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Organosulfur compounds of the form R–SC(=O)–R′
In organic chemistry, thioesters are organosulfur compounds with the molecular structure R−C(=O)−S−R'. They are analogous to carboxylate esters (R−C(=O)−O−R')
Thioester
Protein-coding gene in the species Homo sapiens
Hydroxyacyl-thioester dehydratase type 2 is a protein that in humans is encoded by the HTD2 gene. GRCh38: Ensembl release 89: ENSG00000255154 – Ensembl
Hydroxyacyl-thioester dehydratase type 2
Hydroxyacyl-thioester_dehydratase_type_2
Organic compounds of the form >C=O
Hydrolysis of salts of secondary nitro compounds (Nef reaction) Alkylation of thioester with organozinc compounds (Fukuyama coupling). Alkylation of acid chloride
Ketone
Metabolic process
acyl chain linked to AMP. The next step is formation of an activated thioester bond between the fatty acyl chain and Coenzyme A. The balanced equation
Fatty_acid_degradation
Chemical group (–OH)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Hydroxy_group
Chemical compound
β-mercaptoethylamine group. This thioester linkage is a "high energy" bond, which is particularly reactive. Hydrolysis of the thioester bond is exergonic (−31.5 kJ/mol)
Acetyl-CoA
Key component of arthropod innate immune system
Thioester containing protein 1, often called TEP1 is a key component of the arthropod innate immune system. TEP1 was first identified as a key immunity
Thioester-containing protein 1
Thioester-containing_protein_1
Chemical way to synthesize proteins
N-terminal cysteine residue of an unprotected peptide attacks the C-terminal thioester of a second unprotected peptide, in an aqueous buffer at pH 7.0 and room
Native_chemical_ligation
Organic compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Urea
Class of enzymes
of this enzyme class is acetyl-CoA:oxaloacetate C-acetyltransferase [thioester-hydrolysing, (pro-R)-carboxymethyl-forming]. Other names in common use
Citrate_(Re)-synthase
Class of enzymes
Fatty acid synthase (FAS) is an enzyme that in humans is encoded by the FASN gene. Fatty acid synthase is a multi-enzyme protein that catalyzes fatty acid
Fatty_acid_synthase
Enzyme found in humans
conformational change cause thioester hydrolysis and release coenzyme A. This ensures that the energy released from the thioester bond cleavage will drive
Citrate_synthase
Class of enzymes
name of this enzyme class is acetyl-CoA:glyoxylate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
Malate_synthase
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl- and enoyl-reducing, thioester-hydrolysing). Heever JP, Hutchinson CR, Vederas JC (2000). "Lovastatin
Lovastatin nonaketide synthase
Lovastatin_nonaketide_synthase
Organic compounds with the tautomeric structures RC(S)OH or RC(O)SH
for acetic acid. Alkylation of the corresponding thioate ion gives a thioester. Thiolates are highly nucleophilic, attacking electron-poor olefins. The
Thiocarboxylic_acid
Organic chemical reaction
reaction is an organic reaction forming a new carbon–carbon bond from a thioester and a boronic acid using a metal catalyst. It is a cross-coupling reaction
Liebeskind–Srogl_coupling
Class of enzymes
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl-reducing, thioester-hydrolysing and cyclizing). Other names in common use include MSAS, and
6-methylsalicylic-acid synthase
6-methylsalicylic-acid_synthase
Chemical reaction
reduction is an organic reaction and an organic reduction in which a thioester is reduced to an aldehyde by a silyl hydride in presence of a catalytic
Fukuyama_reduction
Chemical compound
slightly yellow liquid that gives garlic its distinctive odor. It is a thioester of a sulfinic acid. It is also known as allyl thiosulfinate. Its biological
Allicin
Protein-coding gene in the species Homo sapiens
tropicalis Etr1p and Saccharomyces cerevisiae Ybr026p (Mrf1'p), 2-enoyl thioester reductases essential for mitochondrial respiratory competence". Molecular
MECR
Main-group allene analog
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
1-Phosphaallenes
Enzyme
of this enzyme class is acetyl-CoA:2-oxoglutarate C-acetyltransferase (thioester-hydrolysing, carboxymethyl forming). Other names in common use include
Homocitrate_synthase
Protein-coding gene in the species Homo sapiens
Cytosolic acyl coenzyme A thioester hydrolase is an enzyme that in humans is encoded by the ACOT7 gene. This gene encodes a member of the acyl coenzyme
ACOT7
Chemical compound
facilitate a nucleophilic attack by the free amine on L-alanine onto the thioester of D-α-hydroxyisocaproic acid (D-HIC) on the CesA1 module. This event
Cereulide
Chemical group (>N–C(=O)–O–)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Carbamate
Chemical group (–C4H9) derived from butane
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Butyl_group
Class of enzymes
malonate to acyl-carrier-protein (ACP) converts the acyl groups into thioester forms which are characteristic of acyl intermediates in fatty acid synthesis
(acyl-carrier-protein) S-malonyltransferase
(acyl-carrier-protein)_S-malonyltransferase
Compound derived from an acid
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Ester
Organic molecule with two different functional groups
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Bifunctionality
Any organic compound having a sulfanyl group (–SH)
variation is cysteamine (HSCH2CH2NH2). Thiols form sulfides, thioacetals, and thioesters, which are analogous to ethers, acetals, and esters, respectively. Thiols
Thiol
Cholesterol-lowering medication
found in studies. Bempedoic acid is a prodrug. It is activated to the thioester with coenzyme A by the enzyme acyl-CoA synthetase in the liver. The activated
Bempedoic_acid
Protein-coding gene in the species Homo sapiens
Ubiquitin carboxy-terminal hydrolase L1 (EC 3.1.2.15, ubiquitin C-terminal hydrolase, UCH-L1) is a deubiquitinating enzyme. UCH-L1 is a member of a gene
Ubiquitin carboxy-terminal hydrolase L1
Ubiquitin_carboxy-terminal_hydrolase_L1
Class of enzymes
enzyme class is dodecanoyl-CoA:oxaloacetate C-dodecanoyltransferase (thioester-hydrolysing, 1-carboxyundecyl-forming). Other names in common use include
Decylcitrate_synthase
Chemical compounds and groups containing nitrogen with a lone pair (:N)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Amine
Chemical compounds with the structure R–O–O–R'
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Peroxide
Class of enzymes
of this enzyme class is acetyl-CoA:2-oxobutanoate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
2-ethylmalate_synthase
Polyatomic ion (NO3, charge –1) found in explosives and fertilisers
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Nitrate
C-terminal thioester. This enables the use of large recombinant protein-derived thioesters in native chemical ligation. The recombinant thioester can be ligated
Chemical_ligation
Class of enzymes
this enzyme class is acetyl-CoA:acetoacetyl-CoA C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
Hydroxymethylglutaryl-CoA synthase
Hydroxymethylglutaryl-CoA_synthase
Coenzyme, notable for its synthesis and oxidation role
coenzyme A as a substrate, and around 4% of cellular enzymes use it (or a thioester) as a substrate. In humans, CoA biosynthesis requires cysteine, pantothenate
Coenzyme_A
Chemical group (–CH2–CH=CH2)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Allyl_group
Organic compound or functional group containing a C=N bond
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Imine
InterPro Family
enzyme class is acetyl-CoA:3-methyl-2-oxobutanoate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
2-isopropylmalate_synthase
Protein domain
form of a thioester, and then directly transfers the ubiquitin to targeted substrates. A cysteine residue is required for ubiquitin-thioester formation
HECT_domain
Organic compound with an –S– group
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Organic_sulfide
Chemical compound
Methylmalonyl-CoA is the thioester consisting of coenzyme A linked to methylmalonic acid. It is an important intermediate in the biosynthesis of succinyl-CoA
Methylmalonyl-CoA
Functional group of organic compounds
(electrophilic) position, before relaxing to α metallation. α,β-Unsaturated thioesters are intermediates in several enzymatic processes. Two prominent examples
Α,β-Unsaturated carbonyl compound
Α,β-Unsaturated_carbonyl_compound
Chemical compound
It can be prepared by oxidation of 2,4-dichlorotoluene. The coenzyme A thioester of 2,4-dichlorobenzoic acid is the substrate for 2,4-dichlorobenzoyl reductase
2,4-Dichlorobenzoic_acid
Organic compounds that contain sulfur
known. They are structurally similar to carboxylic acids but more acidic. Thioesters have general structure R−C(O)−S−R. They are related to regular esters
Organosulfur_chemistry
Linear sequence of amino acids in a peptide or protein
(Ser/Thr) or thioester (Cys) bond in place of the peptide bond. This chemical reaction is called an N-O acyl shift. The ester/thioester bond can be resolved
Protein_primary_structure
Organic compounds of the form RC(=O)NR′R″
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Amide
Enzyme of the glycolysis metabolic pathway
hydride ion, forming NADH while the hemithioacetal is oxidized to a thioester. This thioester species is much higher in energy (less stable) than the carboxylic
Glyceraldehyde 3-phosphate dehydrogenase
Glyceraldehyde_3-phosphate_dehydrogenase
Class of chemical compounds
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Selenenic_acid
Class of enzymes
enzyme belongs to the family of hydrolases, specifically those acting on thioester bonds. The systematic name is acetoacetyl-CoA hydrolase. Other names in
Acetoacetyl-CoA_hydrolase
Chemical compound
CH3CH2OH This thallium thiolate can be used to convert acyl chlorides to the thioester: (CH3)3CS−Tl+ + RCOCl → RCOSC(CH3)3 + TlCl (CH3)3CSLi reacts with MoCl4
Tert-Butylthiol
Chemical compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Dioxirane
Enzymes
to thiolases. Thioesters are more reactive than oxygen esters and are common intermediates in fatty-acid metabolism. These thioesters are made by conjugating
Thiolase
Organic molecule containing a neutral carbon with two unbound valence electrons
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Carbene
Secondary metabolides
Condensation: The C-domain catalyzes the amide bond formation between the thioester group of the growing peptide chain from the previous module with the amino
Nonribosomal_peptide
Organic compound
Unbound acetoacetate is primarily produced by liver mitochondria from its thioester with coenzyme A (CoA): AcCH2C(O)−CoA + OH− → AcCH2CO−2 + H−CoA The acetoacetyl-CoA
Acetoacetic_acid
Chemical compound
Succinyl-coenzyme A, abbreviated as succinyl-CoA (/ˌsʌksɪnəlˌkoʊˈeɪ/) or SucCoA, is a thioester of succinic acid and coenzyme A. It is an important intermediate in the
Succinyl-CoA
Organic compound containing a sulfinyl group (>SO)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Sulfoxide
acyl-protein thioester The 3 substrates of this enzyme are ATP, acid, and protein, whereas its 3 products are AMP, diphosphate, and acyl-protein thioester. This
Long-chain-fatty-acid—luciferin-component ligase
Long-chain-fatty-acid—luciferin-component_ligase
Mammalian protein found in Homo sapiens
that catalyzes the transfer of the bile acid moiety from the acyl-CoA thioester to either glycine or taurine, the second step in the formation of bile
BAAT
Chemical compound
Racecadotril, also known as acetorphan, is an antidiarrheal medication which acts as a peripheral enkephalinase inhibitor. Unlike other opioid medications
Racecadotril
Class of chemical compounds
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Selenonic_acid
S-acyl shift for in in situ formation of a peptide thioester, and later on, after thiol-thioester exchange, an S,N-acyl shift for formation of the peptide
SEA_Native_Peptide_Ligation
Toxic gaseous compound (COCl2)
alveoli (the site of gas exchange), respectively forming ester, amide and thioester functional groups in accord with the reactions discussed above. This results
Phosgene
Group of coenzymes that metabolize fatty acids
Acyl-CoA is a group of CoA-based coenzymes that metabolize carboxylic acids. Fatty acyl-CoA's are susceptible to beta oxidation, forming, ultimately, acetyl-CoA
Acyl-CoA
Organic compound containing the functional group R–CH=O
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Aldehyde
Organic compound containing a –C(=O)OH group
carboxylic acids - citric, oxalic, amino acids, etc. - entail hydrolysis of thioesters and phosphate esters. In contrast to methods used on a laboratory scale
Carboxylic_acid
Chemical compound
It is a methyl ester of dithiocarbonic S,S-acid (O=C(SH)2). It is a thioester (the prefix thio- means that an oxygen atom in the compound is replaced
S,S'-Dimethyl_dithiocarbonate
Functional group
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Fluoroethyl
Chemical group (–C(=O)C6H5
esters. The source of many naturally occurring benzoyl compounds is the thioester benzoyl-CoA. Irradiation of benzil generates benzoyl radicals, which have
Benzoyl_group
Class of enzymes
human lung tryptase, and bovine trypsin with peptide 4-nitroanilide and thioester substrates" (PDF). The Journal of Biological Chemistry. 258 (22): 13552–7
Tryptase
Class of serine proteases
attached to the microbial surface or to the antibody molecules through the thioester domain at the site of complement activation. After cleavage and binding
C3-convertase
Functional group (C=O)
derivatives of acyl chlorides, chloroformates and phosgene, carbonate esters, thioesters, lactones, lactams, hydroxamates, and isocyanates. Examples of inorganic
Carbonyl_group
InterPro Family
enzyme belongs to the family of hydrolases, specifically those acting on thioester bonds. The systematic name of this enzyme class is acyl-CoA hydrolase
Acyl-CoA_hydrolase
Central nervous system stimulant prodrug
First benzoate is ligated to CoASH to form the high-energy benzoyl-CoA thioester. This reaction is catalyzed by the HXM-A and HXM-B medium-chain acid:CoA
Lisdexamfetamine
the following chemical reaction Thiol-dependent hydrolysis of ester, thioester, amide, peptide and isopeptide bonds formed by the C-terminal Gly of ubiquitin
Ubiquitinyl_hydrolase_1
Hydrocarbon compound containing one or more C≡C bonds
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Alkyne
Organic compounds with the formula P(OR)2R
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Phosphonite
Part of the immune system that enhances the ability of antibodies and phagocytic cells
product of spontaneous cleavage of the internal thioester. In contrast, when the internal thioester of C3 reacts with a hydroxyl or amino group of a
Complement_system
Functional group with the chemical structure R–S–S–R′
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Disulfide
Class of enzymes that catalyze fatty acid β-oxidation in mitochondria
introduction of a trans double-bond between C2 (α) and C3 (β) of the acyl-CoA thioester substrate. Flavin adenine dinucleotide (FAD) is a required co-factor in
Acyl-CoA_dehydrogenase
Chemical group (–CH=CH2)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Vinyl_group
Species of bacterium
familiar odor is due to sulfur-containing compounds known as S-methyl thioesters. The same bacterium is employed to ferment several washed-rind and smear-ripened
Brevibacterium_linens
Species of flowering plant in the family Asparagaceae
sulfur-containing degradation products, including various thiols and thioesters, which following consumption give urine a characteristic smell. Some of
Asparagus
Chemical element with atomic number 15 (P)
Phosphorus is a chemical element; it has symbol P and atomic number 15. All elemental forms of phosphorus are highly reactive and are therefore never found
Phosphorus
Organosulfur compounds of the forms ROC(S)NR2 or RSC(O)NR2
O-thiocarbamates, ROC(=S)NR2 (esters), and S-thiocarbamates, RSC(=O)NR2 (thioesters). Thiocarbamates can be synthesised by the reaction of water or alcohols
Thiocarbamate
Organic compounds with a diazenyl group (–N=N–)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Azo_compound
and a thioester intermediate. This hydride shift has been shown to be stereospecific in a subset (class 3) of retinal dehydrogenases. The thioester intermediate
Retinal_dehydrogenase
enzyme belongs to the family of hydrolases, specifically the class of thioester lyases. It is commonly known as glyoxalase II. It participates in pyruvate
Hydroxyacylglutathione hydrolase
Hydroxyacylglutathione_hydrolase
Class of enzymes
this enzyme class is propanoyl-CoA:glyoxylate C-propanoyltransferase (thioester-hydrolysing, 2-carboxyethyl-forming). Other names in common use include
2-hydroxyglutarate_synthase
Type of chemical bond between 2 amino acids
adenylated Ubiquitin can be transferred to a conserved cysteine using a thioester bond which is between the carboxyl group of the C-terminal glycine of
Isopeptide_bond
Class of enzymes
3-hydroxydecanoyl-acyl carrier protein dehydratase, β-hydroxydecanoyl thioester dehydrase, β-hydroxydecanoate dehydrase, beta-hydroxydecanoyl thiol ester
3-hydroxydecanoyl-(acyl-carrier-protein) dehydratase
3-hydroxydecanoyl-(acyl-carrier-protein)_dehydratase
Production of peptides
peptides containing base-sensitive moieties (such as depsipeptides or thioester moeities), as treatment with base is required during the Fmoc deprotection
Peptide_synthesis
Type of saturated hydrocarbon compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Alkane
Chemical group (R–C=O)
acyl donor in many biosynthetic transformations. Such acyl compounds are thioesters. Names of acyl groups of amino acids are formed by replacing the -ine
Acyl_group
Chemical compound
is transferred to the catalytic cysteine, resulting in a high energy thioester linkage. NAE then binds ATP and NEDD8 to generate a second NEDD8-AMP,
Pevonedistat
THIOESTER
THIOESTER
THIOESTER
THIOESTER
Girl/Female
Hindu
Delightful, One who entertains others, One who brings Joy to others, Pleasant and charming
Boy/Male
Christian, German, Latin
Ready for Battle; Noble
Boy/Male
Hindu
Direction, Command
Boy/Male
Muslim
Noble, Famous, Eminent, Outstanding
Female
Norse
Old Norse name probably derived from the word garðr, GERÃR means "enclosure, stronghold." In mythology, this is the name of a frost giantess and wife of Freyr.
Boy/Male
Arabic
Servant of the mighty.
Boy/Male
Hindu
Governor, Moment in time
Girl/Female
Scandinavian American German
Womanly; strength. Feminine of Karl.
Girl/Female
English American
Violet. Viola was one of the heroine's in Shakespeare's play 'Twelfth Night'.
Female
Egyptian
, good destiny.
THIOESTER
THIOESTER
THIOESTER
THIOESTER
THIOESTER