Mercaptoethane

Chemical Designations - Synonyms Ethanethiol Ethyl Sulfhydrate Mercaptoethane Thioethyl alcohol Chemical Formula CjHjSH. 

Chemical Name 2-Mercaptoethane sulfonic acid sodium salt Common Name —... 

Ajmal, N. et al. The effectiveness of sodium 2-mercaptoethane sulfonate (Mesna) in reducing capsular formation around implants in a rabbit model. Blast. Reconstr. Surg., 112, 1455, 2003. 

Synonyms AI3-26618 BME EINECS 200-837-3 Ethanethiol Ethyl hydrosulfide Ethyl hydrosulphide Ethyl sulfhydrate Ethyl thioalcohol FCY LPG ethyl mercap-tan 1010 Mercaptoethane 1-Mercaptoethane NSC 93877 0-2712 NSC 29026 SCC Thio-ethanol Thioethyl alcohol UN 2363... 

To accomplish these reactions a surprising variety of specialized cofactors are needed.351 352 434 The first of these, coenzyme M, 2-mercaptoethane sulfonate, was discovered in 1974.436 It is the simplest known coenzyme. Later, the previously described 5-deazaflavin F420 (Section B), a nickel tetrapyrrole F430 (Chapter 16), methanopterin (Fig. 

ML Gardner. Cysteine A potential source of error in amino acid analysis of mercaptoethane sulfonic or hydrochloric acid hydrolysates of proteins and peptides. Anal Biochem 141. -429-431, 1984. 

Figure 5.56 Schematic illustrating the self-assembled multilayers of sodium 3-mercaptoethane-sulfonate (layer 1 ), hexacationic homooxacalix[3]arene-fullerene (2 1) complex (layer 2 ), with either the anionic porphyrin polymer ( 3 ) or its zinc porphyrin analogue ( 4 ) forming the third layer. Reprinted with permission from A. Ikeda, T. Hatano, S. Shinkai, T. Akiyama and S. Yamada, /. Am. Chem. Soc., 123,4855 (2001). Copyright (2001) American Chemical Society...

For the thiophen mentioned above, all the carbon atoms stemmed from cysteine, carbohydrate apparently not having a role. On the other hand, theoretically, thiophens can be derived from furans simply by reaction with H2S. Belitz and Grosch251 postulate derivation from 2-mercaptoethanal (Strecker aldehyde from cysteine) and acrolein or butenal (aldol condensation product from acetaldehyde). Vemin and Parkanyi216... 

Ehrlich RM, Freedman A, Goldsobel AB, et al. 1984. The use of sodium 2 -mercaptoethane sulfonate to prevent cyclophosphamide cystitis. U Urol 131 960-962. 

Henslee PJ, Parr MD, Romond EH, et al. 1988. A randomized trail to determine the prophylactic benefit of 2-mercaptoethane sulfonate (MESNA) as a uroprotector in bone marrow transplantation (BMT) [Abstract], Proc Ann Meet Am Soc Clin Oncol 7 A1155. 

In rats, the effects of various thiol compounds (mercaptopropionic acid, D-penicil-lamine, Ucysteine, DL-homocysteine, 2-mercaptoethylamine and mercaptoethane) on the absorption and elimination of bismuth subnitrate given orally were determined. All of the thiol substances, and particularly cysteine, homocysteine and mercaptopropionic acid, enhanced Bi absorption and elimination. Moreover, the acute toxicity of Bi was enhanced when Bi was given as a complex with cysteine (LDjq = 156mgkg ). Studies of and N NMR confirmed complexation of Bi and cysteine. The enhancement of the absorption, elimination and acute toxicity of Bi may be caused by the increases of solubility and permeability of Bi arising from complexation with thiol compounds. 

Hemorrhagic cystitis and bladder cancer are well-known complications of cyclophosphamide. The damage to the urinary bladder epithelium is caused by acrolein, a metabolite of cyclophosphamide that is excreted in the urine. In bone marrow transplant recipients, prior administration of busulfan, which itself causes hemorrhagic cystitis, can increase this risk (23). Mesna (2-mercaptoethane sodium sulfonate) is used to prevent this adverse effect. It is excreted by the kidney, and it binds and detoxifies acrolein in the urine mesna also prevents the breakdown of acrolein precursors. Intravesical prostaglandin E2 has been suggested as an alternative treatment (23). 

Methylmercuric hydroxide is very toxic and should not be used if it can be avoided. This denaturant reacts with the RNA, before electrophoretic fractionation, primarily with the imino groups of uridine and guanosine (Gruenwedel and Davidson, 1966 Bailey and Davidson, 1976) and electrophoresis is carried out in the presence of methylmercuric hydroxide. Sulfhydryl compounds (2-mercaptoethan-ol, DTT) can be used to displace methylmercuric hydroxide from imino groups. Methylmercuric hydroxide is not only extremely toxic but also volatile and should be handled in chemical hoods. All waste should be disposed of as toxic material (Junghans, 1983). 

MERCAPTOETHANE (75-08-1) C2HSS Highly flammable liquid low ignition temperature makes it very dangerous. Forms explosive mixture with air [explosion limits in air (vol %) 2.8 to 18.2 flash point -54.9 F/-48.3°C cc autoignition temp 572°F/300°C Fire Rating 4]. Reacts with... 

MERCAPTOETHANE (75-08-1) Forms explosive mixture with air (flash point <0°F/< —18°C). Reacts with water, steam acids, acid fumes, forming hydrogen sulfide. Violent reaction with strong oxidizers, calcium hypochlorite. Incompatible with aliphatic amines, caustics, ethylene oxide, isocyanates, nitric acid, sulfuric acid. Attacks some forms of plastics, coatings, and rubber. Flow or agitation of substance may generate electrostatic charges due to low conductivity. 

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