distribution of nicotinic receptor subtypes in cortical regions in schizophrenia. | 2001-07 |
|
| Medical and surgical therapy of the cystine stone patient. | 2001-07 |
|
| Metabolism of S-nitrosoglutathione by endothelial cells. | 2001-07 |
|
| Monitoring of the subtraction process in solid-phase representational difference analysis: characterization of a candidate drug. | 2001-06-27 |
|
| Self-assembling, cystine-derived, fused nanotubes based on spirane architecture: design, synthesis, and crystal structure of cystinospiranes. | 2001-06-20 |
|
| The amino acid transport system b(o,+) and cystinuria. | 2001-06-09 |
|
| Human cystine/glutamate transporter: cDNA cloning and upregulation by oxidative stress in glioma cells. | 2001-06-06 |
|
| Configuration and racemization determination of cysteine residues in peptides by chiral derivatization and HPLC: application to oxytocin peptides. | 2001-06 |
|
| Effect of fudosteine, a new cysteine derivative, on mucociliary transport. | 2001-06 |
|
| Estimation of the total sulfur amino acid requirement and the effect of betaine in diets deficient in total sulfur amino acids for the weanling pig. | 2001-06 |
|
| Partial restoration of lutropin activity by an intersubunit disulfide bond: implications for structure/function studies. | 2001-06 |
|
| How does hexachlorobenzene treatment affect liver uroporphyrinogen decarboxylase? | 2001-06 |
|
| The molecular bases of cystinuria and lysinuric protein intolerance. | 2001-06 |
|
| Cystine calculi in children: the results of a metabolic evaluation and response to medical therapy. | 2001-06 |
|
| Synthesis of diaminosuberic acid derivatives via ring-closing alkyne metathesis. | 2001-05-18 |
|
| Design of Gram-negative selective antimicrobial peptides. | 2001-05-15 |
|
| Extracorporeal shock wave lithotripsy in children. Efficacy, complications and long-term follow-up. | 2001-05 |
|
| A new strategy for the synthesis of cyclopeptides containing diaminoglutaric acid. | 2001-05 |
|
| The metabolism of sulphur in relation to the biochemistry of cystine and cysteine: its fundamental importance in biology. A cyclic interchange between their mono- and di-sulphides is the unique reaction creating life and intelligence. | 2001-05 |
|
| Energy utilization of low-protein diets in growing pigs. | 2001-05 |
|
| Synthetic peptides derived from the beta2-beta3 loop of Raphanus sativus antifungal protein 2 that mimic the active site. | 2001-05 |
|
| Evolution and classification of cystine knot-containing hormones and related extracellular signaling molecules. | 2001-05 |
|
| Human cystinuria-related transporter: localization and functional characterization. | 2001-05 |
|
| xCt cystine transporter expression in HEK293 cells: pharmacology and localization. | 2001-04-20 |
|
| Determination by liquid chromatography of free and total cysteine in human urine in the form of its S-quinolinium derivative. | 2001-04-13 |
|
| Evaluation of urinary carnitine and taurine excretion in 5 cystinuric dogs with carnitine and taurine deficiency. | 2001-04-13 |
|
| Blood glutathione and cysteine concentrations in twin children. | 2001-04 |
|
| Histological and histochemical observations in the stomach of the Senegal sole, Solea senegalensis. | 2001-04 |
|
| Molecular cloning of preproinsulin cDNAs from several osteoglossomorphs and a cyprinid. | 2001-03-28 |
|
| Folding screening assayed by proteolysis: application to various cystine deletion mutants of vascular endothelial growth factor. | 2001-03 |
|
| Role of stone analysis in metabolic evaluation and medical treatment of nephrolithiasis. | 2001-03 |
|
| A DNA polymerase with specificity for five base pairs. | 2001-02-28 |
|
| Infrared analysis of urinary calculi by a single reflection accessory and a neural network interpretation algorithm. | 2001 |
|
| Capture and identification of folding intermediates of cystinyl proteins by cyanylation and mass spectrometry. | 2001 |
Patents
Sample Use Guides
The study was performed with the MG 155 strain of the dermatophyte Microsporum gypseum (ATCC 26 554). For inoculum we used a suspension of spores (100/nL) released from the surface of cultures cultivated for 10 d on Sabouraud's agar (4 % glucose, 1% peptone) at 26C after shaking with glass beads. The medium contained 0.8 % glucose, 0.2 % arginine hydrochloride and 0.04 % potassium dihydrogenphosphate, and was sterilized repeatedly in a stream of steam. As a source of sulphur the basic medium A contained 1 mM sodium sulphate, medium B 3 mM L-cystine and medium C 3 mM DL-cystine. Cystine was added to the sterile medium in the form of a concentrated solution in 1 ~t hydrochloric acid and the medium was immediately neutralized with 1 M potassium hydroxide.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 09:59:52 GMT 2025
by
admin
on
Wed Apr 02 09:59:52 GMT 2025
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| Record UNII |
06681CV9GH
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| Record Status |
Validated (UNII)
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| Record Version |
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Systematic Name | English | ||
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Preferred Name | English | ||
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CFR |
21 CFR 862.1240
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