462-10-2

Basic information

• Product Name: DL-Homocystine
• Synonyms: 4,4'-dithiobis[2-aminobutyric] acid;4,4'-dithiobis[2-amino-Butanoic acid];L-4,4'-Dithiobis(2-aminobutyric acid);L-Homocystine;4,4'-Disulfanediylbis(2-aMinobutanoic acid);Product NameL-homocystine Synonyms
• CAS NO: 462-10-2
• Molecular Formula: C₈H₁₆N₂O₄S₂
• Molecular Weight: 268.35
• EINECS: 207-323-8
• Mol File: 462-10-2.mol
• Article Data: 20

Chemical Properties

• Melting Point: 281-284°C (dec.)
• Boiling Point: 507.58 °C at 760 mmHg
• Flash Point: 260.775 °C
• Appearance: /
• Density: 1.444 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Aqueous Acid (Slightly). Aqueous Base (Slightly)
• PKA: 1.90±0.10(Predicted)
• CAS DataBase Reference: DL-Homocystine(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Homocystine(462-10-2)
• EPA Substance Registry System: DL-Homocystine(462-10-2)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 462-10-2(Hazardous Substances Data)

Usage

Uses

DL-Homocystine is used in the synthesis of potential antitumor agents through inhibition of L-asparagine. There is growing clinical evidence that elevated homocysteine levels are associated with an increased risk of venous and arterial thrombosis.

Definition

ChEBI: An organic disulfide obtained by oxidative dimerisation of homocysteine.

Purification Methods

dl-Homocystine crystallises in platelets from water with 1H2O and m 258-260o(dec), all operations should be carried out under N2. [Sudo J Chem Soc Jpn (Pure Chem Sect) 79 81, 86, 87 1958, Beilstein 4 IV 3199.]

Upstream product

• 454-29-5 2-amino-4-mercaptobutyric acid 
• 187878-81-5 S-nitroso-homocysteine 
• 79-24-3 Nitroethane 
• 1192-20-7 2-aminobutyrolactone 
• 139427-42-2 S-nitroso-L-homocysteine 
• 63-68-3 L-methionine 
• 6027-13-0 L-homocysteine 
• 75027-08-6 (S)-2-Amino-4-[(R)-2-((S)-3-amino-3-carboxy-propyldisulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid 
• 7689-60-3 S-benzyl-L-homocysteine 
• 1910-42-5 paraquat dichloride 
• 59-51-8 DL-methionine 

Downstream Products

• 454-29-5 2-amino-4-mercaptobutyric acid 
• 1017-76-1 S-benzyl homocysteine 
• 10593-85-8 DL-homocysteine thiolactone 
• 63-68-3 L-methionine 
• 6027-13-0 L-homocysteine 
• 14160-80-6 2,2'-bis-benzoylamino-4,4'-disulfanediyl-di-butyric acid 
• 28223-71-4 DL-Homocysteine Sodium Salt 
• 75027-08-6 (S)-2-Amino-4-[(R)-2-((S)-3-amino-3-carboxy-propyldisulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid 
• 73488-65-0 (methyl-¹³C,D₃)-L-methionine 
• 1492-24-6 L-2-aminobutyric acid 
• 66076-71-9 N,N'-di(CBz)-L-homocystine 
• 504-33-6 homocysteic acid 
• 147857-42-9 Dimethyl (2RS,2'RS)-homocystinate dihydrochloride 
• 147857-42-9 L-Homocystine dimethyl ester dihydrochloride 

Relevant articles and documents

S-Adenosylhomocysteine Analogue of a Fairy Chemical, Imidazole-4-carboxamide, as its Metabolite in Rice and Yeast and Synthetic Investigations of Related Compounds

During the course of our investigations of fairy chemicals (FCs), we found S-ICAr-H (8a), as a metabolite of imidazole-4-carboxamide (ICA) in rice and yeast (Saccharomyces cerevisiae). In order to determine its absolute configuration, an efficient synthetic method of 8a was developed. This synthetic strategy was applicable to the preparation of analogues of 8a that might be biologically very important, such as S-ICAr-M (9), S-AICAr-H (10), and S-AICAr-M (11).

Continuous production method DL-cysteine thiolactone hydrochloride (by machine translation)

The method comprises the following steps DL - reacting, methionine as raw material :(1) with DL - sulfuric acid continuously into a liquid-liquid-phase micro-channel reactor to generate, high-cysteine hydrochloride 15-18mol/L containing DL - high-cysteine hydrochloride in a hydrochloric acid system through dehydration condensation to obtain, high cystine hydrochloride DL - in a continuous circulation reaction . high cystine, is obtained by carrying out a continuous circulation reaction to a cathode chamber, DL - of a plate-and-frame type electrolytic cell in a hydrochloric acid system through a continuous circulation reaction to complete DL - collection of cysteine hydrochloride in a hydrochloric acid system through dehydration and condensation reaction, so as to form DL - high-cysteine hydrochloride in the next step; DL - (1) ;(2). The. method comprises the following steps of: continuously circulating the cathode, solution, from, the liquid-phase micro-channel reactor; and carrying out a reduction reaction in a hydrochloric acid system through a liquid-liquid-phase micro-channel reactor. (by machine translation)

Crystal-facet-dependent denitrosylation: Modulation of NO release from S-nitrosothiols by Cu2O polymorphs

Nitric oxide (NO), a gaseous small molecule generated by the nitric oxide synthase (NOS) enzymes, plays key roles in signal transduction. The thiol groups present in many proteins and small molecules undergo nitrosylation to form the corresponding S-nitrosothiols. The release of NO from S-nitrosothiols is a key strategy to maintain the NO levels in biological systems. However, the controlled release of NO from the nitrosylated compounds at physiological pH remains a challenge. In this paper, we describe the synthesis and NO releasing ability of Cu2O nanomaterials and provide the first experimental evidence that the nanocrystals having different crystal facets within the same crystal system exhibit different activities toward S-nitrosothiols. We used various imaging techniques and time-dependent spectroscopic measurements to understand the nature of catalytically active species involved in the surface reactions. The denitrosylation reactions by Cu2O can be carried out multiple times without affecting the catalytic activity.