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Organosulfur compound with two –SH groups
In organic chemistry, a dithiol is a type of organosulfur compound with two thiol (−SH) functional groups. Their properties are generally similar to those
Dithiol
Chemical compound C2H4(SH)2
Ethane-1,2-dithiol, also known as EDT, is a colorless liquid with the formula C2H4(SH)2. It has a very characteristic odor which is compared by many people
Ethane-1,2-dithiol
Chemical compound
Anthracene-9,10-dithiol is an organosulfur compound with the formula C14H8(SH)2. It is one of several isomer of anthracene with two thiol groups. In 2004
Anthracene-9,10-dithiol
Chemical compound
the formula (CH(OH)CH2SH)2. A colorless compound, it is classified as a dithiol and a diol. DTT is redox reagent also known as Cleland's reagent, after
Dithiothreitol
Any organic compound having a sulfanyl group (–SH)
through a thioester derived from the thiol coenzyme A. Dihydrolipoic acid, a dithiol, is the reduced form of lipoic acid, a cofactor in several metabolic processes
Thiol
Chemical compound CH3CH(SH)2
Ethane-1,1-dithiol is an organosulfur compound with formula CH3CH(SH)2. It is a colourless smelly liquid that is added to or found in some foods. The
Ethane-1,1-dithiol
Class of enzymes
In enzymology, a thiosulfate-dithiol sulfurtransferase (EC 2.8.1.5) is an enzyme that catalyzes the chemical reaction thiosulfate + dithioerythritol ⇌
Thiosulfate—dithiol sulfurtransferase
Thiosulfate—dithiol_sulfurtransferase
(EC 1.8.1.8) is an enzyme that catalyzes the chemical reaction protein dithiol + NAD(P)+ ⇌ {\displaystyle \rightleftharpoons } protein disulfide + NAD(P)H
Protein-disulfide_reductase
Chemical compound
Benzene-1,2-dithiol is the organosulfur compound with the formula C6H6S2 or C6H4(SH)2. This colourless viscous liquid consists of a benzene ring with
Benzene-1,2-dithiol
Chemical compound
3-Propanedithiol is the chemical compound with the formula HSCH2CH2CH2SH. This dithiol is a useful reagent in organic synthesis. This liquid, which is readily
Propane-1,3-dithiol
Chemical compound
up to a quarter of a mile [0.40 km], and one drop of either acetone gem-dithiol or the mother liquors from crude trithioacetone crystallisations were placed
Thioacetone
Medical procedure to remove heavy metals from the body
DMPS, another dithiol, as a mercury-chelating agent. The Soviets also introduced ALA, which is transformed by the body into the dithiol dihydrolipoic
Chelation_therapy
Chemical compound
4-Dimercaptobutane-2,3-diol (no longer recommended) 2,3-Dihydroxybutane-1,4-dithiol Erythro-2,3-dihydroxy-1,4-butanedithiol Erythro-1,4-dimercapto-2,3-butanediol
Dithioerythritol
Chemical compound
the dianion [Fe2(μ-S)2(CO)2]2- with trifluoroacetic acid produces the dithiol derivative Fe2(μ-SH)2(CO)6, which can then be reacted with ammonium carbonate
Disulfidobis(tricarbonyliron)
Chemical compound
encountered as a colorless wax or oil. The compound is classified as an aromatic dithiol. It forms brightly colored derivatives with many metal ions. The compound
3,4-Toluenedithiol
In enzymology, a D-proline reductase (dithiol) (EC 1.21.4.1) is an enzyme that catalyzes the chemical reaction 5-aminopentanoate + lipoate ⇌ {\displaystyle
D-proline_reductase_(dithiol)
Ubiquitous antioxidant compound in living organisms
equilibria and disulfide bond stability". Biothiols, Part A: Monothiols and Dithiols, Protein Thiols, and Thiyl Radicals. Methods in Enzymology. Vol. 251. pp
Glutathione
Protecting group used in organic synthesis
Corresponding Sulfur Analogs from di-t-Butyl Dicarbonate or di-t-Butyl Dithiol Dicarbonates and Amino Acids". Proc. Natl. Acad. Sci. U.S.A. 69 (3): 730–732
Tert-Butyloxycarbonyl protecting group
Tert-Butyloxycarbonyl_protecting_group
Chemical compound
Molar mass 106.20 g·mol−1 Related compounds Related compounds Ethane-1,2-dithiol Except where otherwise noted, data are given for materials in their standard
1,3-Dithiolane
Organosulfur compound
a melting point of 75.7–76.5 °C, higher than that of the corresponding dithiol: dihydroasparagusic acid (or γ,γ-dimercaptoisobutyric acid), at 59.5–60
Asparagusic_acid
Chemical reaction
aldehyde is activated by conversion to cyclic dithioacetal by reaction with a dithiol (nucleophilic substitution) in presence of a H+ donating acid. The cyclic
Mozingo_reduction
Chemical compound
This carboxylic acid features a pair of thiol groups, and therefore is a dithiol. It is optically active, but only the R-enantiomer is biochemically significant
Dihydrolipoic_acid
Chemical compound
It is however unstable with respect to oligomerization. In general, 1,3-dithiols are superior reductants relative to monothiols. Many substituted 1,2-dithiolates
1,2-Dithiolane
Organised layer of amphiphilic molecules
by aromatic rings. An example is the dithiol 1,4-Benzenedimethanethiol (SHCH2C6H4CH2SH)). Interest in such dithiols stems from the possibility of linking
Self-assembled_monolayer
Chemical compound
This colorless, intensely odorous liquid is the simplest chiral dithiol. Related dithiols include 1,2-ethanedithiol, 2,3-dimercapto-1-propanesulfonic acid
1,2-Propanedithiol
Salt that is a metal-thioate/O-esters of dithiocarbonate
Chandrasekaran, James P. Donahue (2009). "Synthesis of 4,5-Dimethyl-1,3-Dithiol-2-One". Organic Syntheses. 86: 333. doi:10.15227/orgsyn.086.0333. N. A
Xanthate
Compound that inhibits the oxidation of other molecules
part of a highly conserved CXXC motif, that can cycle between an active dithiol form (reduced) and an oxidized disulfide form. In its active state, thioredoxin
Antioxidant
Class of enzymes
of the RNR1 and RNR2 subunits. The active site consists of the active dithiol groups from the RNR1 as well as the diferric center and the tyrosyl radical
Ribonucleotide_reductase
6622-76-0 C6H10O2S methyl allylthioacetate 72867-23-3 C6H10O2S2 diethyl dithiol oxalate 615-85-0 C6H10O3 butyl glyoxylate 6295-06-3 C6H10O3 pantolactone
List of compounds with carbon number 6
List_of_compounds_with_carbon_number_6
Poisoning caused by mercury chemicals
2005.05.004. PMID 16009427. Rooney JP (May 2007). "The role of thiols, dithiols, nutritional factors and interacting ligands in the toxicology of mercury"
Mercury_poisoning
Protein-coding gene in the species Homo sapiens
disulfide catalysts, QSOX1 can both generate disulfides de novo and catalyze dithiol/disulfide exchange. The de novo disulfide bond formation is catalyzed by
QSOX1
Organosulfur compounds of the form –CH(O–)S– or –CH(S–)2
relatively common. They are prepared by condensation of thiols (−SH) or dithiols (two −SH groups) with aldehydes (−CH=O). These reactions proceed via the
Thioacetal
Functional group with the chemical structure R–S–S–R′
equilibria and disulfide bond stability". Biothiols, Part A: Monothiols and Dithiols, Protein Thiols, and Thiyl Radicals. Methods in Enzymology. Vol. 251. pp
Disulfide
Protein family
Molybdopterin cofactor, shown in the dithiol protonation state.
Aldehyde ferredoxin oxidoreductase
Aldehyde_ferredoxin_oxidoreductase
Chemical compound
arsenic centers of FlAsH-EDT2, a cooperative and entropically favored dithiol arsenic bond could be achieved. The binding of FlAsH-EDT2 is thus subject
FlAsH-EDT2
Chemical compound
Variable-temperature photoelectron spectral study of 1,3-dithiol-2-one and 4,5-disubstituted 1,3-dithiol-2-ones. Thermal generation of 1,2-dithiete, 3,4-disubstituted
Dithiete
Organosulfur compound (S=C(NH2)2)
OC(NH2)2 + NaX + H2O RSNa + HCl → RSH + NaCl In one example, ethane-1,2-dithiol is prepared from 1,2-dibromoethane: C2H4Br2 + 2 SC(NH2)2 → [C2H4(SC(NH2)2)2]Br2
Thiourea
Chemical compound
HDAC3, HDAC6, HDAC8, and HDAC10 are targets of the reduced form (open dithiol) of (R)-lipoic acid. Most endogenously produced RLA are not "free" because
Lipoic_acid
Chemical compound
N-methyltransferase/O-methyltransferase that adds a methyl group to nitrogen to form the dithiol gliotoxin intermediate utilizing s-adenosyl methionine (SAM) in the reaction
Gliotoxin
Class of enzymes
chemical reaction 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + protein-dithiol ⇌ {\displaystyle \rightleftharpoons } (E)-4-hydroxy-3-methylbut-2-en-1-yl
4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase
4-hydroxy-3-methylbut-2-en-1-yl_diphosphate_synthase
Class of enzymes
the ER, which leads to the formation of hydrogen peroxide. The reduced (dithiol) form of protein disulfide-isomerase is able to catalyze a reduction of
Protein_disulfide-isomerase
1.4.1.6: deleted, Now included with EC 1.21.4.1, D-proline reductase (dithiol) EC 1.4.1.7: serine 2-dehydrogenase EC 1.4.1.8: valine dehydrogenase (NADP+)
List_of_EC_numbers_(EC_1)
Type of green fluorescent protein
engineered protein could exist in two different oxidation states (reduced dithiol or oxidized disulfide), each with different fluorescent properties. Originally
RoGFP
Chemical compound
intermediate bisisothiouronium salts, xylylene dibromide can be converted to the dithiol C6H4(CH2SH)2. Xylylene dibromide is a precursor to the ephemeral molecule
Xylylene_dibromide
Chemical compound
diaryl cyclic trisulfide oxide, C10H6S3O, produced from naphthalene-1,8-dithiol [wd] and thionyl chloride. SO inserts into alkenes and alkynes to produce
Sulfur_monoxide
sulfurtransferase EC 2.8.1.4: tRNA uracil 4-sulfurtransferase EC 2.8.1.5: Thiosulfate—dithiol sulfurtransferase EC 2.8.1.6: Biotin synthase EC 2.8.1.7: Cysteine desulfurase
List_of_enzymes
Chemical compound
propesticides — breaking down in the environment to nereistoxin or a toxic dithiol. Nereistoxin has chemical similarity to acetylcholine and its mode of action
Nereistoxin
Robert H. (1993). "Hydrogen/Deuterium exchange reactions of an iridium dithiol complex". Inorganic Chemistry. 32 (11): 2236–2237. doi:10.1021/ic00063a006
Transition metal thiolate complex
Transition_metal_thiolate_complex
Medication
17-dione, PC13025342 (8). Treatment with 1 equivalent of ethane-1,2-dithiol gave [54024-18-9] (9). Organometallic addition of the acetylene was the
Desogestrel
Enzyme
that in the end stabilize Thiols in related bonds that end up forming a dithiol group as a byproduct. The systematic name of this enzyme class is AMP,
Adenylyl-sulfate reductase (thioredoxin)
Adenylyl-sulfate_reductase_(thioredoxin)
Derivatives of the carbonate ion
Chandrasekaran; James P. Donahue (2009). "Synthesis of 4,5-Dimethyl-1,3-dithiol-2-one". Org. Synth. 86: 333. doi:10.15227/orgsyn.086.0333. R. E. Strube
Thiocarbonate
Class of reduction–oxidation proteins
tertiary structure termed the thioredoxin fold. The active site contains a dithiols in a CXXC motif. These two cysteines are the key to the ability of thioredoxin
Thioredoxin
Acrylating agent
employed in the synthesis of the polymer through a thiol-ene reaction with dithiols. This component undergoes synthesis from hydroxamic acid and diallyl alcohol
Diallyl_carbonate
Chemical compound
a rhodium complex, it is refluxed with sulfur in butanone to obtain a dithiol derivative, which is then refluxed in o-dichlorobenzene and desulfurized
Cyclononyne
Chemical compound
1,4-Butanedithiol Names Preferred IUPAC name Butane-1,4-dithiol Identifiers CAS Number 1191-08-8 Y 3D model (JSmol) Interactive image ChemSpider 71479
1,4-Butanedithiol
Protein family
protons. The net result is the covalent interconversion of a disulfide and a dithiol. TR-S2 + NADPH + H+ -> TR-(SH)2 + NADP+ (1) trx-S2 + TR-(SH)2 -> trx-(SH)2
Thioredoxin_domain
Protein family
associated with the ER membrane, and is essential for the oxidation of protein dithiols. Since disulfide bond formation is an oxidative process, the major pathway
ER_oxidoreductin
Class of enzymes
⇌ {\displaystyle \rightleftharpoons } glutathione disulfide + protein-dithiol Thus, the two substrates of this enzyme are glutathione and protein disulfide
Protein-disulfide reductase (glutathione)
Protein-disulfide_reductase_(glutathione)
Chemical compound
Dithiobutylamine Names Preferred IUPAC name (S)-2-aminobutane-1,4-dithiol Other names DTBA Identifiers CAS Number 1363594-47-1(2S) 1363376-98-0 (hydrochloride)
Dithiobutylamine
Class of enzymes
disulfide form to the dithiol. Finally, the reduced thioredoxin is used to reduced a cysteine-cysteine disulfide bond in SBPase to a dithiol, which converts
Sedoheptulose-bisphosphatase
Chemical compound
benzaldehyde and 2.0 equiv. of either ethanethiol or 1.0 equiv. of propane-1,3,-dithiol readily in quantitative yield. This methodology was utilized in the total
Hafnium trifluoromethanesulfonate
Hafnium_trifluoromethanesulfonate
Chemical addition of an –SH and –C≡CH molecule
networks. Another reported application is the synthesis of macrocycles via dithiol coupling. Click chemistry Michael addition Radical addition Thiol-ene reaction
Thiol-yne_reaction
Chemical compound
Trithiapentalene is an example of theoretical interest. Many 1,2-dithioles are 1,2-dithiol-3-thiones. Dithiolium salt Ogurtsov, Vladimir A; Rakitin, Oleg A (2012)
1,2-Dithiole
Effect of chemical element
and in animals (thioredoxin reductase) generates reduced thioredoxin, a dithiol that serves as an electron source for peroxidases and also the important
Selenium_in_biology
Protein family
that allows dithiol/disulfide exchange. In the E. coli DsbD system, electrons are transferred from NADPH in the cytoplasm to periplasmic dithiol/disulfide-containing
Disulfide_oxidoreductase_D
Any chemical compound having one atom as the only common member of two rings
ketal (acetal) formed by condensation of cyclic ketones and diols and dithiols. A simple case is the acetal 1,4-dioxaspiro[4.5]decane from cyclohexanone
Spiro_compound
Type of reactive intermediate in chemistry
of carbenes have been generated in situ. Bertrand also reported a 1,3-dithiol-5-ylidene based on 1,3-dithiolane, but it can only be isolated as a transition
Mesoionic_carbene
Method of targeted drug delivery
and amino groups which yields an amide bond, a reaction between pyridyl dithiols and thiols which yields disulfide bonds, and a reaction between maleimide
Immunoliposome_therapy
German chemist and biophysicist
spectroscopic evidence of an azapropane-dithiolate-ligand (ADT-ligand) in the dithiol bridge of the [FeFe]-hydrogenase active site and the determination of the
Wolfgang_Lubitz
Chemical compound
287 (1): 8–12. PMID 9765315. Rooney, James (2007). "The role of thiols, dithiols, nutritional factors and interacting ligands in the toxicology of mercury"
2,3-Dimercapto-1-propanesulfonic acid
2,3-Dimercapto-1-propanesulfonic_acid
Group of atoms introduced into a compound to prevent subsequent reactions
normally follows analogously to the O,O-acetals with acid catalysis from a dithiol and the carbonyl compound. Because of the greater stability of thioacetals
Protecting_group
molybdenum cofactor + AMP Catalyses the insertion of molybdenum into the ene-dithiol group of molybdopterin. Nichols JD, Rajagopalan KV (March 2005). "In vitro
Molybdopterin molybdotransferase
Molybdopterin_molybdotransferase
sulfurtransferase EC 2.8.1.4: tRNA sulfurtransferase EC 2.8.1.5: thiosulfate—dithiol sulfurtransferase EC 2.8.1.6: biotin synthase EC 2.8.1.7: cysteine desulfurase
List_of_EC_numbers_(EC_2)
Chemical compound
art: Bolandione [734-32-7] (1) is reacted with 1 equivalent of ethane-1,2-dithiol to give PC13831215 (2). Protection of the remaining ketone with ethyleneglycol
Allylestrenol
Chemical compound
Names IUPAC name 2-(5,6-dihydro-4H-cyclopenta[d][1,3]dithiol-2-ylidene)-1,3-dithiole-4,5-dithiolate Identifiers CAS Number 1196461-91-2 Y
Trimethylenetetrathiafulvalenedithiolate
Trimethylenetetrathiafulvalenedithiolate
Protein-coding gene in the species Homo sapiens
bond. This bond is then reduced by thioredoxin reductase and NADPH to a dithiol, which serves as a disulfide reductase. In contrast to TXN1, TXN2 contains
TXN2
Chemical compound
Ken; Oae, Shigeru (October 1992). "Proximity effect in the oxidation of dithiols with 3-methyllumiflavin". Heteroatom Chemistry. 3 (5–6): 529–534. doi:10
1,2-Dithietane
preparing polyvalent DNA gold nanoparticles is outlined briefly below: Reduce dithiol moieties by adding 0.1 M dithiothreitol (DTT) in 0.18 M phosphate buffer
Polyvalent DNA gold nanoparticles
Polyvalent_DNA_gold_nanoparticles
Chemical compound
status Legal status Experimental(?) Identifiers IUPAC name diisopropyl 1,3-dithiol-2-ylidenemalonate CAS Number 59937-28-9 N PubChem CID 4006 ChemSpider 3866 N
Malotilate
Bis(thiolate)-bridged diiron ([2Fe2S]) 0.22 (30%) Kluwer et al. 2-aza-1,3-dithiol Bridged Fe-dimer complexes Sun et al. [MnRe(CO)6(m-S2CPR3)] Zhao et al
Hydrogenase_mimic
Chemical compound H2C(SH)2
Cairns, T. L.; Evans, G. L.; Larchar, A. W.; McKusick, B. C. (1952). "gem-Dithiols". Journal of the American Chemical Society. 74 (16): 3982–9. doi:10.1021/ja01136a004
Methanedithiol
DITHIOL
DITHIOL
DITHIOL
DITHIOL
Boy/Male
Arabic Muslim
Female
Hebrew
(קְטוּרָה) Hebrew name QETUWRAH means "incense." In the bible, this is the name of Abraham's second wife.
Boy/Male
Tamil
Dhanvantari | தநà¯à®µà®¨à¯à®¤à®°à¯€
Doctor of gods
Girl/Female
Indian, Punjabi, Sikh
Soul of Guru
Female
Italian
 Feminine form of Italian Valerio, VALERIA means "to be healthy, to be strong." Compare with another form of Valeria.
Girl/Female
Hindu, Indian
Birth Place of Lord Krishna
Boy/Male
Hindu, Indian
Devdan
Girl/Female
Spanish
Famous warrior.
Boy/Male
Hindu, Indian, Sanskrit, Tamil, Telugu
Lord Rama
Boy/Male
Tamil
Spirited, Energy, Nerve
DITHIOL
DITHIOL
DITHIOL
DITHIOL
DITHIOL